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Documenti fondamentali

681059

Sigma-Aldrich

2-Methyl-6-nitrobenzoic anhydride

97%

Sinonimo/i:

MNBA

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About This Item

Formula empirica (notazione di Hill):
C16H12N2O7
Numero CAS:
Peso molecolare:
344.28
Numero MDL:
Codice UNSPSC:
12352108
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

97%

Forma fisica

solid

Punto di fusione

173-177 °C

Gruppo funzionale

anhydride
ester
nitro

Stringa SMILE

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
YEKPNMQQSPHKBP-UHFFFAOYSA-N

Descrizione generale

2-Methyl-6-nitrobenzoic anhydride is a reagent employed as a coupling promoter in the synthesis of amides, lactones, esters, and peptides.

Applicazioni

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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)
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)
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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

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