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Merck

255858

Sigma-Aldrich

溴代硝基甲烷

technical grade, 90%

别名:

α-Bromonitromethane, Nitrobromomethane

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About This Item

线性分子式:
BrCH2NO2
CAS号:
分子量:
139.94
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

等級

technical grade

品質等級

化驗

90%

形狀

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 字串

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

InChI

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

InChI 密鑰

DNPRVXJGNANVCZ-UHFFFAOYSA-N

應用

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

象形圖

Flame over circleExclamation mark

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

5.1B - Oxidizing hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

235.4 °F - closed cup

閃點(°C)

113 °C - closed cup

個人防護裝備

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


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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
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.
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
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

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