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194328

Sigma-Aldrich

Ethyl 3,3-dimethylacrylate

98%

Synonym(s):

Ethyl 3-methylcrotonate

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About This Item

Linear Formula:
(CH3)2C=CHCO2C2H5
CAS Number:
638-10-8
Molecular Weight:
128.17
EC Number:
211-319-1
MDL number:
MFCD00009187
UNSPSC Code:
12352100
PubChem Substance ID:
24851644
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.436 (lit.)

bp

154-155 °C (lit.)

density

0.922 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)\C=C(\C)C

InChI

1S/C7H12O2/c1-4-9-7(8)5-6(2)3/h5H,4H2,1-3H3

InChI key

UTXVCHVLDOLVPC-UHFFFAOYSA-N

Related Categories

General description

Ion-molecule reactions between the O=P(OCH3)2+phosphonium ions and ethyl 3,3-dimethylacrylate has been investigated by quadrupole ion trap mass spectrometery.

Application

Ethyl 3,3-dimethylacrylate was used in the synthesis of:
  • 3-benzylmercupto-3-methylbutanoic acid ethylester
  • cis-2-cyano-3,3-dimethylcyclopropanecarboxylic acid, precursor for the synthesis of cis-pyrethroids
  • 1-[13CD3]-9-cis-retinoic acid

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

93.2 °F - closed cup

flash_point_c

34 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH8063
MKBZ8240V
MKBT3313V
MKBP0799V
MKBJ9123V

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[Toxicological characteristics and the establishment of a MPEL for dimethylacrylic acid and its ethyl ether in the air of a work area].
A I Gurova et al.
Gigiena truda i professional'nye zabolevaniia, (4)(4), 52-53 (1985-04-01)
Potent odorants of the roasted powder and brew of Arabica coffee.
Blank I, et al.
Zeitschrift fur Lebensmittel-Untersuchung Und -Forschung, 195(3), 239-245 (1992)
Synthesis of 1-[13CD3]-9-cis-retinoic acid.
Bennani YL
Journal of Labelled Compounds & Radiopharmaceuticals, 36(8), 755-763 (1995)
Eric Leclerc et al.
Journal of mass spectrometry : JMS, 40(4), 458-463 (2005-02-16)
Ion-molecule reactions between the O=P(OCH3)2 + phosphonium ions and eight alpha,beta-unsaturated esters (methyl acrylate, ethyl acrylate, methyl crotonate, ethyl crotonate, methyl 3,3-dimethylacrylate, ethyl 3,3-dimethylacrylate, methyl methacrylate and ethyl methacrylate) were performed in a quadrupole ion trap mass spectrometer. The O=P(OCH3)2
Taifo Mahmud et al.
The Journal of biological chemistry, 277(36), 32768-32774 (2002-06-27)
Short chain carboxylic acids are well known as the precursors of fatty acid and polyketide biosynthesis. Iso-fatty acids, which are important for the control of membrane fluidity, are formed from branched chain starter units (isovaleryl-CoA and isobutyryl-CoA), which in turn
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