S-Chloroacetyl-p-mercaptotoluene

Base Information

• Chemical Name: S-Chloroacetyl-p-mercaptotoluene
• CAS No.: 24197-66-8
• Molecular Formula: C9H9ClOS
• Molecular Weight: 200.689
• Hs Code.: 2930909090
• NSC Number: 166433
• DSSTox Substance ID: DTXSID80304598
• Nikkaji Number: J1.478.151J
• Wikidata: Q72449797
• Mol file: 24197-66-8.mol

Synonyms:S-Chloroacetyl-p-mercaptotoluene;24197-66-8;S-(4-methylphenyl) 2-chloroethanethioate;ETHANETHIOIC ACID,2-CHLORO-, S-(4-METHYLPHENYL) ESTER;NSC166433;S-p-Tolyl 2-chloroethanethioate;DTXSID80304598;AKOS016010560;NSC-166433;AC-22747;FT-0600325

Chemical Property of S-Chloroacetyl-p-mercaptotoluene

Chemical Property:

• Vapor Pressure: 0.00196mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 291.351 °C at 760 mmHg
• Flash Point: 130 °C
• PSA: 42.37000
• Density: 1.24 g/cm³
• LogP: 2.85250
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 200.0062638
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

S-CHLOROACETYL-P-MERCAPTOTOLUENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)SC(=O)CCl

Technology Process of S-Chloroacetyl-p-mercaptotoluene

There total 1 articles about S-Chloroacetyl-p-mercaptotoluene 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: 92.0%

chloroacetyl chloride (79-04-9) + para-thiocresol (106-45-6) → S-chloroacetyl-p-mercaptotoluene (24197-66-8)

Guidance literature:

With triethylamine; In hexane; at 0 - 20 ℃;

DOI:10.1021/ja005613q

Reference yield: 57.0%

S-chloroacetyl-p-mercaptotoluene (24197-66-8) + naphthalene-2-boronic acid (32316-92-0) → 2-chloro-1-(2-naphthyl)ethanone (50846-93-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(I) thiophene-2-carboxylate; trifuran-2-yl-phosphane; In tetrahydrofuran; at 50 ℃; for 18h;

DOI:10.1021/ja005613q

Reference yield: 57.0%

copper(I) thiophene-2-carboxylate (1292766-17-6) + S-chloroacetyl-p-mercaptotoluene (24197-66-8) + naphthalene-2-boronic acid (32316-92-0) → B(OH)2(C4H3SCOO) + 2-chloro-1-(2-naphthyl)ethanone (50846-93-0) + p-tolylthiolatocopper(I) (52403-06-2)

Guidance literature:

With Pd₂(dba)3*CHCl₃/tris(2-furyl)phosphine; In tetrahydrofuran; addn. of 1.6 equiv. of C4H3SCOOCu to the reaction of ClCH2COSC6H4CH3 (1equiv.) with (C10H7)B(OH)2 (1 equiv.) in THF in presence of 1% Pd2(dba)3*CHCl3/(tris-2-furylphosphine), holding for 18 h at 50°C;

DOI:10.1021/ja005613q

upstream raw materials:

chloroacetyl chloride

para-thiocresol

Downstream raw materials:

2-[(4-methylphenyl)thio]acetic acid

1-(p-Tolylmercapto)-vinyl-dimethyl-phosphat

2-chloro-1-(2-naphthyl)ethanone

(p-tolylthio)acetic acid chloride

Refernces

• 1、 Basu, Basudeb,Paul, Susmita,Nanda, Ashis K.. "Silica-promoted facile synthesis of thioesters and thioethers: A highly efficient, reusable and environmentally safe solid support". experimental part. p. 767 - 771. Retrieved 2010/09/05.