7321-57-5

Basic information

• Product Name: 1-CHLORO-2-(METHYLSULFINYL)BENZENE
• Synonyms: 2-Chlorophenyl(methyl) sulfoxide;Methyl 2-chlorophenyl sulfoxide;Methyl(2-chlorophenyl) sulfoxide;Methyl[2-chlorophenyl] sulfoxide;1-CHLORO-2-(METHYLSULFINYL)BENZENE
• CAS NO: 7321-57-5
• Molecular Formula: C₇H₇ClOS
• Molecular Weight: 174.65
• Mol File: 7321-57-5.mol
• Article Data: 104

Chemical Properties

• Boiling Point: 120 °C
• Appearance: /
• CAS DataBase Reference: 1-CHLORO-2-(METHYLSULFINYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-2-(METHYLSULFINYL)BENZENE(7321-57-5)
• EPA Substance Registry System: 1-CHLORO-2-(METHYLSULFINYL)BENZENE(7321-57-5)

Safety Data

• Hazardous Substances Data: 7321-57-5(Hazardous Substances Data)

Usage

Physical State

Colorless liquid

Odor

Slightly garlic-like

Uses

a. Intermediate in the synthesis of pharmaceuticals and agrochemicals
b. Production of dyes
c. Solvent for resins and polymers
d. Organic synthesis (preparation of sulfones and sulfides)

Health Risks

Potential hazards if not handled and used properly

Safety Precautions

Follow safety guidelines and procedures for handling and use

Upstream product

• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 17733-22-1 2-chlorothioanisole 
• 95-50-1 1,2-dichloro-benzene 
• 139696-88-1 2-chlorophenyl methyl sulfoxide 
• 6320-03-2 2-chlorothiphenol 
• 1308834-12-9 2-[(2-chlorophenyl)sulfanyl]ethyl phenyl sulfone 
• 1308833-73-9 2-[(2-chlorophenyl)sulfinyl]ethyl phenyl sulfone 
• 74-88-4 methyl iodide 
• 164021-74-3 (1S,2R)-(-)-2-[N-(3’,5’-di-tert-butylsalicylidene)amino]-1,2-diphenylethanol 
• 92523-34-7 (2-chlorophenyl)(imino)(methyl)-λ⁶-sulfanone 

Downstream Products

• 64145-51-3 3-phenylcyclopentanone 
• 35515-26-5 1-Chloro-2-chloromethanesulfinyl-benzene 
• 38452-13-0 1-methylsulfinyl-2-methoxybenzene 
• 222961-69-5 [(R)-3-(2-Methanesulfinyl-phenoxy)-3-phenyl-propyl]-dimethyl-amine 
• 3079-27-4 methyl n-octylsulfoxide 
• 7321-57-5 (R)-(+)-o-chlorophenyl methyl sulfoxide 
• 172338-47-5 (R)-(+)-2-chlorophenyl methyl sulfoxide 
• 222961-71-9 Dimethyl-[(R)-3-(2-methylsulfanyl-phenoxy)-3-phenyl-propyl]-amine 
• 162938-15-0 (R)-N-methyl-3-(2-methylthiophenoxy)-3-phenyl-propylamine 
• 17733-22-1 2-chlorothioanisole 
• 92523-34-7 (2-chlorophenyl)(imino)(methyl)-λ⁶-sulfanone 
• 1622424-65-0 3-(2-(3-chloro-2-(methylthio)phenyl)dodecanoyl)oxazolidin-2-one 
• 2457-37-6 1-chloro-2-thiocyanatobenzene 

Relevant articles and documents

Ligand Modification of Au25 Nanoclusters for Near-Infrared Photocatalytic Oxidative Functionalization

The inorganic-organic interface between metal catalysts and their substrates greatly influences reaction processes, but few studies of this interface have been conducted for a detailed understanding of its structure. Herein, we describe the synthesis and structural determination of an arylthiolated Au25(F-Ph)18- nanocluster and characterize in detail the key roles of its ligands in photocatalyzed oxidative functionalization reactions. The most significant findings are that (i) interactions are established between ligands to avoid distortion of the geometric structure, limit the Jahn-Teller effect, and protect the nanocluster from oxidization and (ii) the low energy gap (HOMO-LUMO) of the synthetic clusters enables three types of photocatalytic oxidative functionalization reactions by near-infrared light (850 nm).

Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes

Several novel binaphthyl-based chiral hypervalent iodine(III) reagents have been prepared and structurally analysed. Various asymmetric oxidative reactions were applied to evaluate the reactivities and stereoselectivities of those reagents. Moderate to excellent yields were observed; however, very low stereoselectivities were obtained. NMR experiments indicated that these reagents are very easily hydrolysed in either chloroform or DMSO solvents leading to the limited stereoselectivities. It is concluded that the use of chiral ligands is an unsuccessful way to prepare efficient stereoselective iodine(III) reagents.

Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode

Replacing the sluggish oxygen evolution reaction (OER) with oxidation reactions for the synthesis of complex pharmaceutical molecules coupled with enhanced hydrogen evolution reaction (HER) is highly attractive, but it is rarely explored. Here, we report an electrochemical protocol for selective oxidation of sulfides to sulfoxides over a CoFe layered double hydroxide (CoFe-LDH) anode in an aqueous-MeCN electrolyte, coupled with 2-fold promoted cathodic H2productivity. This protocol displays high activity (85-96% yields), catalyst stability (10 cycles), and generality (12 examples) in selective sulfide oxidation. We demonstrate its applicability in the synthesis of four important pharmaceutical related sulfoxide compounds with scalability (up to 1.79 g). X-ray spectroscopy investigations reveal that the CoFe-LDH material evolved into amorphous CoFe-oxyhydroxide under catalytic conditions. This work may pave the way towards sustainable organic synthesis of valuable pharmaceuticals coupled with H2production.