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Dimethylmaleic anhydride

Dimethylmaleic anhydride structure

CAS No:
766-39-2
Formula:
C6H6O3
Chemical Name:
Dimethylmaleic anhydride
Synonyms:
2,5-Furandione,3,4-dimethyl-;Maleic anhydride,dimethyl-;Pyrocinchonic anhydride;3,4-Dimethyl-2,5-furandione;2,3-Dimethylmaleic anhydride;Dimethylmaleic anhydride;Dimethylmaleic acid anhydride;NSC 92512;2,3-Dimethylmalonic anhydride
Categories:
Chemical Reagents > Organic Reagents

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Description

white to beige crystals or cryst. powder

Dimethylmaleic anhydride Basic Attributes

Molecular Weight：

126.11

Exact Mass：

126.11

BRN：

112044

EC Number：

212-165-8

UNII：

6PP3N541QA

NSC Number：

92512

DSSTox ID：

DTXSID6061103

HScode：

2917190090

Characteristics

PSA：

43.4

XLogP3：

0.6

Appearance：

white to beige crystals or cryst. powder

Density：

1.107 g/cm³ @ Temp: 100 °C

Melting Point：

96 °C

Boiling Point：

223 °C

Flash Point：

222-223°C

Refractive Index：

1.487

Water Solubility：

soluble in ethanol, ether and chloroform. Slightly soluble in water.VERY SOL IN ALCOHOL, ETHER, BENZENE, CHLOROFORM; SLIGHTLY SOL IN WATER

Storage Conditions：

0-6°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

45-36/37/39-28A-26

RTECS Number：

ON4025000

Marks：

Xn,Xi

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H302-H319

GHS Classification：

|Warning|H302 (87.23%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 47 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Interactions：

Modification with succinic anhydride of Clostridium perfringens epsilon prototoxin or toxin resulted in a loss of activation by trypsin or lethal activity, respectively. The prototoxin was more sensitive to succinylation than the toxin. On the other hand, the succinylated prototoxin was activated and cleaved by chymotrypsin, but not by trypsin. The lethal activity of the toxin was also lost after treatment with 2,3-dimethylmaleic anhydride or 2,4,6-trinitrobenzenesulfonic acid. When the 2,3-dimethylmaleic anhydride treated toxin treated with succinic anhydride or 2,4,6-trinitrobenzenesulfonic acid was incubated under acidic condition, it regained lethal activity. Thus modification of amino groups (lysine residues) prevented activation of the prototoxin by trypsin, and abolished lethal activity of the toxin.

Drug Information

Human Toxicity Excerpts：

THE MALEIC ANHYDRIDES, A SERIES OF REVERSIBLE ACYLATING AGENTS, PRODUCED THE ASPIRIN-TYPE DEFECT IN PLATELET AGGREGATION. UNLIKE THE ANTIPLATELET EFFECT OF ASPIRIN WHICH WAS IRREVERSIBLE, THE ANTIPLATELET EFFECT OF 2,3-DIMETHYLMALEIC ANHYDRIDE DISAPPEARED IN APPROXIMATELY 80 MINUTES AT 25 DEG.

MeSH Entry Terms：

2,3-dimethyl maleic anhydride

Dimethylmaleic anhydride Use and Manufacturing

Methods of Manufacturing

DECARBOXYLATIVE DIMERIZATION OF MALEIC ANHYDRIDE IN THE PRESENCE OF 2-AMINOPYRIDINE

Uses

Usuallyused in the synthesis of maleimides and as an amino group protecting agent for superoxide dismutase.

Production

(1979) NO EVIDENCE OF COMMERCIAL PRODN IN USA|(1981) NO EVIDENCE OF COMMERCIAL PRODN IN USA

Manufacturing Info：

2,5-Furandione, 3,4-dimethyl-: ACTIVE

Computed Properties

Molecular Weight:126.11
XLogP3:0.6
Hydrogen Bond Acceptor Count:3
Exact Mass:126.031694049
Monoisotopic Mass:126.031694049
Topological Polar Surface Area:43.4
Heavy Atom Count:9
Complexity:190
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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