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Bromocyclopentane

CAS No.
137-43-9
Chemical Name:
Bromocyclopentane
Synonyms
CYCLOPENTYL BROMIDE;Bromocylopentane;bromo-cyclopentan;BROMOCYCLOPENTANE;AKOS BBS-00004279;1-Bromocyclopentane;Cyclopentane,bromo-;Cyclopentane Bromide;Bromocyclopentane>1-BROMOPENTAMETHYLENE
CBNumber:
CB8853084
Molecular Formula:
C5H9Br
Molecular Weight:
149.03
MDL Number:
MFCD00001359
MOL File:
137-43-9.mol
MSDS File:
SDS
Last updated:2023-12-25 17:47:29

Bromocyclopentane Properties

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)
FDA UNII QP65Z83BNY
NIST Chemistry Reference Cyclopentane, bromo-(137-43-9)
EPA Substance Registry System Cyclopentane, bromo- (137-43-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P403+P235-P501-P241-P280a-P501a
Risk Statements  10
Safety Statements  23-24/25-16
RIDADR  UN 1993 3/PG 3
WGK Germany  3
8
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29035990
NFPA 704
2
1 0

Bromocyclopentane price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C115207 Bromocyclopentane ≥98% 137-43-9 25g $49.7 2024-03-01 Buy
Sigma-Aldrich C115207 Bromocyclopentane ≥98% 137-43-9 100g $55.9 2024-03-01 Buy
TCI Chemical B1006 Bromocyclopentane >98.0%(GC) 137-43-9 25g $43 2024-03-01 Buy
TCI Chemical B1006 Bromocyclopentane >98.0%(GC) 137-43-9 100g $107 2024-03-01 Buy
Alfa Aesar A15455 Bromocyclopentane, 98+% 137-43-9 100g $44.65 2024-03-01 Buy
Product number Packaging Price Buy
C115207 25g $49.7 Buy
C115207 100g $55.9 Buy
B1006 25g $43 Buy
B1006 100g $107 Buy
A15455 100g $44.65 Buy

Bromocyclopentane Chemical Properties,Uses,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 of Nitrocyclopentane

Synthesis Reference(s)

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

287-92-3
137-43-9
Synthesis of Bromocyclopentane from Cyclopentane
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View Lastest Price from Bromocyclopentane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bromocyclopentane pictures 2023-12-26 Bromocyclopentane
137-43-9
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Bromocyclopentane pictures 2023-09-15 Bromocyclopentane
137-43-9
US $0.00 / kg 1kg 99% 20tons Lihe Pharm Technology(Wuhan)Co.,Ltd
Bromocyclopentane pictures 2023-08-16 Bromocyclopentane
137-43-9
US $1.00 / kg 1kg >99% 200000T Weijer International Trade (Hebei) Co., Ltd
  • Bromocyclopentane pictures
  • Bromocyclopentane
    137-43-9
  • US $1.00 / kg
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  • Weijer International Trade (Hebei) Co., Ltd
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