Dimethyl itaconate

Dimethyl itaconate Basic information
Product Name:Dimethyl itaconate
Synonyms:Methyl 4-methoxy-2-methylene-4-oxobutanoate;1-Propene-2,3-dicarboxylic acid dimethyl ester;2-Methylenebutanedioic acid dimethyl ester;Dimethyl 1-propene-2,3-dicarboxylate;Dimethyl itaconate,97%;Dimethyl 2-methylidenebutane-1,4-dioate, Dimethyl itaconate;DiMethyl itaconate, 97%, stabilized;Dimethyl itaconate 97%
CAS:617-52-7
MF:C7H10O4
MW:158.15
EINECS:210-519-6
Product Categories:C6 to C7;Esters;C7 to C8;Carbonyl Compounds;Ketones;bc0001
Mol File:617-52-7.mol
Dimethyl itaconate Structure
Dimethyl itaconate Chemical Properties
Melting point 37-41 °C (lit.)
Boiling point 208 °C (lit.)
density 1.124 g/mL at 25 °C (lit.)
vapor pressure 4.05Pa at 20℃
refractive index 1.4457 (estimate)
Fp 213 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Crystalline Low Melting Mass or Liquid
color White
Specific Gravity1.124
Water Solubility slightly soluble
BRN 386674
InChIKeyZWWQRMFIZFPUAA-UHFFFAOYSA-N
LogP0.86 at 25℃
CAS DataBase Reference617-52-7(CAS DataBase Reference)
NIST Chemistry ReferenceButanedioic acid, methylene-, dimethyl ester(617-52-7)
EPA Substance Registry SystemButanedioic acid, 2-methylene-, 1,4-dimethyl ester (617-52-7)
Safety Information
Safety Statements 24/25
WGK Germany 3
3
HS Code 29171900
MSDS Information
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Dimethyl itaconate Usage And Synthesis
Chemical Propertieswhite crystalline low melting mass or liquid
UsesDimethyl Itaconate is a chemical reagent used in the synthesis of functionalized 2-isoxazolines used in fragment-based drug discovery.
UsesDimethyl 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).
UsesDimethyl itaconate can be used for the rhodium catalyzed asymmetric hydrogenation of (S)-dimethyl-2-methylsuccinate and (R)-methyl succinic acid dimethyl ester.
General DescriptionDimethyl itaconate undergoes enantioselective Rh(I)-catalyzed hydrogenation which can be enhanced by appropriate choice of substituents on aromatic ring of (1,2-diarylphosphinoxy)cyclohexane.
Flammability and ExplosibilityNonflammable
Purification MethodsCrystallise the ester from MeOH by cooling to -78o. [Beilstein 2 IV 2229.]
Itaconic acid Dacthal Dimethyl adipate Dimethyl oxalate ITACONIC ACID DI(2-ETHYLHEXYL) ESTER N,N-Dimethylformamide Dimethyl itaconate Dimethyl malonate ETHANE Dimethyl sulfide Dimethyl fumarate Dimethyl sebacate Dimethyl sulfoxide Dimethyl ether Dimethyl carbonate Dimethyl phosphite Dimethyl phthalate Dimethyl sulfate

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