Cyclohexyl(thiophen-2-yl)methanone

Base Information

• Chemical Name: Cyclohexyl(thiophen-2-yl)methanone
• CAS No.: 79852-25-8
• Molecular Formula: C11H14OS
• Molecular Weight: 194.298
• NSC Number: 71459
• DSSTox Substance ID: DTXSID00290848
• Nikkaji Number: J283.910E
• Wikidata: Q82028645
• Mol file: 79852-25-8.mol

Synonyms:cyclohexyl(thiophen-2-yl)methanone;79852-25-8;NSC71459;Maybridge3_000967;NCIOpen2_000336;SCHEMBL9777027;DTXSID00290848;HMS1433L21;NSC-71459;IDI1_012354

Chemical Property of Cyclohexyl(thiophen-2-yl)methanone

Chemical Property:

• Vapor Pressure: 0.000432mmHg at 25°C
• Boiling Point: 315.6°Cat760mmHg
• Flash Point: 144.7°C
• Density: 1.123g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.07653624
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)C2=CC=CS2

Technology Process of Cyclohexyl(thiophen-2-yl)methanone

There total 11 articles about Cyclohexyl(thiophen-2-yl)methanone 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: 91.0%

tri-(2-thienyl)-stibine (108565-42-0) + cyclohexanylcarbonyl chloride (2719-27-9) → cyclohexyl(thiophen-2-yl)methanone (79852-25-8)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.3987/COM-15-13227

Reference yield: 84.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + cyclohexanylcarbonyl chloride (2719-27-9) → cyclohexyl(thiophen-2-yl)methanone (79852-25-8)

Guidance literature:

With tin(IV) chloride; In benzene; at 30 ℃; for 3h;

DOI:10.1055/s-2003-36806

Reference yield: 81.0%

C15H10N2O4S2 (1228460-47-6) + cyclohexylmagnesiumchloride (931-51-1) → cyclohexyl(thiophen-2-yl)methanone (79852-25-8)

Guidance literature:

In tetrahydrofuran; at -15 - 20 ℃; for 0.5h;

DOI:10.5012/bkcs.2010.31.03.749

upstream raw materials:

thiophene

cyclohexanylcarbonyl chloride

Cyclohexanecarboxylic acid

thiophene-2-carbaldehyde

Downstream raw materials:

5-cyclohexylmethyl-thiophene-2-carbaldehyde

(2-Benzyl-2,5-dihydro-thiophen-2-yl)-cyclohexyl-methanone

2-(cyclohexylmethyl)thiophene

cyclohexyl-[2]thienyl ketone semicarbazone

Refernces

• 1、 Amani, Javad,Molander, Gary A.. "Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis". . p. 1856 - 1863. Retrieved 2017/02/10.
• 2、 Kakusawa, Naoki,Nakagawa, Yoshie,Toshima, Yutarou,Yasuike, Shuji,Kurita, Jyoji. "Preparation of acylthiophenes by iron(III) chloride catalyzed reactions of tris(2-thienyl)stibanes with acyl chlorides". . p. 1170 - 1175. Retrieved 2015/07/15.