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Merck
CN

681059

2-Methyl-6-nitrobenzoic anhydride

97%

Synonym(s):

MNBA

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About This Item

Empirical Formula (Hill Notation):
C16H12N2O7
CAS Number:
Molecular Weight:
344.28
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Assay:
97%
Form:
solid
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Quality Segment

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.



pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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