Bromonitromethane

Names

[ CAS No. ]:
563-70-2

[ Name ]:
Bromonitromethane

[Synonym ]:
MFCD00007401
EINECS 209-258-0
bromo(nitro)methane

Biological Activity

[Description]:

Bromonitromethane is a halonitromethane that can be used in production of various protected α-bromo nitroalkane donors for use in Umpolung Amide Synthesis (UmAS)[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Dawn M Makley, et al. Silyl Imine Electrophiles in Enantioselective Catalysis: A Rosetta Stone for Peptide Homologation, Enabling Diverse N-protected Aryl Glycines From Aldehydes in Three Steps. Org Lett. 2014 Jun 6;16(11):3146-9.

[2]. Alicia Marsà, et al. In Vitro Studies on the Tumorigenic Potential of the Halonitromethanes Trichloronitromethane and Bromonitromethane. Toxicol In Vitro. 2017 Dec;45(Pt 1):72-80.

Chemical & Physical Properties

[ Density]:
2.07

[ Boiling Point ]:
146-148 °C (750 mmHg)

[ Molecular Formula ]:
CH₂BrNO₂

[ Molecular Weight ]:
139.93600

[ Flash Point ]:
4°C

[ Exact Mass ]:
138.92700

[ PSA ]:
45.82000

[ LogP ]:
1.13870

[ Index of Refraction ]:
1.485-1.495

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS03, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H272-H315-H319-H335

[ Precautionary Statements ]:
P220-P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
O: Oxidizing agent;Xn: Harmful;

[ Risk Phrases ]:
R8;R36/37/38

[ Safety Phrases ]:
S36/37/39-S26-S17-S36

[ RIDADR ]:
3098

[ RTECS ]:
PA5360000

[ Packaging Group ]:
III

[ Hazard Class ]:
5.1

[ HS Code ]:
2904909090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2904909090

[ Summary ]:
HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Articles

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

Org. Lett. , (2014)

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...

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

Chem. Asian J. 8(11) , 2859-63, (2013)

A highly diastereo- and enantioselective cyclopropanation of β,γ-unsaturated α-ketoesters with bromonitromethane has been successfully developed through a domino Michael-addition/intramolecular-alkyla...

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

J. Org. Chem. 78(24) , 12831-6, (2013)

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 iodi...

Related Compounds

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