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L12919 2,3-Dimethylmaleic anhydride, 97%

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

Stock No. Size Price ($) Quantity Availability
L12919-06 5g 63.20
L12919-14 25g 232.00
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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°
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
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-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c

Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
112044
Harmonized Tariff Code
2917.19
TSCA
Yes
RTECS
ON4025000

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