2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile

Base Information

• Chemical Name: 2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile
• CAS No.: 23799-60-2
• Molecular Formula: C₁₀H₆ClNS
• Molecular Weight: 207.683
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50381578
• Wikidata: Q82172475
• ChEMBL ID: CHEMBL3358212
• Mol file: 23799-60-2.mol

Synonyms:23799-60-2;2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile;2-(5-chloro-1-benzothiophen-3-yl)acetonitrile;5-CHLOROTHIANAPHTHENE-3-ACETONITRILE;CHEMBL3358212;5-CHLOROBENZO[B]THIOPHENE-3-ACETONITRILE;Benzo[b]thiophene-3-acetonitrile,5-chloro-;SCHEMBL2947128;DTXSID50381578;Benzoic acid, 2,3,6-tribromo-;STR06146;BDBM50037883;MFCD00052508;AKOS024015244;(5-chloro-1-benzothien-3-yl)acetonitrile;5-Chlorobenzo [b] thiophene-3-acetonitrile;(5-Chloro-1-benzothiophen-3-yl)acetonitrile;CS-0336286;FT-0620311;2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile, AldrichCPR

Chemical Property of 2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile

Chemical Property:

• Vapor Pressure: 8.89E-06mmHg at 25°C
• Melting Point: 133 °C
• Refractive Index: 1.675
• Boiling Point: 373.5 °C at 760 mmHg
• Flash Point: 179.7 °C
• PSA: 52.03000
• Density: 1.373 g/cm³
• LogP: 3.62078
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 206.9909481
• Heavy Atom Count: 13
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn:Harmful
• Statements: 22-36/37/38-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=CS2)CC#N

Technology Process of 2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile

There total 1 articles about 2-(5-Chlorobenzo[b]thiophen-3-yl)acetonitrile 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:

→ 2-(5-chlorobenzo[b]thiophen-3-yl)acetonitrile (23799-60-2)

Guidance literature:

Beim Erwaermen von 3-Brommethyl-5-chlor-benzothiophen mit KCN in A.;

DOI:10.1039/j39690001855

Reference yield:

2-(5-chlorobenzo[b]thiophen-3-yl)acetonitrile (23799-60-2) → p-nitrobenzyl (RS)-7--3-methyl-3-cephem-4-carboxylate (95834-69-8)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. HCO₂H

2: HCl / ethanol

3: n-butyl nitrite, sodium methoxide

4: Zn, HCO₂H / methanol / 12 h / 0 °C

5: 1 N NaOH / ethanol / 2 h

6: ethanol; tetrahydrofuran / 12 h

7: 87 percent / EEDQ / acetonitrile / 16 h / 1.) 0 deg C, 1 h, 2.) 25 deg C, 4 h

With hydrogenchloride; sodium hydroxide; formic acid; n-Butyl nitrite; sodium methylate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; zinc; In tetrahydrofuran; methanol; ethanol; acetonitrile;

DOI:10.1021/jm00150a022

Reference yield:

2-(5-chlorobenzo[b]thiophen-3-yl)acetonitrile (23799-60-2) → methyl 4-(2-methyl-1,3-benzoxazol-5-yl)benzoate + methyl 4-(3-(cyanomethyl)-1-benzothien-5-yl)benzoate (406234-59-1)

Guidance literature:

Downstream raw materials:

5-chlorobenzothiophene-3-acetic acid

p-nitrobenzyl (RS)-7--3-methyl-3-cephem-4-carboxylate

methyl 4-(3-(cyanomethyl)-1-benzothien-5-yl)benzoate

Refernces