Cyclopentyl(thiophen-2-yl)methanone

Base Information

• Chemical Name: Cyclopentyl(thiophen-2-yl)methanone
• CAS No.: 99186-05-7
• Molecular Formula: C₁₀H₁₂OS
• Molecular Weight: 180.271
• DSSTox Substance ID: DTXSID101305971
• Mol file: 99186-05-7.mol

Synonyms:cyclopentyl(thiophen-2-yl)methanone;99186-05-7;cyclopentyl(thien-2-yl)methanone;cyclopentyl 2-thienyl ketone;2-Thienyl cyclopentyl ketone;Cyclopentyl-2-thienylmethanone;SCHEMBL7005733;ZLEDQHMUUGXXTD-UHFFFAOYSA-N;DTXSID101305971;AKOS009347363;CS-0248380;EN300-39698;Z385420818

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

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 180.06088618
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

cyclopentyl(thiophen-2-yl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C1)C(=O)C2=CC=CS2

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

There total 8 articles about Cyclopentyl(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: 58.0%

C11H15BrO4S2 → cyclopentyl thien-2-yl ketone (99186-05-7)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 23 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201800102

Reference yield: 12.0%

2-thienyl lithium (2786-07-4) + N-[1-Cyclopentyl-1-morpholin-4-yl-meth-(Z)-ylidene]-4-methyl-benzenesulfonamide (96977-72-9) → cyclopentyl thien-2-yl ketone (99186-05-7) + N-[1-Cyclopentyl-1-thiophen-2-yl-meth-(Z)-ylidene]-4-methyl-benzenesulfonamide (115045-69-7)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1987-28159

Reference yield:

thiophene-2-carbonitrile (1003-31-2) + cyclopentylmagnesium bromide (33240-34-5) → cyclopentyl thien-2-yl ketone (99186-05-7)

Guidance literature:

thiophene-2-carbonitrile; cyclopentylmagnesium bromide; In diethyl ether; at 0 ℃; Inert atmosphere; Reflux;

With water; In diethyl ether; Acidic conditions;

DOI:10.1002/anie.200801173

upstream raw materials:

cyclopentanecarboxylic acid

2-thienyl lithium

N-[1-Cyclopentyl-1-morpholin-4-yl-meth-(Z)-ylidene]-4-methyl-benzenesulfonamide

thiophene-2-carbonitrile

Downstream raw materials:

cyclopentyl-[2]thienyl ketone-(2,4-dinitro-phenylhydrazone)

C₁₀H₁₁BrOS