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02140

Sigma-Aldrich

Bis(2-ethylhexyl) adipate

≥97.0% (GC)

Synonym(s):

Adipic acid di(2-ethylhexyl) ester, DOA

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About This Item

Linear Formula:
[-CH2CH2CO2CH2CH(C2H5)(CH2)3CH3]2
CAS Number:
Molecular Weight:
370.57
Beilstein:
1803774
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (GC)

form

liquid

refractive index

n20/D 1.447 (lit.)
n20/D 1.447

bp

175 °C/2 mmHg (lit.)

mp

<−70 °C (lit.)

density

0.925 g/mL at 20 °C (lit.)

SMILES string

CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC

InChI

1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3

InChI key

SAOKZLXYCUGLFA-UHFFFAOYSA-N

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Application

Bis(2-ethylhexyl) adipate also known as dioctyl adipate (DOA) can be used as a plasticizer for improving the impact properties of polymers. DOA is also used to produce clear films for food packaging applications and in synthetic rubber industries due to its compatibility with nitrocellulose and ethylcellulose.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Determination of bis (2-ethylhexyl) adipate in food products
Nerin C, et al.
Journal of Agricultural and Food Chemistry, 40(10), 1833-1835 (1992)
Use of plasticizers for electrochemical sensors
Recent Advances in Plasticizers (2012)
Polylactide (PLA) designed with desired end?use properties: 1. PLA compositions with low molecular weight ester?like plasticizers and related performances
Murariu M, et al.
Polymers For Advanced Technologies, 19(6), 636-646 (2008)
Kirsten Jarfelt et al.
Reproductive toxicology (Elmsford, N.Y.), 19(4), 505-515 (2005-03-08)
Di(2-ethylhexyl) phthalate (DEHP) is a well-known testicular toxicant inducing adverse effects in androgen responsive tissues. Therefore, di(2-ethylhexyl) adipate (DEHA) is currently being evaluated as a potential substitute for DEHP. Similarities in structure and metabolism of DEHP and DEHA have led
Julie Borch et al.
Reproductive toxicology (Elmsford, N.Y.), 19(4), 517-525 (2005-03-08)
This study aimed to characterize the effects of di(2-ethylhexyl) phthalate (DEHP) on the fetal rat testes and relate them to the effects seen in adults. Histopathological effects in fetal testes were examined with immunohistochemistry for anti-Mullerian hormone (AMH), 3beta-hydroxysteroid dehydrogenase

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