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592498

Dimethyl itaconate

Name: Dimethyl itaconate
Brand: ALDRICH

99%

Synonym(s):

2-(Methylene)butanedioic dimethyl ester

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About This Item

Linear Formula:

CH₃O₂CCH₂C(=CH₂)CO₂CH₃

CAS Number:

617-52-7

Molecular Weight:

158.15

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24881394

EC Number:

210-519-6

Beilstein/REAXYS Number:

386674

MDL number:

MFCD00008446

Assay:

99%

Form:

solid

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Properties

Quality Level

200

assay

99%

form

solid

bp

208 °C (lit.)

mp

37-41 °C (lit.)

density

1.124 g/mL at 25 °C (lit.)

functional group

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

Description

General description

Dimethyl itaconate can be synthesized via esterification of itaconic acid.

Application

Dimethyl itaconate can be used for the rhodium catalyzed asymmetric hydrogenation of (S)-dimethyl-2-methylsuccinate and (R)-methyl succinic acid dimethyl ester.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H317

pcodes

P261 - P264 - P272 - P280 - P302 + P352 - P333 + P313

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000534760

0000511239

0000511202

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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)

?New ferrocenyl ligands with broad applications in asymmetric catalysis?

Lotz M, et al.

Angewandte Chemie (International Edition in English), 41(24), 4708-4711 (2002)

"Catalytic asymmetric hydrogenation of dimethyl itaconate with trans-chelating chiral diphosphine ligands TRAP-rhodium complexes"

Kuwano R, et al.

Tetrahedron Asymmetry, 6(10), 2521- 2526 (1995)

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Global Trade Item Number

SKU	GTIN
592498-100G	04061831830552
592498-25G	04061831830569