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Merck
CN

681059

Sigma-Aldrich

2-甲基-6-硝基苯甲酸酐

97%

别名:

MNBA

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About This Item

经验公式(希尔记法):
C16H12N2O7
分子量:
344.28
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

97%

表单

solid

mp

173-177 °C

官能团

anhydride
ester
nitro

SMILES字符串

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

一般描述

2-甲基-6-硝基苯甲酸酐可用作酰胺、内酯、酯和肽合成中的偶联促进剂。

应用

2-甲基-6-硝基苯甲酸酐可用于:
  • 作为多功能的内酯化试剂用于制备各种大环内酯天然产物和内酯。
  • 作为反应促进剂采用相应的胺和羧酸合成羧酰胺衍生物。
  • GRP78 抑制剂 prunustatin A、抗真菌化合物 (3R,16E,20E,23R)-(−)-eushearilide 和防肥胖药四氢利泼斯汀的全合成。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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)
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
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
The effective use of substituted benzoic anhydrides for the synthesis of carboxamides
Shiina I and Kawakita Y
Tetrahedron, 60(21), 4729-4733 (2004)
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)

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