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255858

Sigma-Aldrich

Bromonitromethane

technical grade, 90%

Sinonimo/i:

α-Bromonitromethane, Nitrobromomethane

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About This Item

Formula condensata:
BrCH2NO2
Numero CAS:
563-70-2
Peso molecolare:
139.94
Numero CE:
209-258-0
Numero MDL:
MFCD00007401
Codice UNSPSC:
12352100
ID PubChem:
24855488
NACRES:
NA.22

Grado

technical grade

Livello qualitativo

100

Saggio

90%

Stato

liquid

Indice di rifrazione

n20/D 1.496 (lit.)

P. ebollizione

146-148 °C/750 mmHg (lit.)

Densità

2.007 g/mL at 25 °C (lit.)

Gruppo funzionale

amine
bromo
nitro

Stringa SMILE

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

InChI

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

Categorie correlate

Applicazioni

Bromonitromethane has been used:
  • in production of various protected α-bromo nitroalkane donors (including Fmoc) for use in Umpolung amide synthesis
  • in preparation of (Z)-1-bromo-1-nitroalkenes via sodium iodide-catalyzed Henry reaction
  • in diastereo- and enantioselective cyclopropanation of β,γ-unsaturated a-ketoesters via domino Michael-addition/intramolecular-alkylation strategy

Pittogrammi

Flame over circleExclamation mark
GHS03,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H272,H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

5.1B - Oxidizing hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCN5670
MKCK8131
MKCH4558
MKCB1471V
MKBQ7230V

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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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