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diethyl hexyl adipate
adipic acid, bis(2-ethylhexyl) ester

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Name:bis(2-ethylhexyl) hexanedioate
CAS Number: 103-23-1Picture of molecule3D/inchi
Other:39393-67-4
ECHA EINECS - REACH Pre-Reg:203-090-1
FDA UNII:MBY1SL921L
Nikkaji Web:J3.602A
Beilstein Number:1803774
MDL:MFCD00009496
XlogP3-AA:6.80 (est)
Molecular Weight:370.57354000
Formula:C22 H42 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:solvents/deluents for cosmetic, flavor and/or fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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DG SANTE Food Contact Materials:adipic acid, bis(2-ethylhexyl) ester
FDA Mainterm (IAUFC):103-23-1 ; DI(2-ETHYLHEXYL) ADIPATE

FDA Regulation:
FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS
Subpart B--Substances for Use Only as Components of Adhesives
Sec. 175.105 Adhesives.
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.92400 to 0.93100 @ 25.00 °C.
Pounds per Gallon - (est).: 7.689 to 7.747
Refractive Index:1.43900 to 1.45700 @ 20.00 °C.
Melting Point: -67.80 °C. @ 760.00 mm Hg
Boiling Point: 416.00 to 418.00 °C. @ 760.00 mm Hg
Boiling Point: 166.00 to 168.00 °C. @ 1.00 mm Hg
Flash Point: 336.00 °F. TCC ( 168.89 °C. )
logP (o/w): 7.771 (est)
Soluble in:
 alcohol
 water, 0.78 mg/L @ 22 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: emollients
film formers
plasticisers
skin conditioning
solvents
 
Suppliers:
Alzo International
Dermol DOA
Augustus Oils
Dioctyl Adipate
Services
Charkit Chemical
DIOCTYL ADIPATE
Covalent Chemical
Dioctyl Adipate
Croda
Crodamol™ DOA
Odor: bland
Use: High quality emollient diester, developed specially for personal care and pharmaceutical applications. Light emollient. Can be used to reduce the occlusivity or lighten the texture of creams.
Diffusions Aromatiques
DIETHYLHEXYLE ADIPATE
Eastman Chemical
DOA Plasticizer, Kosher
99.0 wt % min.
EMD Millipore
For experimental / research use only.
Bis(2-ethylhexyl) adipate
Inoue Perfumery
DIOCTYL ADIPATE
Lluch Essence
DIETHYL HEXYL ADIPATE
M&U International
Diethyl Hexyl Adipate
Moellhausen
DIOCTYL ADIPATE
Penta International
DI-2-ETHYLHEXYL ADIPATE
Shiva Chemicals and Pharmaceuticals
Dioctyl Adipate
Sigma-Aldrich
bis(2-Ethylhexyl) adipate, ≥99%
Certified Food Grade Products
Silver Fern Chemical
Dioctyl Adipate (DOA)
Odor: characteristic
Use: DOA is most commonly used as a plasticizer thanks to its extreme flexibility, low temperature and good electrical properties. It also has a strong resistance to weathering and good heat stability. There are many uses for DOA, but you’re most likely to find it being used as clear films for food packaging.
Songwon Industrial
SONGCIZER™ DOA
SysKem Chemie
Di Octyl Adipate
TCI AMERICA
For experimental / research use only.
Bis(2-ethylhexyl) Adipate >98.0%(GC)
The John D. Walsh Company
Dioctyl Adipate
Vigon International
Dioctyl Adipate
WholeChem
Bis(2-ethylhexyl) Adipate
Zschimmer & Schwarz
Lubricit DOA-W
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
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:
intravenous-rat LD50 900 mg/kg
U.S. Army, Chemical Corps Medical Laboratories Research Reports. Vol. #256, Pg. 1954

intraperitoneal-rat LD50 > 50 ml/kg
Journal of Pharmaceutical Sciences. Vol. 62, Pg. 1596, 1973.

intravenous-rabbit LD50 540 mg/kg
U.S. Army, Chemical Corps Medical Laboratories Research Reports. Vol. #256, Pg. 1954

oral-mammal (species unspecified) LD50 15000 mg/kg
International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.

intraperitoneal-mouse LD50 > 100000 mg/kg
Toxicology and Applied Pharmacology. Vol. 32, Pg. 566, 1975.

oral-mouse LD50 15000 mg/kg
Journal of the American College of Toxicology. Vol. 3(3), Pg. 101, 1984.

oral-rat LD50 9100 mg/kg
Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 2, Pg. 29, 1975.

Dermal Toxicity:
skin-rabbit LD50 16 mL/kg
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: solvents/deluents for cosmetic, flavor and/or fragrance agents
Recommendation for diethyl hexyl adipate usage levels up to:
 not for fragrance use.
 
Recommendation for diethyl hexyl adipate flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on the application of a Total Reduction Factor of 5 for di(2-ethylhexyl)adipate used as plasticiser in flexible PVC food packaging films
View page or View pdf

EPI System: View
EPA-Iris:IRIS
NIOSH International Chemical Safety Cards:search
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
EPA GENetic TOXicology:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):103-23-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7641
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
bis(2-ethylhexyl) hexanedioate
Chemidplus:0000103231
EPA/NOAA CAMEO:hazardous materials
RTECS:103-23-1
 
References:
 bis(2-ethylhexyl) hexanedioate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:103-23-1
Pubchem (cid):7641
Pubchem (sid):134971912
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C14240
HMDB (The Human Metabolome Database):HMDB40270
FooDB:FDB019988
Export Tariff Code:2917.12.5000
Haz-Map:View
Household Products:Search
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 emollients
 film formers
 plasticisers
 skin conditioning
 solvents
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 adipic acid bis(2-ethyl hexyl) ester
 adipic acid bis(2-ethylhexyl) ester
 adipic acid di-2-ethylhexyl ester
 adipic acid di(2-ethylhexyl) ester
 adipic acid, bis(2-ethylhexyl) ester
 arlamol DOA
 bisoflex DOA
 crodamol DOA
 dermol DOA
 di octyl adipate
 di-(2-ethylhexyl) adipate
 di-2-ethylhexyl adipate
 di(2-ethyl hexyl) adipate
 di(2-ethylhexyl) adipate
 di(2-ethylhexyl)adipate
 di2-ethylhexyl hexane-1,6-dioate
 dioctyl adipate
 DOA plasticizer, kosher
 effomoll DOA
 ergoplast ADDO
bis(2-ethyl hexyl) adipate
bis(2-ethyl hexyl) hexane dioate
bis(2-ethylhexyl) adipate
bis(2-ethylhexyl) hexanedioate
bis(2-ethylhexyl)adipate
 flexol A 26
 hatcol 2908
 hexane dioic acid bis(2-ethyl hexyl) ester
 hexanedioic acid bis(2-ethylhexyl) ester
 hexanedioic acid, 1,6-bis(2-ethylhexyl) ester
 hexanedioic acid, bis(2-ethylhexyl) ester
 jayflex DOA 2
 kodaflex DOA
 lankroflex DOA
 lubricit DOA-W
 monoplex DOA
 morflex 310
 octyl adipate
 plasthall DOA
 plastomoll DOA
 reomol DOA
 sansocizer DOA
 songcizer DOA
 staflex DOA
 truflex DOA
 uniplex 125-A
 vestinol OA
 vistone A 10
 wickenol 158
 witamol 320
 

Articles:

PubMed:Di-(2-ethylhexyl) adipate in selected total diet food composite samples.
PubMed:In vitro metabolites of di-2-ethylhexyl adipate (DEHA) as biomarkers of exposure in human biomonitoring applications.
PubMed:Polythiophene-coated Fe3O4 superparamagnetic nanocomposite: synthesis and application as a new sorbent for solid-phase extraction.
PubMed:In vitro dermal absorption of di(2-ethylhexyl) adipate (DEHA) in a roll-on deodorant using human skin.
PubMed:Analysis of phthalic acid diesters, monoester, and other plasticizers in polyvinyl chloride household products in Japan.
PubMed:The effect of priming solutions and storage time on plasticizer migration in different PVC tubing types--implications for wet storage of ECMO systems.
PubMed:Comparison of solidification of floating drop and homogenous liquid-liquid microextractions for the extraction of two plasticizers from the water kept in PET-bottles.
PubMed:Collaborative work on evaluation of ovarian toxicity. 9) Effects of 2- or 4-week repeated dose studies and fertility study of di(2-ethylhexyl)adipate (DEHA) in female rats.
PubMed:Application of artificial neural network for yield prediction of lipase-catalyzed synthesis of dioctyl adipate.
PubMed:Aqueous solubility and Daphnia magna chronic toxicity of di(2-ethylhexyl) adipate.
PubMed:The debittering of navel orange juice using polymeric films.
PubMed:Plasticizers and their degradation products in the process streams of a large urban physicochemical sewage treatment plant.
PubMed:Trace phthalate and adipate esters contaminated in packaged food.
PubMed:Migration of di(2-ethylhexyl) adipate and acetyltributyl citrate plasticizers from food-grade PVC film into sweetened sesame paste (halawa tehineh): kinetic and penetration study.
PubMed:Toxicity of di(2-ethylhexyl)phthalate (DEHP) and di(2-ethylhexyl)adipate (DEHA) under conditions of renal dysfunction induced with folic acid in rats: enhancement of male reproductive toxicity of DEHP is associated with an increase of the mono-derivative.
PubMed:Considerations on ultra-trace analysis of phthalates in drinking water.
PubMed:Fungal colonization of soil-buried plasticized polyvinyl chloride (pPVC) and the impact of incorporated biocides.
PubMed:Extractables/leachables from plastic tubing used in product manufacturing.
PubMed:Plasticizers in Brazilian food-packaging materials acquired on the retail market.
PubMed:Metabolites from the biodegradation of di-ester plasticizers by Rhodococcus rhodochrous.
PubMed:Amodiaquine polymeric membrane electrode.
PubMed:Dietary exposure to chemical migrants from food contact materials: a probabilistic approach.
PubMed:Early testicular effects in rats perinatally exposed to DEHP in combination with DEHA--apoptosis assessment and immunohistochemical studies.
PubMed:Antiandrogenic effects in male rats perinatally exposed to a mixture of di(2-ethylhexyl) phthalate and di(2-ethylhexyl) adipate.
PubMed:DHEA and DHEA sulfate differentially regulate neural androgen receptor and its transcriptional activity.
PubMed:Steroidogenesis in fetal male rats is reduced by DEHP and DINP, but endocrine effects of DEHP are not modulated by DEHA in fetal, prepubertal and adult male rats.
PubMed:Dehydroepiandrosterone 7-hydroxylase CYP7B: predominant expression in primate hippocampus and reduced expression in Alzheimer's disease.
PubMed:Direct analysis of plasticizers in aqueous samples by atmospheric pressure chemical ionization-tandem mass spectrometry (APCI-MS-MS).
PubMed:Estimated daily intake of plasticizers in 1-week duplicate diet samples following regulation of DEHP-containing PVC gloves in Japan.
PubMed:Supercritical fluid extraction of potential migrants from paper and board intended for use as food packaging materials.
PubMed:[Contents of phthalate in polyvinyl chloride toys].
PubMed:Eleven phthalate esters and di(2-ethylhexyl) adipate in one-week duplicate diet samples obtained from hospitals and their estimated daily intake.
PubMed:Effect of Dodecyl Alcohol on the Potentiometric Response of an Isopropyl Xanthate Ion-Selective Electrode.
PubMed:Di(2-ethylhexyl) adipate.
PubMed:Migration of di-(2-ethylhexylexyl)adipate plasticizer from food-grade polyvinyl chloride film into hard and soft cheeses.
PubMed:Fungal colonization and biodeterioration of plasticized polyvinyl chloride.
PubMed:Plasticizers in total diet samples, baby food and infant formulae.
PubMed:Plasticizers increase adhesion of the deteriogenic fungus Aureobasidium pullulans to polyvinyl chloride.
PubMed:Specific migration of di-(2-ethylhexyl)adipate (DEHA) from plasticized PVC film: results from an enforcement campaign.
PubMed:Effect of high-dose electron beam irradiation on the migration of DOA and ATBC plasticizers from food-grade PVC and PVDC/PVC films, respectively, into olive oil.
PubMed:Expression of putative fatty acid transporter genes are regulated by peroxisome proliferator-activated receptor alpha and gamma activators in a tissue- and inducer-specific manner.
PubMed:Specific migration testing with alternative fatty food simulants.
PubMed:Comparison of the effects of di-(2-ethylhexyl)adipate on hepatic peroxisome proliferation and cell replication in the rat and mouse.
PubMed:Migration from PVC cling films compared with their field of application.
PubMed:Effect of microwave heating on the migration of dioctyladipate and acetyltributylcitrate plasticizers from food-grade PVC and PVDC/PVC films into olive oil and water.
PubMed:Migration of dioctyladipate plasticizer from food-grade PVC film into chicken meat products: effect of gamma-radiation.
PubMed:Effect of gamma-radiation on migration behaviour of dioctyladipate and acetyltributylcitrate plasticizers from food-grade PVC and PVDC/PVC films into olive oil.
PubMed:PVC cling film in contact with cheese: health aspects related to global migration and specific migration of DEHA.
PubMed:The occurrence of phthalate ester and di-2-ethylhexyl adipate plasticizers in Canadian packaging and food sampled in 1985-1989: a survey.
PubMed:Evaluation of an ammonium ionophore for use in poly(vinyl chloride) membrane ion-selective electrodes: solvent mediator effects.
PubMed:An assessment of the dietary uptake of di-2-(ethylhexyl) adipate (DEHA) in a limited population study.
PubMed:Metabolism and pharmacokinetics of deuterium-labelled di-2-(ethylhexyl) adipate (DEHA) in humans.
PubMed:Genotoxic effects of selected peroxisome proliferators.
PubMed:Migration of polyisobutylene from polyethylene/polyisobutylene films into foods during domestic and microwave oven use.
PubMed:Microsomal lauric acid hydroxylase activities after treatment of rats with three classical cytochrome P450 inducers and peroxisome proliferating compounds.
PubMed:Identification of the proximate peroxisome proliferator(s) derived from di (2-ethylhexyl) adipate and species differences in response.
PubMed:Chamber and gavage technique for metabolic studies of earthworms.
PubMed:Peroxisome proliferation due to di (2-ethylhexyl) adipate, 2-ethylhexanol and 2-ethylhexanoic acid.
PubMed:Non-mutagenicity of 4 metabolites of di(2-ethylhexyl)phthalate (DEHP) and 3 structurally related derivatives of di(2-ethylhexyl)adipate (DEHA) in the Salmonella mutagenicity assay.
PubMed:Plasticizer migration in foods.
PubMed:Migration testing of plastics and microwave-active materials for high-temperature food-use applications.
PubMed:Evaluation of a predictive mathematical model of di-(2-ethylhexyl) adipate plasticizer migration from PVC film into foods.
PubMed:Significant increase of 8-hydroxydeoxyguanosine in liver DNA of rats following short-term exposure to the peroxisome proliferators di(2-ethylhexyl)phthalate and di(2-ethylhexyl)adipate.
PubMed:Migration from plasticized films into foods. 2. Migration of di-(2-ethylhexyl)adipate from PVC films used for retail food packaging.
PubMed:Migration from plasticized films into foods. 1. Migration of di-(2-ethylhexyl)adipate from PVC films during home-use and microwave cooking.
PubMed:Stimulation of DNA synthesis in rat and mouse liver by various tumor promoters.
PubMed:Alteration of hepatic phospholipids in rats and mice by feeding di-(2-ethylhexyl)adipate and di-(2-ethylhexyl)phthalate.
PubMed:Safety evaluation of a barrier cream.
PubMed:Di-(2-ethylhexyl)adipate: absorption, autoradiographic distribution and elimination in mice and rats.
PubMed:Indirect food additive migration from polymeric food packaging materials.
PubMed:In vitro steady-state levels of hydrogen peroxide after exposure of male F344 rats and female B6C3F1 mice to hepatic peroxisome proliferators.
PubMed:Comparison of hepatic peroxisome proliferative effect and its implication for hepatocarcinogenicity of phthalate esters, di(2-ethylhexyl) phthalate, and di(2-ethylhexyl) adipate with a hypolipidemic drug.
PubMed:Carcinogenic potential of phthalic acid esters and related compounds: structure-activity relationships.
PubMed:Comparative chronic toxicities and carcinogenic potentials of 2-ethylhexyl-containing compounds in rats and mice.
PubMed:Investigation of the potential for binding of Di(2-ethylhexyl) phthalate (DEHP) and Di(2-ethylhexyl) adipate (DEHA) to liver DNA in vivo.
PubMed:Induction of rat hepatic long-chain acyl-CoA hydrolases by various peroxisome proliferators.
PubMed:Genotoxicity studies on di-(2-ethylhexyl) phthalate and adipate and toxicity studies on di-(2-ethylhexyl) phthalate in the rat and marmoset.
PubMed:Di(2-ethylhexyl)adipate (DEHA): effect on plasma lipids and hepatic cholesterolgenesis in the rat.
PubMed:Effects of peroxisome proliferators on fatty acid-binding protein in rat liver.
PubMed:Induction of microsomal stearoyl-CoA desaturation by the administration of various peroxisome proliferators.
PubMed:Effect of the plasticizer di(2-ethylhexyl) adipate (dioctyladipate, DOA) on lipid metabolism in the rat: I. Inhibition of cholesterolgenesis and modification of phospholipid synthesis.
PubMed:Evaluation of emissions from simulated commercial meat wrapping operations using PVC wrap.
PubMed:Condensations of the Carcinogenesis Bioassay Technical Reports.
PubMed:Di(2-ethylhexyl) adipate.
PubMed:Carcinogenesis Bioassay of Di(2-ethylhexyl)adipate (CAS No. 103-23-1) in F344 Rats and B6C3F1 Mice (Feed Study).
PubMed:A potassium-selective electrode with solid internal contact.
PubMed:Plasticizer migration from polyvinyl chloride film to solvents and foods.
PubMed:Elimination, distribution and metabolism of di-(2-ethylhexyl)adipate (DEHA) in rats.
PubMed:[Hygienic chemical studies on polyvinyl chloride (V). Migration of plasticizer from soft polyvinyl chloride used for food packaging (author's transl)].
 
Notes:
Indirect food additive arising from contact with polymers and adhesives Bis(2-ethylhexyl) adipate or DEHA is a plasticizer. DEHA is an ester of 2-ethylhexanol and adipic acid. Its chemical formula is C22H42O4.
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