EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

phosphorus oxychloride
trichlorophosphorus oxide

Supplier Sponsors

CAS Number: 10025-87-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:233-046-7
FDA UNII: 9XM78OL22K
Nikkaji Web:J95.147A
MDL:MFCD00011443
XlogP3-AA:1.70 (est)
Molecular Weight:153.32896200
Formula:Cl3 O P
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:food starch-modified
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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FDA Mainterm (SATF):10025-87-3 ; PHOSPHORUS OXYCHLORIDE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart I--Multipurpose Additives
Sec. 172.892 Food starch-modified.
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.64500 @ 25.00 °C.
Boiling Point: 105.00 to 106.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:34.570999 mmHg @ 25.00 °C. (est)
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): 0.357 (est)
Soluble in:
 water, 6.197e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Charkit Chemical
PHOSPHOROUS OXYCHLORIDE (POCL3)
Kingchem Laboratories
PHOSPHORUS OXYCHLORIDE
Sigma-Aldrich: Aldrich
For experimental / research use only.
Phosphorus(V) oxychloride ReagentPlus®, 99%
Strem Chemicals
For experimental / research use only.
Phosphorus oxychloride, elec. gr. (99.999%-P)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 36 mg/kg
LIVER: OTHER CHANGES GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0534840

oral-mouse LD50 327 mg/kg
Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 6, Pg. 98, 1992.

Dermal Toxicity:
skin-rabbit LDLo 1000 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS LIVER: OTHER CHANGES
National Technical Information Service. Vol. OTS0534840

Inhalation Toxicity:
inhalation-rat LC50 32 ppm/4H
"Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku," Marhold, J.V., Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha, Czechoslovakia, 1972Vol. -, Pg. 17, 1972.

inhalation-mouse LC50 404 mg/m3/2H
Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 6, Pg. 98, 1992.

inhalation-guinea pig LC50 53 ppm/4H
BEHAVIORAL: IRRITABILITY SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA
American Industrial Hygiene Association Journal. Vol. 25, Pg. 470, 1964.

 
Safety in Use Information:
Category:
food starch-modified
Recommendation for phosphorus oxychloride usage levels up to:
 not for fragrance use.
 
Recommendation for phosphorus oxychloride flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NIOSH International Chemical Safety Cards:search
NIOSH Pocket Guide:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):10025-87-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :24813
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
Chemidplus:0010025873
EPA/NOAA CAMEO:hazardous materials
RTECS:10025-87-3
 
References:
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:10025-87-3
Pubchem (cid):24813
Pubchem (sid):134990313
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB34789
FooDB:FDB013347
Export Tariff Code:2812.10.5010
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
grades: technical; 99.999+%.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 phosphoric chloride
 phosphoric trichloride
 phosphoroxychloride
 phosphoroyl trichloride
 phosphorus oxide trichloride
 phosphorus oxytrichloride
 phosphorus(V) oxychloride
 phosphorusoxychloride
 phosphoryl chloride
 trichloridooxidophosphorus
 trichlorophosphorus oxide
 

Articles:

PubMed:[Toxicity and treatment strategies of phosphorus oxychloride].
PubMed:A modular phosphate tether-mediated divergent strategy to complex polyols.
PubMed:[Analysis of eight cases of acute phosphorus oxychloride poisoning].
PubMed:Synthesis of the allelochemical alliarinoside present in garlic mustard (Alliaria petiolata), an invasive plant species in North America.
PubMed:Synthesis and Properties of Heavy Chalcogen Analogues of the Texas Reds and Related Rhodamines.
PubMed:Synthesis and characterization of symmetric cyclooctatetraindoles: exploring the potential as electron-rich skeletons with extended π-systems.
PubMed:Synthesis of α-d-glucosyl substituted methyl glycosides of 3-deoxy-α-d-manno- and d-glycero-α-d-talo-oct-2-ulosonic acid (Kdo/Ko) corresponding to inner core fragments of Acinetobacter lipopolysaccharide.
PubMed:Perfluoroalkyl-substituted thiophenes and pyrroles from donor-acceptor cyclopropanes and heterocumulenes: synthesis and exploration of their reactivity.
PubMed:Synthesis of new 2,5-di-substituted 1,3,4-oxadiazoles bearing 2,6-di-tert-butylphenol moieties and evaluation of their antioxidant activity.
PubMed:Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas.
PubMed:Synthesis and biological evaluation of 2,5-di(7-indolyl)-1,3,4-oxadiazoles, and 2- and 7-indolyl 2-(1,3,4-thiadiazolyl)ketones as antimicrobials.
PubMed:Synthesis and antiproliferative assay of norcantharidin derivatives in cancer cells.
PubMed:Effects of the order of addition of reagents and catalyst on modification of maize starches.
PubMed:Rapid self-healable poly(ethylene glycol) hydrogels formed by selective metal-phosphate interactions.
PubMed:Unusual formation of 21-oxacorrole from 21-oxaporphyrin induced by phosphoryl chloride.
PubMed:Syntheses and anti-allergic activity of 2-((bis(trimethylsilyl)methylthio/methylsulfonyl)methyl)-5-aryl-1,3,4-oxadiazoles.
PubMed:Ungeremine and Its hemisynthesized analogues as bactericides against Flavobacterium columnare.
PubMed:Synthesis and in vitro antiproliferative activity of new 11-aminoalkylamino-substituted chromeno[2,3-b]indoles.
PubMed:A study of the reaction of perfluoroalkyl Grignard reagents with phosphoryl chloride and phenylphosphonic dichloride.
PubMed:Uses of 2-ethoxy-4(3H) quinazolinone in synthesis of quinazoline and quinazolinone derivatives of antimicrobial activity: the solvent effect.
PubMed:Synthesis of a new series of pyridine and fused pyridine derivatives.
PubMed:Study on the characteristics of amorphous low-K thin film for solar cells.
PubMed:Straightforward acid-catalyzed synthesis of pyrrolyldipyrromethenes.
PubMed:Hydrolysis studies of phosphodichloridate and thiophosphodichloridate ions.
PubMed:Efficient synthesis of exo-N-carbamoyl nucleosides: application to the synthesis of phosphoramidate prodrugs.
PubMed:Large-scale solvent-free chlorination of hydroxy-pyrimidines, -pyridines, -pyrazines and -amides using equimolar POCl₃.
PubMed:Facile synthesis, characterization and pharmacological activities of 3,6-disubstituted 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 5,6-dihydro-3,6-disubstituted-1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles.
PubMed:Synthesis and evaluation of substituted diphenyl-1,3,4-oxadiazole derivatives for central nervous system depressant activity.
PubMed:A facile iodine(III)-mediated synthesis of 3-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3-a]pyridines via oxidation of 2-((3-aryl-1-phenyl-1H-pyrazol-4-yl)methylene)-1-(pyridin-2-yl)hydrazines and their antimicrobial evaluations.
PubMed:One-pot Synthesis, Molecular Modeling and In Vitro Antibacterial Activity of Novel 3-(1,3,4-Oxadiazol-2-yl) Quinoxaline 1,4-Dioxide and Pyrazolyl Analogs.
PubMed:Synthesis and antibacterial activities of novel 2,5-diphenylindolo[2,3-e] pyrazolo[1',5':3",4"]pyrimido[2",1"-c] [1,2,4]triazines.
PubMed:Direct, metal-free amination of heterocyclic amides/ureas with NH-heterocycles and N-substituted anilines in POCl3.
PubMed:One-pot multimolecular macrocyclization for the expedient synthesis of macrocyclic aromatic pentamers by a chain growth mechanism.
PubMed:Synthesis and antimicrobial activity of some novel 5-alkyl-6-substituted uracils and related derivatives.
PubMed:[Determination of phosphorus oxychloride in the air of workplace by ion chromatography].
PubMed:Synthesis and detection of oxygen-18 labeled phosphate.
PubMed:Formation of the Vilsmeier-Haack complex: the performance of different levels of theory.
PubMed:Synthesis of new visnagen and khellin furochromone pyrimidine derivatives and their anti-inflammatory and analgesic activity.
PubMed:Wettability, surface microstructure and mechanical properties of films based on phosphorus oxychloride-treated zein.
PubMed:POCl3 chlorination of 4-quinazolones.
PubMed:On the existence of the chair conformation in six-membered ring phosphates bearing an aryl group axially oriented at the C4 position: cyclic nucleotides as model compounds for cyclic phosph(on)ate and phosphoramide prodrugs.
PubMed:Facile small scale synthesis of nucleoside 5'-phosphate mixtures.
PubMed:Cadmium sorption characteristics of phosphorylated sago starch-extraction residue.
PubMed:Diastereoselective synthesis of P-stereogenic heterocycles via enyne ring-closing metathesis.
PubMed:Synthesis, crystal structure, and biological activity of 4-methyl-1,2,3-thiadiazole-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles.
PubMed:Synthesis of new 2-naphthyl ethers and their protective activities against DNA damage induced by bleomycin-iron.
PubMed:Macroporous poly(vinyl alcohol) microspheres bearing phosphate groups as a new adsorbent for low-density lipoprotein apheresis.
PubMed:Identification of benzofuro[2,3-b]quinoline derivatives as a new class of antituberculosis agents.
PubMed:Synthesis, characterization and evaluation of 1,2-bis(2,4,6-trinitrophenyl) hydrazine: a key precursor for the synthesis of high performance energetic materials.
PubMed:Synthesis and antimicrobial activities of novel quinoline derivatives carrying 1,2,4-triazole moiety.
PubMed:Synthesis of uracil nucleotide analogs with a modified, acyclic ribose moiety as P2Y(2) receptor antagonists.
PubMed:Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives.
PubMed:Synthesis and antiviral activities of chiral thiourea derivatives containing an alpha-aminophosphonate moiety.
PubMed:Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles.
PubMed:Synthesis and structural characterization of the 5-(2-haloethyl)pyrimidines--hydrogen-bonded chains in alpha-(1-carbamyliminomethylene)-gamma-butyrolactone.
PubMed:[Synthesis and application of novel dental adhesive materials of 10-methacryloyloxydecyl dihydrogen phosphate].
PubMed:2,6,7-Trioxa-1-phosphabicyclo-[2.2.2]octan-4-ylmethanol 1-sulfide.
PubMed:Synthesis, Antimicrobial and Antiinflammatory Activity of 2,5-Disubstituted-1,3,4-oxadiazoles.
PubMed:Synthesis of a quaternary polyprenyl ammonium salt.
PubMed:One-pot synthesis of benzothiazolines and napthathiazolines via cascade ortho-lithiation, cyclisation and elimination of N-arylsulfonyl lactams.
PubMed:Tubular cationized pullulan hydrogels as local reservoirs for plasmid DNA.
PubMed:Multistep, microwave assisted, solvent free synthesis and antibacterial activity of 6-substituted-2,3,4-trihydropyrimido[1,2-c]9,10,11,12-tetrahydrobenzo[b]thieno[3,2-e]pyrimidines.
PubMed:A microwave-assisted synthesis of julolidine-9-carboxamide derivatives and their conversion to chalcogenoxanthones via directed metalation.
PubMed:Cationized pullulan 3D matrices as new materials for gene transfer.
PubMed:Synthesis and antimicrobial activities of some novel 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines carrying thioalkyl and sulphonyl phenoxy moieties.
PubMed:Synthesis, antimicrobial, and anti-inflammatory activities of novel 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles and 2-(1-adamantylamino)-5-substituted-1,3,4-thiadiazoles.
PubMed:PLCgamma2 regulates osteoclastogenesis via its interaction with ITAM proteins and GAB2.
PubMed:Synthesis of compounds with antiproliferative activity as analogues of prenylated natural products existing in Brazilian propolis.
PubMed:Electrospray ionization mass spectrometry study on dipeptide 4-chlorobutyl ester produced from refluxing of amino acid with phosphoryl chloride in tetrahydrofuran.
PubMed:Electrospray ionization-tandem mass spectrometry investigation of polymerization of tetrahydrofuran initiated by phosphorus oxychloride.
PubMed:Synthesis of some new 2-(6-methoxy-2-naphthyl)- 5-aryl-1,3,4-oxadiazoles as possible non-steroidal anti-inflammatory and analgesic agents.
PubMed:Synthesis of some new biologically active 1,3,4-oxadiazolyl nitroindoles and a modified Fischer indole synthesis of ethyl nitro indole-2-carboxylates.
PubMed:One pot conjugation of the polypeptides directed by phosphorus oxychloride.
PubMed:Electrospray ionization mass spectrometry: a powerful tool to investigate the oligomerization mechanism of tetrahydrofuran by phosphoryl chloride.
PubMed:Synthesis and topoisomerase I inhibitory properties of luotonin A analogues.
PubMed:Simple coupling reaction between amino acids and weakly nucleophilic heteroaromatic amines.
PubMed:Efficient synthesis of phosphorylated prodrugs with bis(POM)-phosphoryl chloride.
PubMed:[Benzo[c][2,7]naphthyridines from 2,6-dinor-nifedipine and its dimethyl 2,5-dicarboxylate isomer].
PubMed:Antitumour polycyclic acridines. Palladium(0) mediated syntheses of quino[4,3,2-kl]acridines bearing peripheral substituents as potential telomere maintenance inhibitors.
PubMed:Synthesis and estrogenic activity of bisphenol a mono- and di-beta-D-glucopyranosides, plant metabolites of bisphenol A.
PubMed:Differentiation between acetylcholinesterase and the organophosphate-inhibited form using antibodies and the correlation of antibody recognition with reactivation mechanism and rate.
PubMed:Control of synaptic strength, a novel function of Akt.
PubMed:Major intermediates in organophosphate synthesis (PCl3, POCl3, PSCl3, and their diethyl esters) are anticholinesterase agents directly or on activation.
PubMed:Synthesis and anticancer activity of 2-amino-8-chloro-5,5-dioxo[1,2,4]triazolo[2,3-b][1,4,2]benzodithiazine derivatives.
PubMed:Parkinsonian mimetics induce aspects of unfolded protein response in death of dopaminergic neurons.
PubMed:Synthesis of some novel quinoline-3-carboxylic acids and pyrimidoquinoline derivatives as potential antimicrobial agents.
PubMed:A general approach toward the synthesis of C-nucleoside pyrazolo[1,5-a]-1,3,5-triazines and their 3',5'-bisphosphate C-nucleotide analogues as the first reported in vivo stable P2Y(1)-receptor antagonists.
PubMed:Carbon monoxide free aminocarbonylation of aryl and alkenyl iodides using DMF as an amide source.
PubMed:Elemental composition (C, N, P) and cell volume of exponentially growing and nutrient-limited bacterioplankton.
PubMed:Electrospray ionization mass spectrometric studies of phosphorus oxychloride directed synthesis of homo-oligopeptide ester libraries.
PubMed:Alkaline phosphatase revisited: hydrolysis of alkyl phosphates.
PubMed:Efficient synthesis of phospholipids from glycidyl phosphates.
PubMed:[Synthesis of carbonyl chlorides substituted with aromatic dense-ring].
PubMed:Preparation and novel reduction reactions of vinamidinium salts.
PubMed:Vilsmeier formylation of praziquantel: synthesis and application for polarographic assay.
PubMed:Synthesis and in-vitro anticancer evaluation of bis-tacrine congeners.
PubMed:Amino acids and peptides. XXXV. Facile preparation of p-nitroanilide analogs by the solid-phase method.
PubMed:[Synthesis and transformations of ethyl 1,4-dihydro-4-oxo(1)benzofuro(3,2-b)pyridine-3-carboxylic acid esters: new antibacterial agents].
PubMed:[Potential antiallergics. 3. Synthesis and transformations of 1,4-dihydro-4-oxo-(1)benzothieno(3,2-b)pyridine-2-carboxylic acid esters].
PubMed:[Gyrase inhibitors. 3. Synthesis and reactions of 1,4-dihydro-4-oxo-(1)benzothieno(3,2-b)pyridin-3-carboxylic acid esters].
PubMed:An efficient preparation of vinamidinium hexafluorophosphate salts.
PubMed:Phosphoacetylcholinesterase: toxicity of phosphorus oxychloride to mammals and insects that can be attributed to selective phosphorylation of acetylcholinesterase by phosphorodichloridic acid.
PubMed:A convenient synthesis of a novel nucleoside analogue: 4-(alpha-diformyl-methyl)-1-(beta-D-ribofuranosyl)-2-pyrimidinone.
PubMed:Electrocyclic ring-opening/pi-allyl cation cyclization reaction sequences involving gem-dihalocyclopropanes as substrates: application to syntheses of (+/-)-, (+)-, and (-)-gamma-lycorane.
PubMed:Phosphatase-triggered guest release from a cyclodextrin complex.
PubMed:Formation and reactivity of 2,4-ditriazolyl pyrimidine C-nucleoside derived from pseudouridine.
PubMed:The Diode-Laser Spectrum of Phosphoryl Chloride (ClPO).
PubMed:Water-soluble phosphate prodrugs of 1-propargyl-8-styrylxanthine derivatives, A(2A)-selective adenosine receptor antagonists.
PubMed:Synthesis of some new biologically active thiadiazolotriazinones--Part II.
PubMed:Synthesis and reaction of cyanopyridone derivatives and their potential biological activities.
PubMed:Synthesis of some new biologically active thiadiazolotriazinones.
PubMed:A definitive example of aluminum-27 chemical shielding anisotropy
PubMed:Bicyclic [b]-heteroannelated pyridazine derivatives. Part 6. Aromatization of some tetrahydrotriazolo[4,3-b]pyridazine derivatives with potential activity as benzodiazepine receptor ligands.
PubMed:Synthesis and biological activity studies of 1,3,4-thiadiazolo[2,3-c]-as-triazines.
PubMed:Studies on arylfuran derivatives-Part VI. Synthesis, characterization and antibacterial activities of some 6-(5-aryl-2-furyl)-1,2,4-triazolo [3,4-b]-1,3,4-thiadiazoles and 6-(5-nitro-2-furyl)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles.
PubMed:Neighboring group catalysis in the design of nucleotide prodrugs.
PubMed:N(omega)-phosphoarginine phosphatase (17 kDa) and alkaline phosphatase as protein arginine phosphatases.
PubMed:Synthesis of N alpha-protected aminoacyl 7-amino-4-methyl-coumarin amide by phosphorous oxychloride and preparation of specific fluorogenic substrates for papain.
PubMed:Amino acid grafting of beta-lactoglobulin mediated by phosphorus oxychloride.
PubMed:Phosphorylation of beta-lactoglobulin using amino acids as the sole base and nucleophile of the reaction.
PubMed:Acute inhalation toxicology of oxalyl chloride.
PubMed:Synthesis and biological evaluation of phosphate triester alkyl lysophospholipids (ALPs) as novel potential anti-neoplastic agents.
PubMed:[Synthesis of quinazolino-1,3-benzothiazine derivatives].
PubMed:Synthesis and evaluation of 4-amino-substituted 7-methoxy (and 7-hydroxy)- 11-methyl (and 5,11-dimethyl)-10H-pyrido [2,3-b] carbazoles and 4-amino- substituted 11-methyl (and 5,11-dimethyl)-10H-pyrido[3',4':4,5] pyrrolo [3,2-g] quinolines, two new series related to antitumor ellipticine derivatives.
PubMed:Steroids 49. Investigations on the dehydration of 17 alpha-ethynyl-17 beta-hydroxysteroids.
PubMed:Rapid synthesis of 2-desoxy-2-amino-3-phosphocholine-glycerinic-acid- alkylester, 1-alkyl-1-desoxy- and 1-O-alkyl-2-desoxy-2-amino-sn-glycero-3- phosphocholines, -3-phospho-N,N'-dimethylethanolamine and -3-phospho-Fmoc- serine-methylester.
PubMed:Chemical modification of an antitumor alkaloid, 20(S)-camptothecin: glycosides, phosphates and sulfates of 7-ethyl-10-hydroxycamptothecin.
PubMed:[5-Fluoro (3H) pyrimidine-4-ones: synthesis, reactivity and pharmacological properties].
PubMed:Graphical description of health threat defeats parent company opinion.
PubMed:In vitro and in vivo activities of monoclonal antibody-alkaline phosphatase conjugates in combination with phenol mustard phosphate.
PubMed:[Studies on synthesis and anticonvulsant activity of 3-GABA derivatives of 6-(substituted-phenyl) pyridazines].
PubMed:Synthesis and antitumor activity of 1-[[(dialkylamino)alkyl]amino]-4-methyl-5H-pyrido[4,3-b]benzo[e]- and -benzo[g])indoles. A new class of antineoplastic agents.
PubMed:Preparation of triazolo[1,5-c]pyrimidines as potential antiasthma agents.
PubMed:[Synthesis and preliminary pharmacological screening of 2,4-disubstituted N,N-dialkyl-1,8-naphthyridine-3-carboxamides].
PubMed:Synthesis of novel 2-chloro-1,4-dihydropyridines by chlorination of 2-hydroxy-1,4-dihydropyridines with phosphorus oxychloride.
PubMed:[Synthesis of thieno[2,3-d]pyrimidine derivatives and their antifungal activities].
PubMed:Recent results of carcinogenicity bioassays of fibres and other particulate materials.
PubMed:[Derivatives of pyrimidine 1,2-condensate. IV. Synthesis and pharmacological properties of the N,N-disubstituted 4-amino-2H-pyrido(1,2-a)pyrimidin- 2-ones and 2-amino-4H-pyrido(1,2-a)pyrmidin-4-ones].
PubMed:Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric-acid inhibiting activity.
PubMed:Synthesis of a tripeptide with a C-terminal nitrile moiety and the inhibition of proteinases.
PubMed:Synthesis and antiviral properties of (E)-5-(2-bromovinyl)-2'-deoxycytidine-related compounds.
PubMed:[3-Dialkylamino-substituted 2H-1,4-benzoxazines].
PubMed:Phosphorylation of yeast protein: Reduction of ribonucleic acid and isolation of yeast protein concentrate.
PubMed:The adsorption of polyaromatic hydrocarbons on natural and chemically modified asbestos fibers.
PubMed:Stereospecific analysis of fatty acid esters of chloropropanediol isolated from fresh goat milk.
PubMed:Synthesis of 5-chloroformycin A, 5-chloro-2'-deoxyformycin A and certain related 5,7-disubstituted 3-beta-D-ribofuranosylpyrazolo[4,3-d] pyrimidines from formycin A.
PubMed:Cyclic platelet-activating factor analogues derived from 2-deoxy-D-erythro-pentose.
PubMed:[Chemistry and pharmacology of pyran derivatives. 16. Derivatives of 2-(dialkylamino)-7-methoxychromone with antiallergic activity].
PubMed:Synthesis and biological evaluation of 9-[5'-(2-oxo-1,3,2-oxazaphosphorinan-2-yl)-beta-D-arabinosyl]ade nine and 9-[5'-(2-oxo-1,3,2-dioxaphosphorinan-2-yl)-beta-D-arabinosyl]ade nine: potential neutral precursors of 9-[beta-D-arabinofuranosyl]adenine 5'-monophosphate.
PubMed:Synthesis of homoursodeoxycholic acid and [11,12-3H]homoursodeoxycholic acid.
PubMed:Inhibition of plaque-forming cells with anti-idiotope or hapten: variation due to hapten density on indicator red cells.
PubMed:Synthesis of polar head group homologs of all-trans-cyclopentano-phosphatidylcholine, phosphatidyl-N,N-dimethylethanolamine, and phosphatidylethanolamine.
PubMed:Synthesis and characterization of N2-(p-n-butylphenyl)-2'-deoxyguanosine and its 5'-triphosphate and their inhibition of HeLa DNA polymerase alpha.
PubMed:Synthesis and properties of N-, O-, and S-phospho derivatives of amino acids, peptides, and proteins.
PubMed:N2-1H-benzimidazol-2-yl-N4-phenyl-2,4-pyrimidinediamines and N2-1H-benzimidazol-2-yl-5,6,7,8-tetrahydro-N4-phenyl-2,4-quinazolinediamines as potential antifilarial agents.
PubMed:Synthesis and biological evaluation of neutral derivatives of 5-fluoro-2'-deoxyuridine 5'-phosphate.
PubMed:Phosphorylation of casein and lysozyme by phosphorus oxychloride.
PubMed:Synthesis of [32P]dolichyl phosphate, utilizing a general procedure for [32P]phosphorus oxychloride preparation.
PubMed:[Chemical and pharmacological research on pyran derivatives. XV. Phenyl-substituted 2-(dialkylamino)chromones].
PubMed:Chemical phosphorylation of bovine beta-lactoglobulin.
PubMed:Synthesis of 5'-thymidinyl bis(1-aziridinyl)phosphinates as antineoplastic agents.
PubMed:Synthesis and antimalarial effects of N2-aryl-N4-[(dialkylamino)alkyl]- and N4-aryl-N2-[(dialkylamino)alkyl]-2,4-quinazolinediamines.
PubMed:p-Isothiocyanatophenyl 6-phospho-alpha-D-mannopyranoside coupled to albumin. A model compound recognized by the fibroblast lysosomal enzyme uptake system. 1. Chemical synthesis and characterization.
PubMed:A simple preparation of N-phosphorylated lysine and arginine.
PubMed:[Chemical and pharmacological research on pyran derivatives. XIV. 3-alkylaminoaphtho/2,1-b/pyran-1-ones and derivatives].
PubMed:[Chemical and pharmacological research on pyran derivatives. XIII. Derivatives of 2H-pyrano/3,2-c/quinoline].
PubMed:Chemistry of 8-chloroberberine.
PubMed:Synthesis and chemical properties of N- and O-phosphorylated derivatives of creatinol.
PubMed:[Chemical and pharmacological research on pyran derivatives. XII. Bis-(beta-chloroethyl)amino-substituted chromones and benzochromones].
PubMed:[Chemical and pharmaceutical research on pyran derivatives. XI. Synthesis of 2-dialkylamino-4-oxo-10-methyl-4H-naphtho[2,3b]pyrans].
PubMed:[Chemical and pharmaceutical research on pyran derivatives. X. Synthesis of 1-oxo-2-alkyl-3-dialkylamino-1H-naphtho[2,1b]pyrans].
PubMed:Synthesis of some 2-styrylquinazoline derivatives structurally related to certain chemotherapeutic agents.
PubMed:Poisoning caused by inhalation of hydrogen chloride, phosphorus oxychloride, phosphorus pentachloride, oxalyl chloride, and oxalic acid.
PubMed:Synthesis and biological activity of N6-(n-alkylureido)purine ribonucleosides and their 5'-phosphates.
PubMed:Synthesis and metabolism of 5beta-[11,12-3H]cholestane-3alpha, 7alpha-diol.
PubMed:Quantitative ion-exchange separation of submicrogram amounts of iron from phosphate medium.
PubMed:The cyclodesulphurization of thio-compounds. Part 15: Synthesis of 6-substituted aminophenanthridines from some thiourea derivatives.
PubMed:[Chemical and pharmacologic study on pyran derivatives. IX. Synthesis of 2-dialkylaminochromones].
PubMed:[Study of 1,5-benzodiazepines. II. Synthesis of 2,4-di-(N-alkyl,N-phenyl)amino-3H-1,5-benzodiazepine].
PubMed:[Chemical and pharmacological research on pyran derivatives. VIII. Synthesis of 2-dialkylamino-7-methoxychromones and derivatives].
PubMed:[Studies on 1,5-benzodiazepine. I. Derivatives of 4-amino-1,5-benzodiazepine].
PubMed:[Chemical and pharmacological research on pyran derivatives. VII. Derivatives of naphto/1',2':5,6/pyran/2,3-c/pyrazole and of 12H-naphto/1',2':5,6/pyran/2,3-d/pyrimidine].
PubMed:Chloro compounds of phosphorus as industrial hazards.
PubMed:Polynucleotides. XLII1. Limited addition of 2'O-onitrobenzyl nucleotides to the 3'-end of ribooligonucleotide with polynucleotide phosphorylase.
PubMed:Phosphorus-containing heterocycles as fungicides: synthesis of 2,2'-diphenylene chlorophosphonate and 2,2'-diphenylene chlorothiophosphonate.
PubMed:The cyclodesulphurization of thio-compounds. Part 12: A new simple method for the synthesis of N-alpha-substituted benzimidazoles from thiourea derivatives.
PubMed:[Chemical and pharmacological research on derivatives of 1H-naphto/2,1-b/pyran. IV. Substituted 1-oxo-3-dialkylamino-1H-naphto/2,1-b/pyrans].
PubMed:Synthesis of tritium- and deuterium-labeled 9-beta-D-arabinofuranosyladenine and the tritium-labeled 5'-monophosphate ester with increased metabolic stability.
PubMed:Use of phosphorus oxychloride in synthesizing nucleotides and oligonucleotides.
PubMed:Aliphatic analogues of nucleotides: synthesis and affinity towards nucleases.
PubMed:Preparation and progestational activity of 6-cyano-16-methylene-17 -hydroxy-4,6-pregnadiene-3,20-dione 17-acetate and related compounds.
PubMed:[Reaction of 1-substituted 2-piperidones with phosphoryl chloride. IV. Interconversion of the beta-keto-amide and the quaternary salt].
PubMed:[Reaction of 1-substituted 2-piperidones with phosphoryl chloride. 3. Structures of reaction products. 3. Reduction of quaternary salts].
PubMed:[Reaction of 1-substituted 2-piperidones with phosphoryl chloride. II. Structures of reaction products. 2. Quaternary salts].
PubMed:[Reaction of 1-substituted 2-piperidones with phosphoryl chloride. I. Structures of reaction products. 1. Beta-keto-amides].
PubMed:The total synthesis of phosphatidyl(Dioleoyl)hydroxy-l-proline and its activity in blood-clotting systems.
PubMed:Studies of phosphorylation. II. Reaction of 2',3'-O-isopropylideneinosine and -guanosine with phosphoryl chloride.
PubMed:Studies of phosphorylation. I. Phosphorylation of 2',3'-o-isopropylidene nucleoside by phosphoryl chloride.
PubMed:An improved synthesis of isopentenyl pyrophosphate.
PubMed:[Synthesis of nucleotides. 3. Selective phosphorylation of ribonucleoside with phosphorus oxychloride].
PubMed:[Clinical contribution to the knowledge of acute poisoning by phosphorus oxychloride].
PubMed:Chromatographic studies of phosphorus compounds. XI. The reaction of sodium hydroxide with phosphoryl chloride.
PubMed:THE FORMYLATION OF STEROIDAL KETONES WITH PHOSPHORUS OXYCHLORIDE AND DIMETHYLFORMAMIDE.
PubMed:ACUTE VAPOR TOXICITY OF PHOSPHORUS OXYCHLORIDE, PHOSPHORUS TRICHLORIDE AND METHYL PHOSPHONIC DICHLORIDE.
PubMed:Analysis of reaction of phosphoryl chloride with tissue components.
PubMed:[Phosphoryl chloride as esterification catalyst].
PubMed:[Condensation products between dicyandiamide and alkyl fatty acids in presence of phosphorus oxychloride].
PubMed:[Demonstration of some ketones with phosphorus oxychloride].
PubMed:[Preparation of ketones of antipyrine series with the aid of phosphorus oxychloride].
PubMed:[Simple method for the preparation of ketones of 4-hydroxycoumarin with the aid of phosphorus oxychloride].
PubMed:[The content of hydrated phosphorus oxychloride and polyphosphoric esters and amides of thiamine in polyphosphoric compounds].
PubMed:[Occupational poisoning from phosphorus oxychloride].
PubMed:[Use of aerosol therapy in certain acute poisoning with gases; acute poisoning with cadmium monoxide and with phosphorus oxychloride].
PubMed:[On the acetylation of certain aromatic amines in the presence of phosphorus oxychloride].
 
Notes:
Etherification and esterification agent for modification of food starch Like phosphate, phosphoryl chloride is tetrahedral in shape. It features three P-Cl bonds and one very strong P=O double bond, with an estimated bond dissociation energy of 533.5 kJ/mol. On the basis of bond length and electronegativity, the Schomaker-Stevenson rule suggests that the double bond form is very dominant (in contrast with POF3). The P=O bond does not resemble the ? bond in a carbonyl group as in a ketone. The appropriate description of the P-O interaction is a matter of long discussion. Older textbooks favor a description that invokes participation of the d-orbitals on phosphorus. Some of these d-orbitals project toward the O atom, overlapping with p-orbitals on oxygen. More modern texts seem to favor a description where the P-O ? bonding involves the ?* components of the P-Cl bonds. These descriptions do not consider a role for d-orbitals.; Phosphoryl chloride (commonly called phosphorus oxychloride) is a colourless liquid with the formula POCl3. It hydrolyses in moist air to phosphoric acid to release choking fumes of hydrogen chloride. It is manufactured industrially on a large scale from phosphorus trichloride and oxygen or phosphorus pentoxide. It is mainly used to make phosphate esters such as tricresyl phosphate.
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