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Merck
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Key Documents

109533

Sigma-Aldrich

Dimethyl itaconate

97%

동의어(들):

2-(Methylene)butanedioic dimethyl ester

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About This Item

Linear Formula:
CH3O2CCH2C(=CH2)CO2CH3
CAS Number:
Molecular Weight:
158.15
Beilstein:
386674
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

97%

형태

solid

bp

208 °C (lit.)

mp

37-41 °C (lit.)

density

1.124 g/mL at 25 °C (lit.)

작용기

ester

SMILES string

COC(=O)CC(=C)C(=O)OC

InChI

1S/C7H10O4/c1-5(7(9)11-3)4-6(8)10-2/h1,4H2,2-3H3

InChI key

ZWWQRMFIZFPUAA-UHFFFAOYSA-N

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일반 설명

Dimethyl itaconate undergoes enantioselective Rh(I)-catalyzed hydrogenation which can be enhanced by appropriate choice of substituents on aromatic ring of (1,2-diarylphosphinoxy)cyclohexane.

애플리케이션

Dimethyl itaconate may be used in functionalization of isotactic poly(propylene). It was used in crosslinking of polyesters: poly(isosorbide itaconate)and poly(isosorbide itaconate-co-succinate).

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

212.0 °F - closed cup

Flash Point (°C)

100 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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Modification of poly (propylene) through grafting with dimethyl itaconate in solution.
Yazdani-Pedram M, et al.
Macromolecular Chemistry and Physics, 199(11), 2495-2500 (1998)
Polymers with shape memory effect from renewable resources: crosslinking of polyesters based on isosorbide, itaconic acid and succinic acid.
Goerz O and Ritter H.
Polymer International, 62(5), 709-712 (2013)
T. V. RajanBabu et al.
The Journal of organic chemistry, 64(10), 3429-3447 (2001-10-25)
Enantioselectivity of Rh(I)-catalyzed asymmetric hydrogenation of dehydroamino acid derivatives and dimethyl itaconate can be enhanced by the appropriate choice of substituents on the aromatic rings of vicinal diarylphosphinites derived from carbohydrates as well as trans-cyclohexane-1,2-diol. For example, the use of
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