1-(Chloromethyl)-4-(phenylthio)benzene

Base Information

• Chemical Name: 1-(Chloromethyl)-4-(phenylthio)benzene
• CAS No.: 1208-87-3
• Molecular Formula: C13H11ClS
• Molecular Weight: 234.749
• Hs Code.: 2930909090
• European Community (EC) Number: 214-903-4
• NSC Number: 43056
• UNII: Y37XJ4ZH9H
• DSSTox Substance ID: DTXSID30153018
• Nikkaji Number: J217.061B
• Wikidata: Q72498989
• Mol file: 1208-87-3.mol

Synonyms:1208-87-3;(4-(Chloromethyl)phenyl)(phenyl)sulfane;1-(Chloromethyl)-4-(phenylthio)benzene;1-(chloromethyl)-4-phenylsulfanylbenzene;4-Phenylthio Benzyl Chloride;4-(Phenylthio)benzyl chloride;1-(Chloromethyl)-4-(phenylsulfanyl)benzene;C13H11ClS;EINECS 214-903-4;NSC-43056;NSC43056;4-phenylthiobenzyl chloride;Y37XJ4ZH9H;SCHEMBL2994386;C13-H11-Cl-S;DTXSID30153018;1-chloromethyl-4-phenylthiobenzene;BAA20887;MFCD09907764;NSC 43056;1-Chloromethyl-4-(phenylthio)benzene;AKOS015888812;AS-63971;Benzene, 1-(chloromethyl)-4-(phenylthio)-;CS-0199717;FT-0655308;C71727

Chemical Property of 1-(Chloromethyl)-4-(phenylthio)benzene

Chemical Property:

• Vapor Pressure: 2.12E-05mmHg at 25°C
• Refractive Index: 1.636
• Boiling Point: 372.042 °C at 760 mmHg
• Flash Point: 167.258 °C
• PSA: 25.30000
• Density: 1.222 g/cm³
• LogP: 4.57660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 234.0269992
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

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

(4-(Chloromethyl)phenyl)(phenyl)sulfane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=CC=C(C=C2)CCl
• Uses: (4-(Chloromethyl)phenyl)(phenyl)sulfane can be used as reactant/reagent in preparation of fenticonazole nitrate by phase transfer-catalyzed benzylation of (dichlorophenyl)imidazoleethanol with (phenylthio)benzyl chloride.

Technology Process of 1-(Chloromethyl)-4-(phenylthio)benzene

There total 8 articles about 1-(Chloromethyl)-4-(phenylthio)benzene 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: 97.7%

4-hydroxymethylphenyl phenyl sulfide (6317-56-2) → 1-phenylthio-4-chloromethyl-benzene (1208-87-3)

Guidance literature:

With pyridine; thionyl chloride; In dichloromethane; at 20 - 25 ℃; for 2h; Cooling with ice;

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 1-phenylthio-4-chloromethyl-benzene (1208-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 124 - 128 °C

2: sodium tetrahydroborate / methanol / 1 h / 48 °C

3: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C / Cooling with ice

With pyridine; sodium tetrahydroborate; copper(l) iodide; thionyl chloride; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

thiophenol (108-98-5) → 1-phenylthio-4-chloromethyl-benzene (1208-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 6 h / 124 - 128 °C

2: sodium tetrahydroborate / methanol / 1 h / 48 °C

3: pyridine; thionyl chloride / dichloromethane / 2 h / 20 - 25 °C / Cooling with ice

With pyridine; sodium tetrahydroborate; copper(l) iodide; thionyl chloride; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

formaldehyd

diphenyl sulfide

4-hydroxymethylphenyl phenyl sulfide

4-(phenylthio)benzoic acid

Downstream raw materials:

1-cyanomethyl-4-phenylthiobenzene

4-(4-phenylthio)benzyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine

3-chloro-5,6-bis-(4-phenylsulfanyl-benzyloxy)-benzo[b]thiophene-2-carboxylic acid methyl ester

4-phenylsulfanyl-benzaldehyde

Refernces

• 1、 -. "Synthesis process of fenticonazole nitrate". Paragraph 0036; 0046; 0047; 0048. . Retrieved 2019/01/14.
• 2、 -. "Pyrimidine derivatives, method of manufacturing the same, and androgen inhibitor". . . Retrieved 2008/06/13.