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Merck
CN

255858

溴代硝基甲烷

technical grade, 90%

别名:

α-溴硝基甲烷, 硝基溴甲烷

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关于此项目

线性分子式:
BrCH2NO2
化学文摘社编号:
分子量:
139.94
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
209-258-0
MDL number:
Assay:
90%
Form:
liquid
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产品名称

溴代硝基甲烷, technical grade, 90%

InChI key

DNPRVXJGNANVCZ-UHFFFAOYSA-N

InChI

1S/CH2BrNO2/c2-1-3(4)5/h1H2

SMILES string

[O-][N+](=O)CBr

grade

technical grade

assay

90%

form

liquid

refractive index

n20/D 1.496 (lit.)

bp

146-148 °C/750 mmHg (lit.)

density

2.007 g/mL at 25 °C (lit.)

functional group

amine
bromo
nitro

Quality Level

Application

溴代硝基甲烷已被用于:
  • 生产各种受保护的α-溴代硝基烷烃供体(包括Fmoc),用于Umpolung酰胺合成
  • 通过碘化钠催化的亨利反应,制备(Z)-1-溴-1-硝基烯烃
  • 通过domino Michael加成/分子内烷基化策略,用于β,γ-不饱和a-酮酯的非对映体和对映体选择性环丙烷化反应中

pictograms

Flame over circleExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

5.1B - Oxidizing hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Raquel G Soengas et al.
The Journal of organic chemistry, 78(24), 12831-12836 (2013-11-28)
A novel methodology has been developed to obtain enantiopure 2-C-glycosyl-3-nitrochromenes. First, (Z)-1-bromo-1-nitroalkenes were prepared from the corresponding sugar aldehydes through a sodium iodide-catalyzed Henry reaction with bromonitromethane followed by elimination of the resulting 1-bromo-1-nitroalkan-2-ols. In the next step, reaction of
Haijian Yu et al.
Chemistry, an Asian journal, 8(11), 2859-2863 (2013-08-13)
A highly diastereo- and enantioselective cyclopropanation of β,γ-unsaturated α-ketoesters with bromonitromethane has been successfully developed through a domino Michael-addition/intramolecular-alkylation strategy. Acceptable yields (up to 89%) and enantioselectivities (up to 96% ee) have been obtained.
Dawn M Makley et al.
Organic letters, 16(11), 3146-3149 (2014-05-16)
We report that N-(trimethylsilyl)imines serve in the Bis(AMidine)-catalyzed addition of bromonitromethane with a high degree of enantioselection. This allows for the production of a range of protected α-bromo nitroalkane donors (including Fmoc) for use in Umpolung Amide Synthesis (UmAS). Hence
Anabela Borges et al.
Biofouling, 33(2), 156-168 (2017-02-01)
Disruption of cell-cell communication or quorum sensing (QS) is considered a stimulating approach for reducing bacterial pathogenicity and resistance. Although several QS inhibitors (QSIs) have been discovered so far their clinical use remains distant. This problem can be circumvented by
Ran Yin et al.
Chemosphere, 260, 127644-127644 (2020-08-08)
This study investigated the degradation of eight aliphatic halogenated contaminants (one brominated flame retardant and seven disinfection by-products) in synthetic drinking water by the UVA/TiO2 and UVA/Cu-TiO2 processes. The degradation rate constants of 2,2-bis(bromomethyl)-1,3-propanediol and trichloromethane in the UVA/Cu-TiO2 process

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