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allyl bromide
1-bromo-2-propene

Supplier Sponsors

Name:3-bromoprop-1-ene
CAS Number: 106-95-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:203-446-6
FDA UNII: FXQ8X2F74Z
Nikkaji Web:J4.040A
Beilstein Number:0605308
MDL:MFCD00000244
XlogP3:1.80 (est)
Molecular Weight:120.97685000
Formula:C3 H5 Br
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.39800 @ 25.00 °C.
Melting Point: -11.90 °C. @ 760.00 mm Hg
Boiling Point: 70.10 °C. @ 760.00 mm Hg
Vapor Pressure:153.455002 mmHg @ 25.00 °C. (est)
Vapor Density:4.17 ( Air = 1 )
Flash Point: 28.00 °F. TCC ( -2.22 °C. )
logP (o/w): 1.790
Soluble in:
 water, 3830 mg/L @ 25 °C (exp)
 water, 2947 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Allyl Bromide 99%, stabilized with 300-1000 ppm Propylene oxide
Sigma-Aldrich: Aldrich
For experimental / research use only.
Allyl Bromide ReagentPlus®, 99%, contains =1000 ppm propylene oxide as stabilizer
TCI AMERICA
For experimental / research use only.
Allyl Bromide >98.0%(GC)
 
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:
intraperitoneal-mouse LD50 48 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(12), Pg. 52, 1976.

oral-rat LD50 120 mg/kg
JAT, Journal of Applied Toxicology. Vol. 9, Pg. 235, 1989.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-mammal (species unspecified) LC50 4110 mg/m3
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(4), Pg. 55, 1974.

inhalation-rat LC50 10000 mg/m3/30M
Fiziologicheski Aktivnye Veshchestva. Physiologically Active Substances. Vol. 7, Pg. 35, 1975.

 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
IFRA Purity Specification: < 0.1% free allyl alcohol
Recommendation for allyl bromide usage levels up to:
 not for fragrance use.
 
Recommendation for allyl bromide flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):106-95-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7841
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-bromoprop-1-ene
Chemidplus:0000106956
EPA/NOAA CAMEO:hazardous materials
RTECS:UC7090000 for cas# 106-95-6
 
References:
 3-bromoprop-1-ene
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:106-95-6
Pubchem (cid):7841
Pubchem (sid):134972089
 
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
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2903.79.9070
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•grade: technically pure (95% minimum purity by bromine titration). •grades or purity: commercial
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 allylbromide
 bromallylene
1-bromo-2-propene
3-bromo-propene
3-bromoprop-1-ene
3-bromopropene
3-bromopropylene
1-propene, 3-bromo-
 

Articles:

PubMed:Nematicidal activity of allyl bromide and dibromo(nitro)methane under laboratory conditions
PubMed:Toxicology studies of allyl bromide (CAS No. 106-95-6) in genetically modified (FVB Tg.AC hemizygous) mice and carcinogenicity studies of allyl bromide in genetically modified [B6.129-Trp53tm1Brd (N5) Hapl
PubMed:Retraction: Belta‹ef et al. An expeditious synthesis of [1,2]isoxazolidin-5-ones and [1,2]oxazin-6-ones from functional allyl bromide derivatives. Molecules 2010, 15, 4094-4101
PubMed:Indium-Mediated Stereoselective Allylation
PubMed:Design, synthesis, and SAR study of isopropoxy allylbenzene derivatives as 15-lipoxygenase inhibitors
PubMed:Furan Oxidation Strategy for the Synthesis of the Macrolactone Analogue of Migrastatin
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PubMed:Direct and Delayed Dynamics in Electron-Induced Surface Reaction
PubMed:Synthesis of Quaternary-Substituted Thiazolines via Halocyclization of S-Allyl Thioimidate Salts
PubMed:Bioconversion of ethyl 4-chloro-3-oxobutanoate by permeabilized fresh brewer's yeast cells in the presence of allyl bromide
PubMed:Palladium-catalyzed allyl cross-coupling reactions with in situ generated organoindium reagents
PubMed:Synthesis of novel tri- and tetrasubstituted C18 furan fatty esters
PubMed:The Role Ionic Liquid [BMIM][PF(6)] in One-Pot Synthesis of Tetrahydropyran Rings through Tandem Barbier-Prins Reaction
PubMed:Chromium(III)-Catalyzed C(sp(2))-H Alkynylation, Allylation, and Naphthalenation of Secondary Amides with Trimethylaluminum as Base
PubMed:An expeditious synthesis of [1,2]isoxazolidin-5-ones and [1,2]oxazin-6-ones from functional allyl bromide derivatives
PubMed:Mannan-based conjugates as a multimodal imaging platform for lymph nodes
PubMed:In-situ synthesis of acylated sodium alginate-g-(tetrahydrofuran(5)-b-polyisobutylene) terpolymer/Ag-NPs nanocomposites
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PubMed:Design and synthesis of modular oxazoline ligands for the enantioselective chromium-catalyzed addition of allyl bromide to ketones
PubMed:Oxidation state, aggregation, and heterolytic dissociation of allyl indium reagents
PubMed:Kinetic and spectroscopic characterization of the isomers of the allyl bromide molecular ion
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PubMed:Pharmacological actions of levallorphan allyl bromide (CM 32191), a new peripheral narcotic antagonist
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PubMed:Secondary deuterium kinetic isotope effects in irreversible additions of allyl reagents to benzaldehyde
PubMed:Copper-catalyzed regioselective fluorination of allylic halides
PubMed:[Investigation on isotopic exchange of bromine between sodium bromide and allyl bromide in alcohol solution]
PubMed:Role of Hydrogen Bonding on the Reactivity of Thiyl Radicals: A Mass Spectrometric and Computational Study Using the Distonic Radical Ion Approach
PubMed:Fractionation of whey proteins with high-capacity superparamagnetic ion-exchangers
PubMed:Pressure dependent product formation in the photochemically initiated allyl + allyl reaction
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PubMed:Aromatic allylation via diazotization: variation of the allylic moiety and a short route to a benzazepine derivative
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PubMed:Gastragogue effect of laxatives and allyl-bromide-mixture
PubMed:Indium-catalyzed reduction of allyl bromide with gallium or aluminum. Formation of allylgallium and allylaluminum sesquibromides
PubMed:A synthetic macromolecule for sentinel node detection: (99m)Tc-DTPA-mannosyl-dextran
PubMed:Photodissociation dynamics of allyl bromide at 234, 265, and 267 nm
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PubMed:Selective palladium(ii)-mediated oxidation of homoallylic N-tert-butanesulfinyl amine derivatives
PubMed:Synthesis of Chiral 1,3-Dienes through Ring-Closing Metathesis of Enantioenriched Enynes: Potential Precursors of Morphane Analogs
PubMed:Stereochemical Study of the Allylation of Aldehydes with Allyl Halides in Cosolvent/Water(Salt)/Zn and in Cosolvent/Water(Salt)/Zn/Haloorganotin Media
PubMed:Indium and zinc-mediated Barbier-type addition reaction of 2,3-allenals with allyl bromide: an efficient synthesis of 1,5,6-alkatrien-4-ols
PubMed:Stereoselective synthesis of pyroglutamate natural product analogs from à- aminoacids and their anti-cancer evaluation
PubMed:Titanocene(III) chloride mediated radical induced allylation of aldimines: formal synthesis of C-linked 4'-deoxy aza-disaccharide
PubMed:DFT computational study of the mechanism of allyl halides carbonylation catalyzed by nickel tetracarbonyl
PubMed:Low energy electron-induced decomposition of (?(3)-C(3)H(5))Ru(CO)(3)Br, a potential focused electron beam induced deposition precursor with a heteroleptic ligand set
PubMed:Stereoselective à-aminoallylation of aldehydes with chiral tert-butanesulfinamides and allyl bromides
PubMed:Synthesis and evaluation of 3-salicyloylpyridine derivatives as cytotoxic mitochondrial apoptosis inducers
PubMed:Mechanism-based inactivation of human dihydropyrimidine dehydrogenase by (E)-5-(2-bromovinyl)uracil in the presence of NADPH
PubMed:Stereospecific 7à-alkylation of 20-hydroxyecdysone in a lithium-ammonia solution
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PubMed:Palladium complexes with a tridentate PNO ligand. Synthesis of eta1-allyl complexes and cross-coupling reactions promoted by boron compounds
PubMed:Synthesis of a deoxy analogue of ADP L-glycero-D-manno-heptose
PubMed:[Alkylation of gem-dibromocyclopropanes with higher-order organocuprates]
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PubMed:N,N'-(Hexane-1,6-diyl)bis(4-methyl-N-(oxiran-2-ylmethyl)benzenesulfonamide): Synthesis via cyclodextrin mediated N-alkylation in aqueous solution and further Prilezhaev epoxidation
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PubMed:Aromatic allylation via diazotization: metal-free C-C bond formation
PubMed:Addition of organochromium reagents to heteroaryl aldehydes. Synthesis of heteroaryl substituted bis-allyl ethers and homoallyl ethers
PubMed:[Biotransformation of 4-methyl-7-allyloxy coumarin by transgenic hairy roots of Polygonum multiflorum]
PubMed:Preparation of 4'-substituted thymidines by substitution of the thymidine 5'-esters
PubMed:Indium-mediated asymmetric barbier-type allylations: additions to aldehydes and ketones and mechanistic investigation of the organoindium reagents
PubMed:Polar reactions of acyclic conjugated bisallenes
PubMed:Chiral Diarylmethanes via Copper-Catalyzed Asymmetric Allylic Arylation with Organolithium Compounds
PubMed:A novel palladium-catalyzed coupling of epoxides with allyl bromide mediated by indium(I) chloride: a cascade epoxide rearrangement-carbonyl allylation
PubMed:Experimental and theoretical studies of the homogeneous, unimolecular gas-phase elimination kinetics of trimethyl orthovalerate and trimethyl orthochloroacetate
PubMed:An advance on exploring N-tert-butanesulfinyl imines in asymmetric synthesis of chiral amines
PubMed:Copper-free asymmetric allylic alkylation with a Grignard reagent: design of the ligand and mechanistic studies
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PubMed:Preparation of 1,3-bis(allyloxy)benzene under a new multi-site phase-transfer catalyst combined with ultrasonication--a kinetic study
PubMed:Sensory irritating effects of allyl halides and a role for hydrogen bonding as a likely feature at the receptor site
PubMed:Joint experimental and DFT study of the gas-phase unimolecular elimination kinetic of methyl trifluoropyruvate
PubMed:Investigation into the regiochemistry of some isoxazoles derived from 1,3-dipolar cycloaddition of 4-nitrobenzonitrile oxide with some dipolarophiles: a combined theoretical and experimental studies
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PubMed:Reactions of atoms and free radicals in solution; decomposition of diacetyl peroxide in allyl bromide
PubMed:Manganese-Mediated Carbon-Carbon Bond Formation in Aqueous Media: Chemoselective Allylation and Pinacol Coupling of Aryl Aldehydes
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PubMed:Frequency of C-allylations on oligoglycinates via N-ylides
PubMed:Reactivity of alkynylzirconates towards allyl bromides: selective formation of ?-allyl-zirconacyclopentadienes
PubMed:Metal-mediated allylation of enzymatically oxidized methyl à-D-galactopyranoside
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PubMed:Mono(cycloheptatrienyl) tantalum chemistry: synthesis and characterization of new tantalum halide, hydride, and alkyl species
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PubMed:Structural and oxo-transfer reactivity differences of hexacoordinate and pentacoordinate (nitro)(tetraphenylporphinato)cobalt(III) derivatives
PubMed:A convenient procedure for bismuth-mediated Barbier-type allylation of aldehydes in water containing fluoride ions
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PubMed:Generation of chiral boron enolates by rhodium-catalyzed asymmetric 1,4-addition of 9-aryl-9-borabicyclo[3.3.1]nonanes (B-Ar-9BBN) to alpha,beta-unsaturated ketones
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