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Bromomaleic anhydride | CAS Number: 5926-51-2

Catalog Number
ACM5926512
Product Name
Bromomaleic anhydride
Structure
CAS Number
5926-51-2
Synonyms
3-Bromo-furan-2,5-dione;BROMOMALEIC ANHYDRIDE;2,5-Furandione, 3-bromo-;2-Bromomaleic acid anhydride;Bromomaleic acid anhydride;3-Bromo-furan-2,5;3-broMo-2,5-dihydrofuran-2,5-dione;BroMoMaleic anhydride 97%
Molecular Weight
176.95
Molecular Formula
C4HBrO3
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1A colorimetric proton sponge.

Swor CD1, Zakharov LN, Tyler DR.

J Org Chem. 2010 Oct 15;75(20):6977-9. doi: 10.1021/jo101381r.

1,8-Bis(dimethylamino)naphthalene ("Proton Sponge") and bromomaleic anhydride react quickly at room temperature, generating 3-(4,5-bis(dimethylamino)napthalen-1-yl)furan-2,5-dione (4-maleicanhydridoproton sponge or "MAPS"). MAPS is a deep purple solid that exhibits positive solvatochromism in solution. It is a weaker base than Proton Sponge. When protonated in solution, MAPS loses its color, but the color change can be reversed by deprotonation with a stronger base. MAPS thus acts as a colorimetric version of a proton sponge.

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Email:
Tel:1-201-478-8534
1-516-662-5404
Fax: 1-516-927-0118
Address: Suite 212, Waverly Plaza, 755 Waverly Avenue, Holtsville, NY 11742, USA