ChemicalBook > CAS DataBase List > Cyclopropyl bromide

Cyclopropyl bromide

Product Name
Cyclopropyl bromide
CAS No.
4333-56-6
Chemical Name
Cyclopropyl bromide
Synonyms
BROMOCYCLOPROPANE;Cyclopropyl;BromocycL;NSC 89692;bromo-cyclopropan;1-Bromocyclopropane;CYCLOPROPYL BROMIDE;Cyclopropyl bromine;Cyclopropane, bromo-;Bromocyclopropane>
CBNumber
CB8421267
Molecular Formula
C3H5Br
Formula Weight
120.98
MOL File
4333-56-6.mol
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Cyclopropyl bromide Property

Boiling point:
69 °C (lit.)
Density 
1.51 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.458(lit.)
Flash point:
20 °F
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Liquid
Specific Gravity
1.510
color 
Clear colorless
Water Solubility 
immiscible
BRN 
1900287
CAS DataBase Reference
4333-56-6(CAS DataBase Reference)
NIST Chemistry Reference
Cyclopropyl bromide(4333-56-6)
EPA Substance Registry System
Cyclopropane, bromo- (4333-56-6)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
16-26-36-37/39
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
F 
8-19
Hazard Note 
Irritant
TSCA 
T
HazardClass 
3
PackingGroup 
II
HS Code 
29035990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C117307
Product name
Bromocyclopropane
Purity
99%
Packaging
5g
Price
$79.9
Updated
2024/03/01
Sigma-Aldrich
Product number
C117307
Product name
Bromocyclopropane
Purity
99%
Packaging
25g
Price
$170
Updated
2024/03/01
TCI Chemical
Product number
C1067
Product name
Bromocyclopropane
Purity
>98.0%(GC)
Packaging
5g
Price
$50
Updated
2024/03/01
TCI Chemical
Product number
C1067
Product name
Bromocyclopropane
Purity
>98.0%(GC)
Packaging
25g
Price
$145
Updated
2024/03/01
Alfa Aesar
Product number
A14996
Product name
Bromocyclopropane, 99%
Packaging
10g
Price
$60.65
Updated
2024/03/01
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Cyclopropyl bromide Chemical Properties,Usage,Production

Description

Cyclopropyl bromide is also named as Bromocyclopropane. It is used in organic synthesis, for instance, for the formation of a Grignard Reagent, cyclopropyllithium. It is also used as an intermediate in the manufacture of pharmaceutical and agrochemical products.

Chemical Properties

Light yellow to clear colourless liquid, boiling point 67-69°C, refractive index (nD20) 1.4605, density (d420) 1.5120, flash point -6°C.

Uses

Bromocyclopropane is primarily used an intermediate in the manufacture of pharmaceutical and agrochemical products. It is also used in the production of cyclopropyl boric acid. It is used as an intermediate in organic synethesis.

Preparation

Bromocyclopropane has been prepared by the Hunsdiecker reaction by adding silver cyclopropanecarboxylate to bromine in dichlorodifluoromethane at ?29° (53% yield) or in tetrachloroethane at ?20° to ?25° (15–20% yield). Decomposition of the peroxide of cyclopropanecarboxylic acid in the presence of carbon tetrabromide gave bromocyclopropane in 43% yield. An attempt to prepare the bromide via the von Braun reaction was unsuccessful. Ten percent yields are reported for the photobromination of cyclopropane and the photochemical rearrangement of allyl bromide. Treatment of 1,1,3-tribromopropane with methyllithium prepared from methyl bromide furnishes a 60–65% yield of bromocyclopropane.

Application

Bromocyclopropane have anti-angiogenic effects that inhibits the growth of new blood vessels by interfering with the production of prostaglandins and nitric oxide, which are important for the formation of new blood vessels. Bromocyclopropane binds to cyclopropyl and hydrochloric acid, forming a hydrogen bond. It also forms a hydrogen bond with fatty acids and an a-type hydroxyl group.

References

Science of Synthesis: Houben-Weyl Methods of Molecular Transformation Vol. 7: Compounds of Group 13 and 2 (Al, Ga, In, Tl, Be…Ba), 2007, ISBN: 9783131484819
D. Seyferth, H. M. Cohen, The Stability of Cyclopropyllithium in diethyl ether and in tetrahydrofuran, Journal of Organometallic Chemistry, 1963, vol. 1, pp. 15-21
“Formal Nucleophilic Substitution of Bromocyclopropanes with Azoles”, Ryabchuk, P.; Rubina, M.; Xu, J.; Rubin, M. Org. Lett. 2012, 14, 1752.
“Formal Substitution of Bromocyclopropanes with Nitrogen Nucleophiles”, Banning, J. E.; Gentillon, J.; Ryabchuk, P. G.; Prosser, A. R.; Rogers, A.; Edwards, A.; Holtzen, A.; Babkov, I.; Rubina, M.; Rubin, M. J. Org. Chem., 2013, 78, 7601.

Cyclopropyl bromide Preparation Products And Raw materials

Raw materials

Preparation Products

Cyclopropanecarboxaldehyde CYCLOPENTYLACETIC ACID
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Cyclopropyl bromide Suppliers

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View Lastest Price from Cyclopropyl bromide manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
Cyclopropyl bromide 4333-56-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2024-10-22
Hebei Yanxi Chemical Co., Ltd.
Product
Cyclopropyl bromide 4333-56-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100tons
Release date
2023-09-27
Hebei Chuanghai Biotechnology Co,.LTD
Product
Cyclopropyl bromide 4333-56-6
Price
US $200.60/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000kg
Release date
2024-08-21

4333-56-6, Cyclopropyl bromideRelated Search:

Propionyl bromide Bromobenzene Bromocyclopentane 2-Bromo-2-methylpropane Hexabromocyclododecane Ethidium bromide Allyl bromide Benzyl bromide Ciprofloxacin 1-Bromododecane Profenofos Rocuronium bromide Cyclopropane Sodium bromate 1-Bromobutane Cyclopropanecarboxylic acid 3-Bromopropyne 2-Ethylhexyl bromide

  • bromo-cyclopropan
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  • BroMocyclopropane, 98.5%
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  • Brominated cyclopropane
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  • Cyclopropyl Bromide / Bromo cyclopropane
  • 4333-56-6
  • C3H5Br
  • HALOGEN
  • Simple 3-Membered Ring Compounds
  • Cyclopropanes
  • Building Blocks
  • Alkyl
  • Organic Building Blocks
  • Halogenated Hydrocarbons
  • Pyridines
  • Alkyl
  • Building Blocks
  • Chemical Synthesis
  • Halogenated Hydrocarbons
  • Organic Building Blocks
  • Miscellaneous Reagents
  • Pharmaceutical Intermediates
  • Cyclopropanes
  • Simple 3-Membered Ring Compounds
  • 4333-56-6