Chloromethyl phenyl sulfide

Base Information

• Chemical Name: Chloromethyl phenyl sulfide
• CAS No.: 7205-91-6
• Molecular Formula: C7H7ClS
• Molecular Weight: 158.652
• Hs Code.: 29309099
• European Community (EC) Number: 230-579-7
• NSC Number: 203003
• UNII: SF6BSS54L2
• DSSTox Substance ID: DTXSID40222385
• Nikkaji Number: J208.224A
• Wikidata: Q72454631
• Mol file: 7205-91-6.mol

Synonyms:Chloromethyl phenyl sulfide;7205-91-6;Chloromethylthiobenzene;alpha-Chlorothioanisole;Chloromethyl phenyl sulphide;(chloromethyl)(phenyl)sulfane;chloromethylsulfanylbenzene;Phenyl chloromethyl sulfide;(Phenylthio)methyl chloride;Sulfide, chloromethyl phenyl;[(Chloromethyl)thio]benzene;Benzene, [(chloromethyl)thio]-;Benzene, ((chloromethyl)thio)-;AI3-26264;EINECS 230-579-7;NSC 203003;NSC-203003;chloromethylphenyl sulfide;[(Chloromethyl)sulfanyl]benzene;phenylthiomethyl chloride;chloromethyl phenylsulfide;phenyl(chloromethyl) sulfide;SF6BSS54L2;Sulphide, chloromethyl phenyl;Phenyl (chloromethyl) sulfide;SCHEMBL693421;Benzene,[(chloromethyl)thio]-;DTXSID40222385;Chloromethyl phenyl sulfide, 97%;[(Chloromethyl)sulfanyl]benzene #;MFCD00000921;NSC203003;AKOS006220525;AS-59129;CS-0326545;FT-0704708;D89325;W-104502

Chemical Property of Chloromethyl phenyl sulfide

Chemical Property:

• Vapor Pressure: 0.00847mmHg at 25°C
• Refractive Index: n20/D 1.594(lit.)
• Boiling Point: 275.6 °C at 760 mmHg
• Flash Point: 101.1 °C
• PSA: 25.30000
• Density: 1.2 g/cm³
• LogP: 2.97500
• Storage Temp.: Refrigerator
• Sensitive.: Stench
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 157.9956991
• Heavy Atom Count: 9
• Complexity: 69.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

Chloromethyl phenyl sulfide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SCCl
• Uses: Reagent for the high-yield thiomethylation of O-silylated lactone and ester enolates in the synthesis of α-methylene lactones and esters.1 Reagent for the high-yield thiomethylation of O-silylated lactone and ester enolates in the synthesis of α-methylene lactones and esters.

Technology Process of Chloromethyl phenyl sulfide

There total 32 articles about Chloromethyl phenyl sulfide 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: 99.0%

methyl-phenyl-thioether (100-68-5) → phenylthiomethyl chloride (7205-91-6)

Guidance literature:

With N-chloro-succinimide; In tetrachloromethane; for 11h; Ambient temperature;

DOI:10.1021/jo00289a059

Reference yield: 93.0%

racemic methyl phenyl sulfoxide (1193-82-4) → phenylthiomethyl chloride (7205-91-6) + methyl-phenyl-thioether (100-68-5)

Guidance literature:

With thionyl chloride; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 2h; Solvent; Inert atmosphere;

DOI:10.1021/jo4008157

Reference yield: 89.0%

S-Phenyl benzenethiosulfonate (1212-08-4) + Chloroiodomethane (593-71-5) → phenylthiomethyl chloride (7205-91-6)

Guidance literature:

With methyllithium lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.202000919

upstream raw materials:

methyl-phenyl-thioether

racemic methyl phenyl sulfoxide

hydroxymethyl phenyl sulfide

formaldehyd

Downstream raw materials:

benzyl-dimethyl-(phenylsulfanyl-methyl)-ammonium; chloride

chloromethyl phenyl sulfone

diethyl S-(phenylthio)methyl phosphorodithioate

phenylsulfanyl-methyl thiocyanate

Refernces

• 1、 Ielo, Laura,Pillari, Veronica,Miele, Margherita,Holzer, Wolfgang,Pace, Vittorio. "Consecutive C1-Homologation / Displacement Strategy for Converting Thiosulfonates into O,S-Oxothioacetals". supporting information. p. 5444 - 5449. Retrieved 2020/10/12.
• 2、 Motsch, Sebastian,Schütz, Christian,Huy, Peter H.. "Systematic Evaluation of Sulfoxides as Catalysts in Nucleophilic Substitutions of Alcohols". supporting information. p. 4541 - 4547. Retrieved 2018/09/13.