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766-39-2 - 2,3-Dimethylmaleic anhydride, 97% - 3,4-Dimethyl-2,5-furandione - L12919 - Alfa Aesar

L12919 2,3-Dimethylmaleic anhydride, 97%

CAS Number
766-39-2
Synonyms
3,4-Dimethyl-2,5-furandione

Size Price ($) Quantity Availability
5g 60.90
25g 239.00
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2,3-Dimethylmaleic anhydride, 97%

MDL
MFCD00005523
EINECS
212-165-8

Chemical Properties

Formula
C6H6O3
Formula Weight
126.11
Melting point
93-96°
Boiling Point
222-223°
Sensitivity
Moisture Sensitive
Solubility
Soluble in ethanol, ether and chloroform. Slightly soluble in water.

Applications

2,3-Dimethylmaleic anhydride acts as a reagent in the preparation of maleimides. It is also employed as an amino group protecting agent for superoxide dismutase. Further, it serves as a reactant in the dissociation of ribosomal proteins. In addition to this, it is used in the preparation of dimethylmaleic acid dimethyl ester.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents, strong acids and strong bases.

Literature References

Does not undergo Diels-Alder reactions with furan, but does react with 1,3-Diphenyl­isobenzofuran, L00101, to give benzocantharadin: J. Org. Chem., 47, 4011 (1982).

The use of the dimethylmaleoyl (DMM) group has been investigated for amino group protection in oligosaccharide synthesis. The DMM group is introduced using triethylamine as base. It promotes ß -linkage by neighboring group participation and is stable to acids and non-nucleophilic bases. Cleavage can be brought about by treatment with dilute aqueous NaOH: Eur. J. Org. Chem., 2305 (1998).

Zhang, M. H.; Gu, Z. P.; Zhang, X.; Fan, M. M. pH-sensitive ternary nanoparticles for nonviral gene delivery. RSC Adv. 2015, 5 (55), 44291-44298.

Yang, K.; Feng, L.; Liu, Z. The advancing uses of nano-graphene in drug delivery. Expert Opin. Drug Deliv. 2015, 12 (4), 601-612.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H318

Harmful if swallowed. Causes serious eye damage.

Precautionary Statements: P280i-P264-P305+P351+P338-P310a-P301+P312a-P501a

Wear eye/face protection. Wash thoroughly after handling. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
112044
Harmonized Tariff Code
2917.19
TSCA
Yes
RTECS
ON4025000

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