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255858

溴代硝基甲烷

Name: 溴代硝基甲烷
Brand: ALDRICH

technical grade, 90%

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别名:

α-Bromonitromethane, Nitrobromomethane

线性分子式:

BrCH₂NO₂

CAS号:

563-70-2

分子量:

139.94

EC 号:

209-258-0

MDL编号:

MFCD00007401

PubChem化学物质编号:

24855488

NACRES:

NA.22

等级

technical grade

检测方案

90%

形式

liquid

折射率

n20/D 1.496 (lit.)

bp

146-148 °C/750 mmHg (lit.)

密度

2.007 g/mL at 25 °C (lit.)

SMILES string

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

InChI

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

InChI key

DNPRVXJGNANVCZ-UHFFFAOYSA-N

应用

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

象形图

GHS03,GHS07

警示用语：

Danger

危险声明

H272 - H315 - H319 - H335

预防措施声明

P210 - P220 - P261 - P264 - P302 + P352 - P305 + P351 + P338

危险分类

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

靶器官

Respiratory system

储存分类代码

5.1B - Oxidizing hazardous materials

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

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

分析证书(COA)

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示例

T1503

货号

25G

包装规格/数量

其它示例：

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

输入内容 1.000309185)

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Synthesis of enantiopure 2-C-glycosyl-3-nitrochromenes.

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

Degradation of aliphatic halogenated contaminants in water by UVA/Cu-TiO2 and UVA/TiO2 photocatalytic processes: Structure-activity relationship and role of reactive species.

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

Stereoselective synthesis of highly functionalized nitrocyclopropanes through the organocatalyic Michael-addition-initiated cyclization of bromonitromethane and β,γ-unsaturated α-ketoesters.

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.

Silyl imine electrophiles in enantioselective catalysis: a Rosetta Stone for peptide homologation, enabling diverse N-protected aryl glycines from aldehydes in three steps.

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

Self-Assembled Monolayers of Nitron: Self-Activated and Chemically Addressable N-Heterocyclic Carbene Monolayers with Triazolone Structural Motif.

Einav Amit et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 26(57), 13046-13052 (2020-04-29)

N-heterocyclic carbenes (NHCs) have emerged as a unique molecular platform for the formation of self-assembled monolayers (SAMs) on various surfaces. However, active carbene formation requires deprotonation of imidazolium salt precursors, which is mostly facilitated by exposure of the salt to

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