681059
2-Methyl-6-nitrobenzoic anhydride
97%
Synonym(s):
MNBA
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About This Item
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Quality Level
Assay
97%
form
solid
mp
173-177 °C
functional group
anhydride
ester
nitro
SMILES string
Cc1cccc(c1C(=O)OC(=O)c2c(C)cccc2[N+]([O-])=O)[N+]([O-])=O
InChI
1S/C16H12N2O7/c1-9-5-3-7-11(17(21)22)13(9)15(19)25-16(20)14-10(2)6-4-8-12(14)18(23)24/h3-8H,1-2H3
InChI key
YEKPNMQQSPHKBP-UHFFFAOYSA-N
General description
2-Methyl-6-nitrobenzoic anhydride is a reagent employed as a coupling promoter in the synthesis of amides, lactones, esters, and peptides.
Application
2-Methyl-6-nitrobenzoic anhydride can be used:
- As a versatile lactonization reagent applicable in the preparation of varieties of macrolide natural products and lactones.
- As a reaction promoter in the synthesis of carboxamide derivatives by using corresponding amines and carboxylic acids.
- In the total synthesis of GRP78 inhibitor prunustatin A, antifungal compound (3R,16E,20E,23R)-(−)-eushearilide and an antiobestic drug tetrahydrolipstatin.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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2-Methyl-6-nitrobenzoic anhydride
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2009)
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