194328
Ethyl 3,3-dimethylacrylate
98%
Synonym(s):
Ethyl 3-methylcrotonate
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About This Item
Linear Formula:
(CH3)2C=CHCO2C2H5
CAS Number:
Molecular Weight:
128.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
Signal Word
Warning
Hazard Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
93.2 °F - closed cup
Flash Point(C)
34 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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A facile route to a versatile synthon for preparation of cis-pyrethroids.
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Tetrahedron Letters, 22(29), 2743-2746 (1981)
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
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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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