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:
Product Name
2-Methyl-6-nitrobenzoic anhydride, 97%
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
SMILES string
Cc1cccc(c1C(=O)OC(=O)c2c(C)cccc2[N+]([O-])=O)[N+]([O-])=O
InChI key
YEKPNMQQSPHKBP-UHFFFAOYSA-N
assay
97%
form
solid
mp
173-177 °C
functional group
anhydride
ester
nitro
Quality Level
Related Categories
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.
General description
2-Methyl-6-nitrobenzoic anhydride is a reagent employed as a coupling promoter in the synthesis of amides, lactones, esters, and peptides.
signalword
Warning
hcodes
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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A novel and efficient macrolactonization of ω-hydroxycarboxylic acids using 2-methyl-6-nitrobenzoic anhydride (MNBA)
Shiina S, et al.
Tetrahedron Letters, 43(42), 7535-7539 (2002)
2-Methyl-6-nitrobenzoic anhydride
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2009)
Dahye Kim et al.
Molecules (Basel, Switzerland), 26(4) (2021-02-12)
Steroid 5-α reductase (5AR) is responsible for the reduction of steroids to 5-α reduced metabolites, such as the reduction of testosterone to 5-α dihydrotestosterone (DHT). A new adverse outcome pathway (AOP) for 5AR inhibition to reduce female reproduction in fish
Takayuki Tonoi et al.
ACS omega, 6(5), 3571-3577 (2021-02-16)
A depsipeptidic analogue of FE399 was efficiently synthesized mainly through macrolactamization using 2-methyl-6-nitrobenzoic anhydride (MNBA), and a detailed investigation of the desired 16-membered macrolactam core of FE399 was performed. It was determined that the combination of MNBA and a catalytic
Ryohei Hirano et al.
Journal of mass spectrometry : JMS, 53(8), 665-674 (2018-05-17)
CYP3A phenotyping provides a means for personalized drug therapy. We focused our attention on the plasma 6β-hydroxycortisol (6β-OHF) to cortisol ratio as an index for CYP3A phenotyping. In the present study, we developed a sensitive and reliable method for the
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