Benzene, 1-chloro-3-(phenylthio)-

Base Information

• Chemical Name: Benzene, 1-chloro-3-(phenylthio)-
• CAS No.: 38700-88-8
• Molecular Formula: C12H9ClS
• Molecular Weight: 220.722
• Hs Code.: 2904909090
• NSC Number: 133795
• UNII: B9A2647LMK
• DSSTox Substance ID: DTXSID2068133
• Nikkaji Number: J247.318F
• Wikidata: Q81994845
• Mol file: 38700-88-8.mol

Synonyms:Benzene, 1-chloro-3-(phenylthio)-;38700-88-8;m-Chlorophenyl phenyl sulfide;3-Chlorophenyl phenyl sulfide;1-chloro-3-phenylsulfanylbenzene;C12H9ClS;NSC 133795;CP 18928;Sulfide, m-chlorophenyl phenyl;B9A2647LMK;NSC133795;NSC-133795;3-Chlorophenylphenyl sulfide;S(c1ccccc1)c2cccc(Cl)c2;UNII-B9A2647LMK;C12-H9-Cl-S;SCHEMBL3282084;1-Chloro-3-(phenylthio)benzene;DTXSID2068133;YNJLAXHIFOICPE-UHFFFAOYSA-;1-chloro-3-phenylsulfanyl-benzene;C32H60N6O4;C32-H60-N6-O4;CP-18928;LS-29549;Sulfide, m-chlorophenyl phenyl (6CI,7CI)

Chemical Property of Benzene, 1-chloro-3-(phenylthio)-

Chemical Property:

• Vapor Pressure: 0.000229mmHg at 25°C
• Boiling Point: 335.7°Cat760mmHg
• Flash Point: 148.5°C
• PSA: 25.30000
• Density: 1.25g/cm³
• LogP: 4.49120
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 220.0113492
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion and skin contact. A mild skin and eye irritant.
• Hazard Codes: Moderately toxic by ingestion and skin contact. A mild skin and eye irritant.

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=CC(=CC=C2)Cl

Technology Process of Benzene, 1-chloro-3-(phenylthio)-

There total 27 articles about Benzene, 1-chloro-3-(phenylthio)- 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: 91.0%

3-iodochlorobenzene (625-99-0) + thiophenol (108-98-5) → m-chlorophenyl phenylsulfide (38700-88-8)

Guidance literature:

With copper(l) iodide; C₃₇H₅₆N₄O₄; caesium carbonate; In 1,2-dimethoxyethane; at 80 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201100274

Reference yield: 90.0%

1-(3-chlorobenzoyl)piperidine-2,6-dione + 4-Fluor-thiobenzoesaeure-S-phenylester (90172-73-9) → m-chlorophenyl phenylsulfide (38700-88-8)

Guidance literature:

With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 160 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c03232

Reference yield: 88.0%

3-chlorophenylthiol (2037-31-2) + chlorobenzene (108-90-7) → m-chlorophenyl phenylsulfide (38700-88-8)

Guidance literature:

With C₄₀H₃₀Cl₂N₂NiO₂S₂; sodium hydroxide; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

DOI:10.1016/j.tet.2014.08.020

upstream raw materials:

aniline

2,3'-bipyridine

4-Chloro-2-(phenylthio)benzenesulfinanilid

3-chlorobenzenediazonium tetrafluoroborate

Downstream raw materials:

[2,3']Bipyridinyl

2,3'-bipyridine

C₁₄H₁₁ClOS

1,3-Bis-<3-(phenylmercapto)-phenylmercapto>-benzol

Refernces

• 1、 Lam, Long Yin,Ma, Cong. "Chan-Lam-Type C-S Coupling Reaction by Sodium Aryl Sulfinates and Organoboron Compounds". supporting information. p. 6164 - 6168. Retrieved 2021/08/16.
• 2、 Liu, Yanpeng,Lam, Long Yin,Ye, Jiqing,Blanchard, Nicolas,Ma, Cong. "DABCO-promoted Diaryl Thioether Formation by Metal-catalyzed Coupling of Sodium Sulfinates and Aryl Iodides". supporting information. p. 2326 - 2331. Retrieved 2020/05/05.