3-Cyclohexylthiophene

Base Information

• Chemical Name: 3-Cyclohexylthiophene
• CAS No.: 120659-34-9
• Molecular Formula: C10H14S
• Molecular Weight: 166.287
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30364026
• Nikkaji Number: J1.276.268B
• Wikidata: Q82147796
• Mol file: 120659-34-9.mol

Synonyms:3-cyclohexylthiophene;120659-34-9;MFCD02260242;AC-4931;SCHEMBL146605;DTXSID30364026;VEA65934;AKOS006276907;BS-44147;C3400;CS-0329328;T70140;120659-35-0

Chemical Property of 3-Cyclohexylthiophene

Chemical Property:

• Vapor Pressure: 0.0397mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 247.743 °C at 760 mmHg
• Flash Point: 74.664 °C
• PSA: 28.24000
• Density: 1.038 g/cm³
• LogP: 3.79580
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.08162162
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

3-Cyclohexylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CSC=C2
• Uses: 3-Cyclohexylthiophene is used as a reagent in the synthesis of functionalized thiophene copolymers with electron donor and acceptor substituents.

Technology Process of 3-Cyclohexylthiophene

There total 6 articles about 3-Cyclohexylthiophene 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: 95.0%

3-Bromothiophene (872-31-1) + cyclohexylzinc(II) bromide (7565-57-3) → 3-cyclohexylthiophene (120659-34-9)

Guidance literature:

In N,N-dimethyl acetamide; at 80 ℃; for 12h;

Reference yield: 77.0%

1-bromocyclohexane (108-85-0) → 3,3'-bithiophene (3172-56-3) + 3-cyclohexylthiophene (120659-34-9)

Guidance literature:

1-bromocyclohexane; [Fe(C₂H₄)4][Li(tmeda)]2; In tetrahydrofuran; at -20 ℃;

3-thiophene magnesium halide; In tetrahydrofuran; diethyl ether; at -20 ℃; Further stages.;

DOI:10.1021/ja801466t

Reference yield: 65.0%

3-Bromothiophene (872-31-1) + cyclohexylmagnesium bromide (931-50-0) → 3-cyclohexylthiophene (120659-34-9)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II);

DOI:10.1016/S0040-4020(02)01398-4

upstream raw materials:

3-Bromothiophene

cyclohexylmagnesium bromide

1-bromocyclohexane

Thien-3-ylboronic acid

Downstream raw materials:

2-bromo-3-cyclohexylthiophene

(3-cyclohexyl-2-thienyl)(phenyl)iodonium tosylate

4-cyclohexylthiophene-2-carbaldehyde

Refernces

• 1、 Zhang, Fengyu,Wang, Ran,Wang, Yajun,Zhang, Xiaomin,Liu, Bo. "Targeted and selective HOMO energy control by fine regulation of molecular planarity and its effect on the interfacial charge transfer process in dye-sensitized solar cells". . p. 6256 - 6264. Retrieved 2019.
• 2、 Zhao, Xin,Li, Runfeng,Zhou, Yang,Xiao, Mengjie,Ma, Chunlong,Yang, Zhongjin,Zeng, Shaogao,Du, Qiuling,Yang, Chunguang,Jiang, Haiming,Hu, Yanmei,Wang, Kefeng,Mok, Chris Ka Pun,Sun, Ping,Dong, Jianghong,Cui, Wei,Wang, Jun,Tu, Yaoquan,Yang, Zifeng,Hu, Wenhui. "Discovery of Highly Potent Pinanamine-Based Inhibitors against Amantadine- and Oseltamivir-Resistant Influenza A Viruses". . p. 5187 - 5198. Retrieved 2018/06/04.
• 3、 Cannon, Robert J.,Curto, Nicole L.,Esposito, Cynthia M.,Payne, Richard K.,Janczuk, Adam J.,Agyemang, David O.,Cai, Tingwei,Tang, Xiao-Qing,Chen, Michael Z.. "The Discovery of Citral-Like Thiophenes in Fried Chicken". . p. 5690 - 5699. Retrieved 2017/07/24.