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C117307

Sigma-Aldrich

Bromocyclopropane

99%

Synonym(s):

Cyclopropyl bromide

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About This Item

Empirical Formula (Hill Notation):
C3H5Br
CAS Number:
4333-56-6
Molecular Weight:
120.98
Beilstein:
1900287
EC Number:
224-375-7
MDL number:
MFCD00001271
UNSPSC Code:
12352100
PubChem Substance ID:
24892372
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

69 °C (lit.)

density

1.51 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrC1CC1

InChI

1S/C3H5Br/c4-3-1-2-3/h3H,1-2H2

InChI key

LKXYJYDRLBPHRS-UHFFFAOYSA-N

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General description

Bromocyclopropane acts as a key intermediate in organic synthesis and a building block for constructing diverse chemical structures in drug development.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

21.2 °F - closed cup

Flash Point(C)

-6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mechanism-Driven Elaboration of an Enantioselective Bromocyclopropanation Reaction of Allylic Alcohols
S Taillemaud, et al.
Angewandte Chemie (International Edition in English), 127, 14314-14318 (2015)
John R Hornick et al.
Journal of experimental & clinical cancer research : CR, 31, 41-41 (2012-05-04)
Sigma-2 receptor ligands have been studied for treatment of pancreatic cancer because they are preferentially internalized by proliferating cells and induce apoptosis. This mechanism of apoptosis is poorly understood, with varying reports of caspase-3 dependence. We evaluated multiple sigma-2 receptor
Carmen Abate et al.
Journal of medicinal chemistry, 57(8), 3314-3323 (2014-04-05)
Despite the promising potentials of σ2 receptors in cancer therapy and diagnosis, there are still ambiguities related to the nature and physiological role of the σ2 protein. With the aim of providing potent and reliable tools to be used in
Carmen Abate et al.
ChemMedChem, 5(2), 268-273 (2010-01-16)
Sigma-2 (sigma(2)) binding sites are an emerging target for anti-neoplastic agents due to the strong apoptotic effect exhibited by sigma(2) agonists in vitro and the overexpression of these sites in tumor cells. Nonetheless, no sigma(2) receptor protein has been identified.
Mauro Niso et al.
ChemMedChem, 8(12), 2026-2035 (2013-10-10)
With the aim of contributing to the development of novel antitumor agents, high-affinity σ2 receptor agonists were developed, with 6,7-dimethoxy-2-[4-[1-(4-fluorophenyl)-1H-indol-3-yl]butyl]-1,2,3,4-tetrahydroisoquinoline (15) and 9-[4-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]-9H-carbazole (25) showing exceptional selectivity for the σ2 subtype. Most of the compounds displayed notable antiproliferative activity in
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