2-Chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one

Base Information

• Chemical Name: 2-Chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one
• CAS No.: 69300-48-7
• Molecular Formula: C7H5ClOS
• Molecular Weight: 172.632
• Hs Code.: 2934999090
• European Community (EC) Number: 866-441-3
• DSSTox Substance ID: DTXSID501223894
• Mol file: 69300-48-7.mol

Synonyms:2-Chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one;69300-48-7;2-chloro-4H,5H,6H-cyclopenta[b]thiophen-4-one;2-chloro-5,6-dihydrocyclopenta[b]thiophen-4-one;DTXSID501223894;AKOS016028879;EN300-110121;Z1430955875

Chemical Property of 2-Chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one

Chemical Property:

• PSA: 45.31000
• LogP: 2.53040
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.9749636
• Heavy Atom Count: 10
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-4H,5H,6H-cyclopenta[b]thiophen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1SC(=C2)Cl

Technology Process of 2-Chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one

There total 3 articles about 2-Chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one 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: 9.0%

2-thienyl chloride (96-43-5) + acrylic acid (79-10-7) → 2-chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one (69300-48-7) + 1,3-Bis-(5-chloro-thiophen-2-yl)-propan-1-one

Guidance literature:

With PPA; In dichloromethane; at 60 ℃; for 1h;

DOI:10.1007/PL00013496

Reference yield:

C8H4ClF3O3S2 → 2-chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one (69300-48-7)

Guidance literature:

With sodium carbonate; In 1,1-dichloroethane;

DOI:10.1021/ml200029w

Reference yield:

2-thienyl chloride (96-43-5) + Trifluoro-methanesulfonatedimethyl-(1-trifluoromethanesulfonyloxy-allylidene)-ammonium; → 2-chloro-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one (69300-48-7) + 1,3-Bis-(5-chloro-thiophen-2-yl)-propan-1-one

Guidance literature:

With potassium carbonate; Yield given. Multistep reaction. Yields of byproduct given; 1.) C₂H₄Cl₂, reflux, 6 h, 2.) C₂H₄Cl₂, Et₂O, 1 h;

DOI:10.1055/s-1997-1207

upstream raw materials:

2-thienyl chloride

acrylic acid

Downstream raw materials:

3-Amino-2-phenoxy-5,6-dihydro-cyclopenta[b]thiophen-4-one

3-Nitro-2-phenoxy-5,6-dihydro-cyclopenta[b]thiophen-4-one