Bromocyclopentane

Base Information

• Chemical Name: Bromocyclopentane
• CAS No.: 137-43-9
• Molecular Formula: C5H9Br
• Molecular Weight: 149.03
• Hs Code.: 2903.30
• European Community (EC) Number: 205-294-6
• NSC Number: 1110
• UNII: QP65Z83BNY
• DSSTox Substance ID: DTXSID9059670
• Nikkaji Number: J132.737B
• Wikipedia: Bromocyclopentane
• Wikidata: Q15634264
• Mol file: 137-43-9.mol

Synonyms:Bromocyclopentane;CYCLOPENTYL BROMIDE;137-43-9;Cyclopentane, bromo-;cyclopentylbromide;bromo-cyclopentane;1-bromocyclopentane;QP65Z83BNY;NSC 1110;NSC-1110;EINECS 205-294-6;AI3-23448;EC 205-294-6;MFCD00001359;bromocyclopentan;cylopentylbromide;bromo cyclopentane;NSC1110;cyclopentyl-bromide;4-bromocyclopentane;1-bromo-cyclopentane;UNII-QP65Z83BNY;Bromocyclopentane, >=98%;SCHEMBL70317;1-Cyclopentyl-1-propylhydrazine;DTXSID9059670;STR00677;AKOS000121495;AM20080273;B1006;FT-0600015;FT-0699542;EN300-16489;J-007022;J-520181;J-802182;J-803003;Q15634264;F2190-0180

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Chemical Property of Bromocyclopentane

Chemical Property:

• Appearance/Colour: colorless to yellow liquid
• Vapor Pressure: 9.73mmHg at 25°C
• Melting Point: 137-139ºC
• Refractive Index: 1.4885
• Boiling Point: 135 °C at 760 mmHg
• Flash Point: 35 °C
• PSA: 0.00000
• Density: 1.445 g/cm³
• LogP: 2.32390
• Storage Temp.: Store at R.T.
• Water Solubility.: Immiscible with water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 147.98876
• Heavy Atom Count: 6
• Complexity: 37.2

Purity/Quality:

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 23-24/25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C1)Br
• 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.

Technology Process of Bromocyclopentane

There total 20 articles about Bromocyclopentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Cyclopentane (287-92-3) → Cyclopentyl bromide (137-43-9)

Guidance literature:

With bromine; aluminium trichloride; Acetyl bromide; In pentane; at 0 ℃; for 1.83333h;

DOI:10.1007/BF00957779

Reference yield: 82.0%

Cyclopentanol (96-41-3) → Cyclopentyl bromide (137-43-9)

Guidance literature:

With t-butyl bromide; n-pentylmethylimidazolium bromide; for 2h; sonication;

DOI:10.1002/ejoc.200400597

Reference yield: 52.0%

Cyclopentane (287-92-3) → Cyclopentyl bromide (137-43-9) + Cyclopentanol (96-41-3)

Guidance literature:

With [Fe^IV(1,1-di(pyridin-2-yl)-N,N-bis(quinolin-2-ylmethyl)methanamine)(O)]²⁺; [Fe^II(1,1-di(pyridin-2-yl)-N,N-bis(quinolin-2-ylmethyl)methanamine)(Br)]Br; In acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere; Glovebox;

DOI:10.1039/C8SC02053A

upstream raw materials:

Cyclopentanol

cyclobutanemethanol

Bromotrichloromethane

bicyclo[2.1.0]pentane

Downstream raw materials:

tert-butyl-cyclopentyl sulfide

N-cyclopentylaniline

1-(4-cyclopentyloxy-phenyl)-ethanone

cyclopentylbenzene

Refernces

• 1、 Olah, George A.,Wu, An-hsiang,Farooq, Omar. "Ionic Chlorination (Bromination) of Alkanes and Cycloalkanes with Methylene Chloride (Bromide)/Antimony Pentafluoride". . p. 1463 - 1465. Retrieved 1989.
• 2、 Liu, Shouxin,Zhang, Qi,Tian, Xia,Fan, Shiming,Huang, Jing,Whiting, Andrew. "Highly selective halogenation of unactivated C(sp3)-H with NaX under co-catalysis of visible light and Ag@AgX". . p. 4729 - 4737. Retrieved 2018/10/23.
• 3、 Zhao, Mengdi,Lu, Wenjun. "Catalytic Bromination of Alkyl sp3C-H Bonds with KBr/Air under Visible Light". supporting information. p. 5264 - 5267. Retrieved 2018/09/12.