Citraconic acid

Citraconic acid Basic information
Product Name:Citraconic acid
Synonyms:(Z)-2-Methyl-2-butenedioic acid;(2Z)-2-Methyl-2-butenedioic acid;Kyselina citrakonova;kyselinacitrakonova;Maleic acid, methyl-;CITRACONIC ACID;cis-methylbutenedioic acid;methyl-maleicaci
CAS:498-23-7
MF:C5H6O4
MW:130.1
EINECS:207-858-7
Product Categories:
Mol File:498-23-7.mol
Citraconic acid Structure
Citraconic acid Chemical Properties
Melting point 88-94 °C (lit.)
Boiling point 160.75°C (rough estimate)
density 1,62 g/cm3
refractive index 1.4502 (estimate)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility DMSO (Sparingly, Sonicated), Water (Slightly)
pkapK1:2.29(0);pK2:6.15(+1) (25°C)
form Crystalline Powder
color White to light beige
Water Solubility FREELY SOLUBLE
Sensitive Hygroscopic
Merck 14,2321
BRN 1722679
Stability:Hygroscopic
CAS DataBase Reference498-23-7(CAS DataBase Reference)
NIST Chemistry Reference2-Butenedioic acid, 2-methyl-, (Z)-(498-23-7)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 36-37/39-26
RIDADR 2811
WGK Germany 3
RTECS GE6650000
HazardClass 6.1(b)
PackingGroup III
HS Code 29171900
ToxicityLD50 in rats, mice (mg/kg): 1320, 2260 orally (Jenner)
MSDS Information
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Citraconic acid English
SigmaAldrich English
ACROS English
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Citraconic acid Usage And Synthesis
Chemical Propertieswhite to light beige crystalline powder
UsesCitraconic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.
UsesCitraconic acid is used in synthetic or copolymer oils, in treating metals for adhesion of polyolefins, and in thermoplastics.
DefinitionChEBI: Citraconic acid is a dicarboxylic acid consisting of maleic acid having a methyl substituent at the 2-position. It has a role as a human metabolite. It is a dicarboxylic acid and a dicarboxylic fatty acid. It is functionally related to a maleic acid. It is a conjugate acid of a citraconate(2-).
Purification MethodsSteam distil and crystallise it from EtOH/ligroin. [Beilstein 2 H 768, 2 I 309, 2 II 652, 2 III 1938, 2 IV 2230.]
Citraconic acid Preparation Products And Raw materials
Raw materialsCitraconic anhydride
Preparation ProductsItaconic acid
2,5-NORBORNADIENE-2,3-DICARBOXYLIC ACID (E)-2-Methyl-2-butenedioic acid hydrogen 4-methyl ester Methyl (E)-2-Methyl-2-butenedioic acid hydrogen 1-methyl ester Ethyl 2-(Chlorosulfonyl)acetate Tiglic aldehyde Ascoric Acid SALOR-INT L202584-1EA (E)-2-Methyl-2-butenedioic acid hydrogen 1-ethyl ester DIMETHYL 1,4-CYCLOHEXADIENE-1,2-DICARBOXYLATE Monobutyl maleate CHAETOMELLIC ACID A DISODIUM SALT (E)-2-Methyl-2-butenedioic acid dipropyl ester (E)-2-Methyl-2-butenedioic acid bis[(1R,3R,5S,6R)-8-methyl-6-[(3-methyl-1-oxo-2-butenyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl] ester PENTAMETHYL CYCLOPENTADIENE-1,2,3,4,5-PENTACARBOXYLATE METHYL THIOPHENE-2-CARBOXYLATE TETRAETHYL ETHYLENETETRACARBOXYLATE DIMETHYL BICYCLO[2.2.1]-2,5-HEPTADIENE-2,3-DICARBOXYLATE

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