38700-88-8

Basic information

• Product Name: 3-Chloro-(1,1'-thiobisbenzene)
• Synonyms: 3-Chloro-(1,1'-thiobisbenzene);3-Chlorophenylphenyl sulfide;Phenyl 3-chlorophenyl sulfide
• CAS NO: 38700-88-8
• Molecular Formula: C₁₂H₉ClS
• Molecular Weight: 220.72
• Mol File: 38700-88-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 335.7°Cat760mmHg
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 0.000229mmHg at 25°C
• Refractive Index: 1.652
• CAS DataBase Reference: 3-Chloro-(1,1'-thiobisbenzene)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-(1,1'-thiobisbenzene)(38700-88-8)
• EPA Substance Registry System: 3-Chloro-(1,1'-thiobisbenzene)(38700-88-8)

Safety Data

• Hazardous Substances Data: 38700-88-8(Hazardous Substances Data)

Usage

Hazard

Moderately toxic by ingestion and skin contact. A mild skin and eye irritant.

InChI:InChI=1/C12H9ClS/c13-10-5-4-8-12(9-10)14-11-6-2-1-3-7-11/h1-9H

Upstream product

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Downstream Products

• 581-50-0 [2,3']Bipyridinyl 
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Relevant articles and documents

Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters

We report the palladium-catalyzed double-decarbonylative synthesis of aryl thioethers by an aryl exchange reaction between amides and thioesters. In this method, amides serve as aryl donors and thioesters are sulfide donors, enabling the synthesis of valuable aryl sulfides. The use of Pd/Xantphos without any additives has been identified as the catalytic system promoting the aryl exchange by C(O)-N/C(O)-S cleavages. The method is amenable to a wide variety of amides and sulfides.

Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters

Decarbonylative synthesis of thioethers from thioesters proceeds in the presence of a catalytic amount of [Rh(cod)Cl]2 (2 mol %). The protocol represents the first Rh-catalyzed decarbonylative thioetherification of thioesters to yield valuable thioethers. Notable features include the absence of phosphine ligands, inorganic bases, and other additives and excellent group tolerance to aryl chlorides and bromides that are problematic using other metals to promote decarbonylation. Gram scale synthesis, late-stage pharmaceutical derivatization, and orthogonal site-selective cross-couplings by C-S/C-Br cleavage are reported.

CuI/Oxalic Diamide-Catalyzed Cross-Coupling of Thiols with Aryl Bromides and Chlorides

We report a general copper-catalyzed cross-coupling of thiols with aryl halides by using N-aryl-N′-alkyl oxalic diamide (L3) or N,N′-dialkyl oxalic diamide (L5) as the ligand. Both aryl and alkyl thiols can be coupled with unactivated aryl bromides and chlorides to give the desired products in good yields. Furthermore, this system features a broad substrate scope and good tolerance of functional groups. Importantly, the oxalic diamides are stable and can be prepared easily from commercially available and cheap starting materials.