1-Cyclopentyl-4-methylbenzene

Base Information

• Chemical Name: 1-Cyclopentyl-4-methylbenzene
• CAS No.: 827-55-4
• Molecular Formula: C12H16
• Molecular Weight: 160.259
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID90443644
• Nikkaji Number: J2.311.866A
• Mol file: 827-55-4.mol

Synonyms:1-CYCLOPENTYL-4-METHYLBENZENE;827-55-4;p-tolylcyclopentane;4-Cyclopentyltoluene;DTXSID90443644;MFCD11111744;AKOS006307961;DS-7462;CS-0153063;C76649;A864352

Chemical Property of 1-Cyclopentyl-4-methylbenzene

Chemical Property:

• Boiling Point: 239 °C
• PSA: 0.00000
• Density: 0.947±0.06 g/cm3(Predicted)
• LogP: 3.65260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 160.125200510
• Heavy Atom Count: 12
• Complexity: 125

Purity/Quality:

99%, ^*data from raw suppliers

1-Cyclopentyl-4-methylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2CCCC2

Technology Process of 1-Cyclopentyl-4-methylbenzene

There total 18 articles about 1-Cyclopentyl-4-methylbenzene 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: 93.0%

para-chlorotoluene (106-43-4) + cyclopentane boronic acid (63076-51-7) → p-cyclopentyltoluene (827-55-4)

Guidance literature:

With C₁₆H₃₆N⁽¹⁺⁾*C₃₂H₂₅Cl₂Fe₂N₂O₃PdS^(1-); potassium carbonate; In water; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.02.102

Reference yield: 93.0%

para-bromotoluene (106-38-7) + cyclopentylzinc bromide lithium chloride → p-cyclopentyltoluene (827-55-4)

Guidance literature:

With 1-methyl-1H-imidazole; Pd-PEPPSI-IPr^An; In tetrahydrofuran; 1,4-dioxane; at 0 - 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jo400803s

Reference yield: 84.0%

cyclopentyl chloride (930-28-9) + para-methylphenylmagnesium bromide (4294-57-9) → p-cyclopentyltoluene (827-55-4)

Guidance literature:

cyclopentyl chloride; With [1,3-bis(3,5-di-tert-butyl-2-hydroxybenzyl)benzimidazolium][FeCl₄]; In diethyl ether; at 0 ℃; for 0.0333333h; Schlenk technique; Inert atmosphere;

para-methylphenylmagnesium bromide; In diethyl ether; at 0 - 30 ℃; for 2h; Temperature; Schlenk technique; Inert atmosphere;

DOI:10.1039/c3ob41376d

upstream raw materials:

Cyclopentyl bromide

para-bromotoluene

cyclopentene

toluene

Downstream raw materials:

p-cyclopentylbenzoic acid

p-Tolylcyclopentylhydroperoxid

(±)-2-(p-tolyl)cyclopentan-1-one

Refernces

• 1、 ?engül, Abdurrahman,Hanhan, Murat Emre. "Water Soluble Benzimidazole Containing Ionic Palladium(II) Complex for Rapid Microwave-Assisted Suzuki Reaction of Aryl Chlorides". . . Retrieved 2018/02/06.
• 2、 Duan, Zhengli,Li, Wu,Lei, Aiwen. "Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Alkyl Bromides: Et3N as the Terminal Reductant". supporting information. p. 4012 - 4015. Retrieved 2016/08/30.