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HomeProduct name listCitraconic acid

Citraconic acid

Synonym(s):Methylmaleic acid

  • CAS NO.:498-23-7
  • Empirical Formula: C5H6O4
  • Molecular Weight: 130.1
  • MDL number: MFCD00078086
  • EINECS: 207-858-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-17 08:48:38
Citraconic acid Structural

What is Citraconic acid?

Chemical properties

white to light beige crystalline powder

The Uses of Citraconic acid

Citraconic acid is used in synthetic or copolymer oils, in treating metals for adhesion of polyolefins, and in thermoplastics.

The Uses of Citraconic acid

Citraconic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Definition

ChEBI: 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 Methods

Steam distil and crystallise it from EtOH/ligroin. [Beilstein 2 H 768, 2 I 309, 2 II 652, 2 III 1938, 2 IV 2230.]

Properties of Citraconic acid

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)
pka pK1:2.29(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 Reference 498-23-7(CAS DataBase Reference)
NIST Chemistry Reference 2-Butenedioic acid, 2-methyl-, (Z)-(498-23-7)

Safety information for Citraconic acid

Signal word Warning
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H301:Acute toxicity,oral
H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P321:Specific treatment (see … on this label).
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for Citraconic acid

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