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498-23-7

Basic Information
CAS No.: 498-23-7
Name: Citraconic acid
Article Data: 52
Molecular Structure:
Molecular Structure of 498-23-7 (Citraconic acid)
Formula: C5H6O4
Molecular Weight: 130.1
Synonyms: (Z)-2-Methyl-2-butenedioicacid;Methylmaleic acid;
EINECS: 207-858-7
Density: 1.388 g/cm3
Melting Point: 88-94 °C(lit.)
Boiling Point: 336.554 °C at 760 mmHg
Flash Point: 171.546 °C
Solubility: FREELY SOLUBLE
Appearance: Hygroscopic, off-white powder.
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 36-37/39-26
PSA: 74.60000
LogP: 0.10190
Synthetic route
691-83-8

diethyl citraconate

498-23-7

citraconic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 20℃; for 8h; Inert atmosphere;84%
97-65-4

2-methylenesuccinic acid

A

79-41-4

poly(methacrylic acid)

B

498-23-7

citraconic acid

C

498-24-8

Mesaconic acid

Conditions
ConditionsYield
With 5% Pt/Al2O3; sodium hydroxide In water at 250℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere;A 68%
B n/a
C n/a
With sodium hydroxide In water at 180℃; under 112511 Torr; for 0.241667h;A 27.26 %Spectr.
B 36.48 %Spectr.
C 16.23 %Spectr.
With sodium hydroxide at 280℃; for 0.0583333h;A 57.08 %Chromat.
B 5.91 %Chromat.
C 5.72 %Chromat.
With sodium hydroxide at 250℃; for 0.25h; Reagent/catalyst;
77-92-9

citric acid

A

79-41-4

poly(methacrylic acid)

B

498-23-7

citraconic acid

C

498-24-8

Mesaconic acid

D

97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With 4-methoxy-phenol; triphenylphosphine In water at 225℃; under 20686.5 Torr; for 1.5h; Temperature; Glovebox; Inert atmosphere;A 24.1%
B n/a
C n/a
D n/a
With sodium hydroxide at 250℃; for 0.25h; Reagent/catalyst;
849585-22-4

LACTIC ACID

498-23-7

citraconic acid

Conditions
ConditionsYield
at 250 - 260℃;
498-24-8

Mesaconic acid

498-23-7

citraconic acid

Conditions
ConditionsYield
With acetyl chloride
Irradiation.UV-Licht;
at 250℃;
617-57-2

2-(2-hydroxy-1-oxopropoxy)propionic acid

498-23-7

citraconic acid

Conditions
ConditionsYield
at 250 - 260℃;
97-65-4

2-methylenesuccinic acid

498-23-7

citraconic acid

Conditions
ConditionsYield
Citraconsaeureanhydrid entsteht bei der Destillation;
Multi-step reaction with 2 steps
1: water / 180 - 200 °C
2: 250 °C
View Scheme
With sodium hydroxide In water at 190℃; under 112511 Torr; for 0.0666667h; Temperature;25.32 %Spectr.
616-02-4

citraconic acid anhydride

498-23-7

citraconic acid

Conditions
ConditionsYield
With water Equilibrium constant; pH = 0.3;
With water Kinetik der Bildung;
With water
2170-03-8

itaconic acid anhydride

498-23-7

citraconic acid

Conditions
ConditionsYield
Citraconsaeureanhydrid entsteht bei der Destillation;
77-92-9

citric acid

498-23-7

citraconic acid

Conditions
ConditionsYield
bei der Destillation; auch ihr Anhydrid entsteht; unter intermediaerer Bildung von Itaconsaeureanhydrid;
With hydrogen iodide
man destilliert und laesst auf das gebildete Citraconsaeureanhydrid Wasser in der Kaelte einwirken;
Thermolysis.und Behandlung des Anhydrids mit Wasser;
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Chemistry

 

Product Name: Citraconic acid (CAS NO.498-23-7)


Molecular Formula: C5H6O4
Molecular Weight: 130.1g/mol
Mol File: 498-23-7.mol
Einecs: 207-858-7
Appearance: White to light beige crystalline powder
Melting Point: 88-94 °C(lit.)
Boiling point: 336.6 °C at 760 mmHg
Flash Point: 171.5 °C
Density: 1.387 g/cm3
Water Solubility: Freely soluble
Sensitive: Hygroscopic
Surface Tension: 57.4 dyne/cm
Enthalpy of Vaporization: 63.72 kJ/mol
Vapour Pressure: 2.09E-05 mmHg at 25°C
XLogP3-AA: -0.1
H-Bond Donor: 2
H-Bond Acceptor: 4

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 1350mg/kg (1350mg/kg) GASTROINTESTINAL: GASTRITIS Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
mouse LD50 oral 2260mg/kg (2260mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: OTHER CHANGES
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat LD50 oral 1320mg/kg (1320mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Safety Profile

Safety Information of Citraconic acid (CAS NO.498-23-7):
Hazard Codes: Xn
Risk Statements: 22-36/37/38 
22:  Harmful if swallowed
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 36-37/39-26
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves  
39:  Wear eye/face protection 

Specification

 Citraconic acid ,its CAS NO. is 498-23-7,the synonyms is (z)-2-Methyl-2-butenedioic acid ; (2z)-2-Methyl-2-butenedioic acid ; Kyselina citrakonova ; Kyselinacitrakonova ; Maleic acid, methyl- ; Methyl-maleicaci ; 2-Methyl-2-butenedioic acid ; Methylmaleic acid .