3-(5-Chlorothiophen-2-yl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(5-Chlorothiophen-2-yl)-3-oxopropanenitrile
• CAS No.: 71683-01-7
• Molecular Formula: C7H4 Cl N O S
• Molecular Weight: 185.63
• Hs Code.: 2934999090
• European Community (EC) Number: 831-115-1
• DSSTox Substance ID: DTXSID70501812
• Wikidata: Q72459726
• Mol file: 71683-01-7.mol

Synonyms:3-(5-Chlorothiophen-2-yl)-3-oxopropanenitrile;71683-01-7;3-(5-CHLORO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE;2-(5-chlorothiophene-2-carbonyl)acetonitrile;SCHEMBL1426123;DTXSID70501812;WWPVLUBBUYIFPK-UHFFFAOYSA-N;WCA68301;MFCD07785835;AKOS011560687;AS-43795;5-chloro-beta-oxo-2-thiophenepropionitrile;CS-0141284;EN300-130760;J-510760;Z969204280

Chemical Property of 3-(5-Chlorothiophen-2-yl)-3-oxopropanenitrile

Chemical Property:

• PSA: 69.10000
• Density: 1.403
• LogP: 2.49788
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 184.9702126
• Heavy Atom Count: 11
• Complexity: 210

Purity/Quality:

97% ^*data from raw suppliers

3-(5-chlorothiophen-2-yl)-3-oxopropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)Cl)C(=O)CC#N

Technology Process of 3-(5-Chlorothiophen-2-yl)-3-oxopropanenitrile

There total 4 articles about 3-(5-Chlorothiophen-2-yl)-3-oxopropanenitrile 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:

methyl 5-chloro-2-thiophenecarboxylate (35475-03-7) + acetonitrile (75-05-8,26809-02-9) → 3-(5-chlorothiophen-2-yl)-3-oxopropanenitrile (71683-01-7)

Guidance literature:

With sodium methylate; In methanol; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2016.09.015

Reference yield:

5-Chlorothiophene-2-carboxylic acid (24065-33-6) → 3-(5-chlorothiophen-2-yl)-3-oxopropanenitrile (71683-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / Reflux

2: sodium methylate / methanol / Inert atmosphere; Reflux

With sulfuric acid; sodium methylate; In methanol; 2: |Claisen Condensation;

DOI:10.1016/j.bmc.2016.09.015

Reference yield:

2-acetyl-5-chlorothiophene (6310-09-4) → 3-(5-chlorothiophen-2-yl)-3-oxopropanenitrile (71683-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorine; tetrachloromethane

2: ethanol

With tetrachloromethane; ethanol; chlorine;

DOI:10.1021/jo01163a018

upstream raw materials:

2-chloro-1-(5-chlorothiophen-2-yl)ethan-1-one

potassium cyanide

2-acetyl-5-chlorothiophene

methyl 5-chloro-2-thiophenecarboxylate

Refernces