(2E)-2-Methyl-2-butenedioic acid

Name	mesaconic acid
Synonyms	Mesaconicacid mesaconic acid kyselinamesakonova METHYLFUMARIC ACID Kyselina mesakonova 2-Methylfumaric acid Fumaric acid, methyl- 2-methylbut-2-enedioic acid trans-Methylbutenedioic acid Butenedioic acid, methyl-, (E)- (2E)-2-methylbut-2-enedioic acid (2E)-2-Methyl-2-butenedioic acid
CAS	498-24-8
EINECS	207-859-2
InChI	InChI=1/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+
InChIKey	HNEGQIOMVPPMNR-NSCUHMNNSA-N

Molecular Formula	C5H6O4
Molar Mass	130.1
Density	1.466
Melting Point	200-202°C(lit.)
Boling Point	bp 250° (decompn)
Flash Point	171.546°C
Water Solubility	26.3g/L(18 ºC)
Solubility	DMSO (Slightly), Methanol (Slightly)
Vapor Presure	0mmHg at 25°C
Appearance	Solid
Color	White to Off-White
Merck	5903
BRN	1722680
pKa	3.09(at 25℃)
PH	3.23(1 mM solution);2.61(10 mM solution);2.06(100 mM solution)
Storage Condition	2-8°C
Refractive Index	1.4240 (estimate)
MDL	MFCD00002653
Physical and Chemical Properties	Colorless oblique-like crystal or monoclinic Flake. Melting point 204-205 ℃, boiling point 250 ℃ (decomposition). 2.7g of water can dissolve 117.9g of the product at 18 ° C., and g of boiling water. 90% ethanol can dissolve 30.6g of the product per 95.7g at 17 C, and the boiling point is g. Soluble in ether, insoluble in chloroform and carbon disulfide.

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing.
WGK Germany	3
RTECS	OX5075000

NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
use	for organic synthesis.
production method	the mixture of 100g(0.89mol) of methyl maleic anhydride, 100ml of water and 150ml of dilute nitric acid is evaporated until red smoke appears, the solution is cooled, methyl fumaric acid is filtered out, the mother liquor is continuously concentrated and filtered to obtain a small amount of product. The crude methyl fumaric acid was used for recrystallization to obtain 50-60g of product with a yield of 43%-52%.

Last Update：2024-04-09 19:05:12

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