Cyclohexyl 3-thienyl ketone

Base Information

• Chemical Name: Cyclohexyl 3-thienyl ketone
• CAS No.: 36646-69-2
• Molecular Formula: C₁₁H₁₄OS
• Molecular Weight: 194.298
• DSSTox Substance ID: DTXSID70561996
• Nikkaji Number: J145.087E
• Wikidata: Q82445959
• Mol file: 36646-69-2.mol

Synonyms:CYCLOHEXYL 3-THIENYL KETONE;36646-69-2;Cyclohexyl(thiophen-3-yl)methanone;MFCD07699057;CYCLOHEXYL3-THIENYLKETONE;DTXSID70561996;AKOS010015936

Chemical Property of Cyclohexyl 3-thienyl ketone

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Boiling Point: 299.2±13.0 °C(Predicted)
• Density: 1.123±0.06 g/cm3(Predicted)
• 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:

97% ^*data from raw suppliers

Cyclohexyl3-thienylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Cyclohexyl 3-thienyl ketone

There total 2 articles about Cyclohexyl 3-thienyl ketone 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: 82.0%

Thien-3-ylboronic acid (6165-69-1) + 1-Iodooctane (629-27-6) + carbon monoxide (201230-82-2) → cyclohexyl-(3-thienyl)methanone (36646-69-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In water; benzene; at 20 ℃; for 16h; under 34202.3 Torr; Autoclave; Irradiation;

DOI:10.1021/ol401363t

Reference yield: 30.0%

3-thiophene carboxaldehyde (498-62-4) + cyclohexene (110-83-8) → cyclohexyl-(3-thienyl)methanone (36646-69-2)

Guidance literature:

With carbon monoxide; dodecacarbonyl-triangulo-triruthenium; at 200 ℃; for 48h; under 14710.2 Torr;

DOI:10.1021/jo00291a035

Reference yield:

cyclohexyl-(3-thienyl)methanone (36646-69-2) → (-)-cyclohexyl(3-thienyl)methanol + (+)-cyclohexyl(3-thienyl)methanol

Guidance literature:

With phenylsilane; copper(II) acetate monohydrate; (S)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine; In toluene; at -50 ℃; for 72h; Overall yield = 97 %; enantioselective reaction;

DOI:10.1039/c2ob27040d

upstream raw materials:

3-thiophene carboxaldehyde

cyclohexene

Thien-3-ylboronic acid

1-Iodooctane

Refernces

• 1、 Kondo, Teruyuki,Akazome, Motohiro,Tsuji, Yasushi,Watanabe, Yoshihisa. "Ruthenium Complex Catalyzed Intermolecular Hydroacylation and Transhydroformylation of Olefins with Aldehydes". . p. 1286 - 1291. Retrieved 2007/10/02.