681059
2-Methyl-6-nitrobenzoic anhydride
97%
Sinónimos:
MNBA
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Fórmula empírica (notación de Hill):
C16H12N2O7
Número CAS:
Peso molecular:
344.28
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Assay:
97%
Form:
solid
Servicio técnico
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Permítanos ayudarleQuality 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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
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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The first total synthesis of (-) and (+)-2-hydroxy-24-oxooctacosanolide using an effective lactonization
Shiina I, et al.
Organic Letters, 8(21), 4955-4958 (2006)
Zhigang Wang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1061-1062, 327-333 (2017-08-08)
A new highly sensitive analytical method was developed to investigate the in vivo metabolism of albiflorin, one of the most principal components in traditional Chinese medicine. After hydrolyzation with sulfatase, the main metabolites paeonilactone A and paeonilactone B of paeoniflorin
Isamu Shiina et al.
Organic letters, 8(21), 4955-4958 (2006-10-06)
[structure: see text] An effective method for the total synthesis of 2-hydroxy-24-oxooctacosanolide, a defensive salivary secretion of the African termite Pseudacanthotermes spiniger, has been developed. The key lactonization to form a 29-membered ring lactone core is performed using 2-methyl-6-nitrobenzoic anhydride