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476129

Sigma-Aldrich

Bis(2-ethylhexyl) maleate

90%

Synonym(s):

Bis(2-ethylhexyl) maleate, Di-2-ethylhexyl maleate, Dioctyl maleate

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About This Item

Linear Formula:
CH3(CH2)3CH(C2H5)CH2O2CCH=CHCO2CH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
340.50
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

90%

refractive index

n20/D 1.455 (lit.)

density

0.944 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)COC(=O)\C=C/C(=O)OCC(CC)CCCC

InChI

1S/C20H36O4/c1-5-9-11-17(7-3)15-23-19(21)13-14-20(22)24-16-18(8-4)12-10-6-2/h13-14,17-18H,5-12,15-16H2,1-4H3/b14-13-

InChI key

ROPXFXOUUANXRR-YPKPFQOOSA-N

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General description

Bis(2-ethylhexyl) maleate is an aliphatic ester which is prepared by catalytic esterification of maleic acid and 2-ethylhexyl alcohol. It is used as a green plasticizer in variety of applications such as adhesives and coatings.

Application


  • Structure‐Performance Guided Design of Sustainable Plasticizers from Biorenewable Feedstocks: Explores the use of bis(2-ethylhexyl) maleate in the design of bio-based sustainable plasticizers (C Plass et al., 2021).


Pictograms

Health hazardEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - STOT RE 2 Oral

Target Organs

Kidney,Liver

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

365.0 °F - closed cup

Flash Point(C)

185 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Some Study on Esterification of Maleic Acid with 2-Ethyl hexyl Alcohol.
Sadek EM.
J. Chem. Soc. Pak., 20, 271-274 (1998)
Hanno C Erythropel et al.
Chemosphere, 134, 106-112 (2015-04-29)
The ubiquitous presence of the plasticizer di (2-ethylhexyl) phthalate (DEHP) in the environment is of concern due to negative biological effects associated with it and its metabolites. In particular, the metabolite mono (2-ethylhexyl) phthalate (MEHP) is a potential endocrine disruptor.

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