ChemicalBook > CAS DataBase List > Bromocyclopentane

Bromocyclopentane

Product Name
Bromocyclopentane
CAS No.
137-43-9
Chemical Name
Bromocyclopentane
Synonyms
CYCLOPENTYL BROMIDE;Bromocylopentane;bromo-cyclopentan;BROMOCYCLOPENTANE;AKOS BBS-00004279;1-Bromocyclopentane;Cyclopentane,bromo-;Bromopentyl bromide;Cyclopentane Bromide;Bromocyclopentane>
CBNumber
CB8853084
Molecular Formula
C5H9Br
Formula Weight
149.03
MOL File
137-43-9.mol
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Bromocyclopentane Property

Boiling point:
137-139 °C (lit.)
Density 
1.39 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.4881(lit.)
Flash point:
95 °F
storage temp. 
Store at R.T.
solubility 
Chloroform, Ethyl Acetate (Slightly)
form 
Liquid
Specific Gravity
1.39
color 
Clear yellow to light brown
Water Solubility 
Immiscible with water.
BRN 
1209256
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents, strong bases.
InChIKey
BRTFVKHPEHKBQF-UHFFFAOYSA-N
LogP
2.745 (est)
CAS DataBase Reference
137-43-9(CAS DataBase Reference)
NIST Chemistry Reference
Cyclopentane, bromo-(137-43-9)
EPA Substance Registry System
Cyclopentane, bromo- (137-43-9)
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Safety

Risk Statements 
10
Safety Statements 
23-24/25-16
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
F 
8
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29035990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable 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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C115207
Product name
Bromocyclopentane
Purity
≥98%
Packaging
25g
Price
$49.7
Updated
2024/03/01
Sigma-Aldrich
Product number
C115207
Product name
Bromocyclopentane
Purity
≥98%
Packaging
100g
Price
$55.9
Updated
2024/03/01
TCI Chemical
Product number
B1006
Product name
Bromocyclopentane
Purity
>98.0%(GC)
Packaging
25g
Price
$43
Updated
2024/03/01
TCI Chemical
Product number
B1006
Product name
Bromocyclopentane
Purity
>98.0%(GC)
Packaging
100g
Price
$107
Updated
2024/03/01
Alfa Aesar
Product number
A15455
Product name
Bromocyclopentane, 98+%
Packaging
100g
Price
$44.65
Updated
2024/03/01
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Bromocyclopentane Chemical Properties,Usage,Production

Chemical Properties

Bromocyclopentane is a colorless to light yellow liquid at standard temperature and pressure.It has an aroma similar to camphor. It turns brown after a long time. Soluble in ethanol, ether, insoluble in water. Halocyclopentanes can be prepared by reacting the corresponding alcohols with thionyl halides, phosphorus trihalides or hydrohalic acids.

Uses

Bromocyclopentane is a precursor used in the preparation of cyclopentene and cyclopentanol. It is a fatty bromide, which is used as a solvent. It is used as an intermediate for the preparation of surfactant and pharmaceuticals and other organic compounds. It is also used in the production of the medicine cyclopentathiazide.

Preparation

Bromocyclopentane is synthesized by bromination of cyclopentanol: cyclopentanol is mixed with hydrobromic acid and heated to about 170°C refluxed for 6-8h. Then distilled with water steam, the oil layer is washed with 5% sodium carbonate, then dried, filtered, fractionated and collected 136-139°C fraction is the finished product. Another method is by the reaction of cyclopentanol and phosphorus tribromide: the cyclopentanol is cooled to 0 ℃, add the newly evaporated phosphorus tribromide drop by drop, add it all at 0-5 ℃, stir for 2h, and leave it at room temperature overnight. Add water and stratify, take the oil layer water distillation. Distillate stratification, the oil layer was washed with 10% sodium bicarbonate solution, dried with anhydrous calcium chloride, filtration, filtrate distillation, collect 134-141 ℃ fraction that is bromocyclopentane.

Reactions

Bromocyclopentane is reacted with magnesium turnings in dry tetrahydrofuran making cyclopentyl Grignard reagent, a main precursor in the synthesis of Ketamine.
Bromocyclopentane (22.0 g, 0.15 mol) was added to a soln of NaNO2 (18 g, 0.26 mol) in dry DMSO (100 mL) at 15°C and the mixture was stirred at this temperature for 3 h. The mixture was poured into ice water (250 mL) and extracted with petroleum ether (bp 35-37°C; 4 × 50 mL). The combined organic extracts were washed with H2O (4× 50 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was distilled to give Nitrocyclopentane; yield: 9.9 g (58%); bp 62°C/8 Torr; nD/20 1.4538.

Synthesis of Nitrocyclopentane

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 1463, 1989 DOI: 10.1021/jo00267a047

Bromocyclopentane Preparation Products And Raw materials

Raw materials

Cyclopentanol Cyclopentane Cyclopentanone

Preparation Products

3-CYCLOPENTYLOXY-4-METHOXYBENZALDEHYDE Quinestrol Cyclopentanemalonic acid Diethyl cyclopentylmalonate CYCLOPENTYLACETIC ACID
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View Lastest Price from Bromocyclopentane manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Bromocyclopentane 137-43-9
Price
US $9.00/KG
Min. Order
1KG
Purity
99.%
Supply Ability
10 ton
Release date
2024-08-08
Hebei Weibang Biotechnology Co., Ltd
Product
Bromocyclopentane 137-43-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2021-08-17
Henan Fengda Chemical Co., Ltd
Product
Bromocyclopentane 137-43-9
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-25

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