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About This Item
Linear Formula:
CH3CH=C(CO2CH3)2
CAS Number:
Molecular Weight:
158.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
assay
98%
refractive index
n20/D 1.447 (lit.)
density
1.111 g/mL at 25 °C (lit.)
SMILES string
COC(=O)\C(=C\C)C(=O)OC
InChI
1S/C7H10O4/c1-4-5(6(8)10-2)7(9)11-3/h4H,1-3H3
InChI key
FRCFZWCJSXQAMQ-UHFFFAOYSA-N
General description
Palladium (0)-catalyzed deconjugative allylation of dimethyl ethylidenemalonate has been reported.
Application
Dimethyl ethylidenemalonate has been employed:
- as electrophile in catalytic asymmetric Michael reactions of enamides and enecarbamates
- in preparation of N-bound α-cyanocarbanion complexes
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
206.6 °F - closed cup
flash_point_c
97.00 °C - closed cup
ppe
Eyeshields, Gloves
Certificates of Analysis (COA)
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Yoshihiro Sato et al.
The Journal of organic chemistry, 68(25), 9858-9860 (2003-12-06)
Palladium(0)-catalyzed deconjugative allylation of alkenylidenemalonates and alkylidenemalonates was achieved for the first time. Reactions of dimethyl 2-((E)-but-2-enylidene)malonate with various allylic acetates using LHMDS as a base in DMF in the presence of Pd(2)dba(3) (2.5 mol %) and PPh(3) (10 mol
Catalytic asymmetric Michael reactions with enamides as nucleophiles.
Florian Berthiol et al.
Angewandte Chemie (International ed. in English), 46(41), 7803-7805 (2007-09-05)
Carbon-carbon bond forming reactions of N-bound transition metal a-cyanocarbanions: a mechanistic probe for catalytic Michael reactions of nitriles
Naota T, et al.
Chemical Communications (Cambridge, England), 1, 63-64 (2001)
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