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109533

Sigma-Aldrich

Dimethyl itaconate

97%

Sinonimo/i:

2-(Methylene)butanedioic dimethyl ester

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About This Item

Formula condensata:
CH3O2CCH2C(=CH2)CO2CH3
Numero CAS:
617-52-7
Peso molecolare:
158.15
Beilstein:
386674
Numero CE:
210-519-6
Numero MDL:
MFCD00008446
Codice UNSPSC:
12352100
ID PubChem:
24846923
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

P. eboll.

208 °C (lit.)

Punto di fusione

37-41 °C (lit.)

Densità

1.124 g/mL at 25 °C (lit.)

Stringa SMILE

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
ZWWQRMFIZFPUAA-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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).

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H317

Classi di pericolo

Skin Irrit. 2 - Skin Sens. 1B

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

212.0 °F - closed cup

Punto d’infiammabilità (°C)

100 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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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)
M Sendra et al.
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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
Polymers with shape memory effect from renewable resources: crosslinking of polyesters based on isosorbide, itaconic acid and succinic acid.
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