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681059 Sigma-Aldrich

2-Methyl-6-nitrobenzoic anhydride

97%

Synonym: MNBA

  • CAS Number 434935-69-0

  • Empirical Formula (Hill Notation) C16H12N2O7

  • Molecular Weight 344.28

  •  MDL number MFCD06797117

  •  PubChem Substance ID 24885612

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Carbonyl Compounds, Carboxylic Acid Anhydrides, Chemical Synthesis, Organic Building Blocks More...
Quality Level   200
assay   97%
mp   173-177 °C
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

Description

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.

Packaging

1, 10 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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