4H-Cyclohepta[b]thiophen-4-one

Base Information

• Chemical Name: 4H-Cyclohepta[b]thiophen-4-one
• CAS No.: 50683-15-3
• Molecular Formula: C9H6OS
• Molecular Weight: 162.20800
• DSSTox Substance ID: DTXSID20492640
• Nikkaji Number: J10.234B
• Mol file: 50683-15-3.mol

Synonyms:4H-Cyclohepta[b]thiophen-4-one;50683-15-3;DTXSID20492640;MWWHYPORGYMFIP-UHFFFAOYSA-N;cyclohepta[3,4-b]thiophen-4-one

Chemical Property of 4H-Cyclohepta[b]thiophen-4-one

Chemical Property:

• PSA: 45.31000
• LogP: 2.26150
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.01393598
• Heavy Atom Count: 11
• Complexity: 230

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CS2)C(=O)C=C1

Technology Process of 4H-Cyclohepta[b]thiophen-4-one

There total 6 articles about 4H-Cyclohepta[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:

glutaric anhydride, (108-55-4) → cyclohepta[b]thiophen-4-one (50683-15-3)

Guidance literature:

Multi-step reaction with 5 steps

1: aluminum (III) chloride / dichloromethane

2: hydrazine; potassium hydroxide

3: polyphosphoric acid

4: phenyltrimethylammonium tribromide / tetrahydrofuran

5: lithium chloride / N,N-dimethyl-formamide / Reflux

With aluminum (III) chloride; phenyltrimethylammonium tribromide; lithium chloride; potassium hydroxide; hydrazine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/10286020.2013.805749

Reference yield:

5-oxo-5-thiophen-2-yl-pentanoic acid (22971-62-6) → cyclohepta[b]thiophen-4-one (50683-15-3)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrazine; potassium hydroxide

2: polyphosphoric acid

3: phenyltrimethylammonium tribromide / tetrahydrofuran

4: lithium chloride / N,N-dimethyl-formamide / Reflux

With phenyltrimethylammonium tribromide; lithium chloride; potassium hydroxide; hydrazine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/10286020.2013.805749

Reference yield:

5-(2-thienyl)pentanoic acid (21010-06-0) → cyclohepta[b]thiophen-4-one (50683-15-3)

Guidance literature:

Multi-step reaction with 3 steps

1: polyphosphoric acid

2: phenyltrimethylammonium tribromide / tetrahydrofuran

3: lithium chloride / N,N-dimethyl-formamide / Reflux

With phenyltrimethylammonium tribromide; lithium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1080/10286020.2013.805749

upstream raw materials:

glutaric anhydride,

5-oxo-5-thiophen-2-yl-pentanoic acid

5-(2-thienyl)pentanoic acid

5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-4-one

Refernces

• 1、 Kang, Zhi-Yun,Zhang, Qing-Jian,Chen, Ruo-Yun,Zhang, Pei-Cheng,Yu, De-Quan. "The total synthesis of hypodematine". . p. 840 - 848. Retrieved 2013/09/23.