| Identification | More | [Name]
Citraconic acid | [CAS]
498-23-7 | [Synonyms]
2-METHYL-2-BUTENEDIOIC ACID
cis-methylbutenedioic acid
CITRACONIC ACID
METHYLMALEIC ACID
(Z)-2-Methyl-2-butenedioic acid
(2Z)-2-Methyl-2-butenedioic acid
Kyselina citrakonova
kyselinacitrakonova
Maleic acid, methyl-
methyl-maleicaci
Citraconicacid,98+%
Citraconic acid, 99+%
Citraconic
(Z)-2-Methylbut-2-enedioic acid
2-Butenedioic acid, 2-methyl-
2-Methylmaleic acid
cis-Citraconic acid | [EINECS(EC#)]
207-858-7 | [Molecular Formula]
C5H6O4 | [MDL Number]
MFCD00078086 | [Molecular Weight]
130.1 | [MOL File]
498-23-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige crystalline powder | [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) | [form ]
Crystalline Powder | [pka]
pK1:2.29(0);pK2:6.15(+1) (25°C) | [color ]
White to light beige | [Water Solubility ]
FREELY SOLUBLE | [Sensitive ]
Hygroscopic | [Merck ]
14,2321 | [BRN ]
1722679 | [Stability:]
Hygroscopic | [InChI]
1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2- | [InChIKey]
HNEGQIOMVPPMNR-IHWYPQMZSA-N | [SMILES]
C\C(=C\C(O)=O)C(O)=O | [CAS DataBase Reference]
498-23-7(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Butenedioic acid, 2-methyl-, (Z)-(498-23-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
GE6650000
| [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29171900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
LD50 in rats, mice (mg/kg): 1320, 2260 orally (Jenner) |
| Hazard Information | Back Directory | [Chemical Properties]
white to light beige crystalline powder | [Uses]
Citraconic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields. | [Uses]
Citraconic acid is used in synthetic or copolymer oils,
in treating metals for adhesion of polyolefins, and in
thermoplastics. | [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-). | [storage]
Store at -20°C | [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.] |
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