Cas no 934-73-6 (1-Chloro-4-(methylsulfinyl)benzene)

1-Chloro-4-(methylsulfinyl)benzene structure
934-73-6 structure
Product Name:1-Chloro-4-(methylsulfinyl)benzene
CAS No:934-73-6
MF:C7H7ClOS
MW:174.647879838943
MDL:MFCD00040898
CID:805106
PubChem ID:13626
Update Time:2024-10-26

1-Chloro-4-(methylsulfinyl)benzene Chemical and Physical Properties

Names and Identifiers

    • 1-Chloro-4-(methylsulfinyl)benzene
    • 4-Chlorophenyl methyl sulfoxide
    • Benzene,1-chloro-4-(methylsulfinyl)-
    • p-Chlorophenyl methyl sulfoxide
    • 4-chlorophenyl methyl sulphoxide
    • methyl 4-chlorophenyl sulfoxide
    • PARA-CHLOROPHENYLMETHYLSULPHOXIDE
    • sulfoxide,p-chlorophenylmethyl
    • 1-Chloro-4-(methylsulfinyl)benzene (ACI)
    • Sulfoxide, p-chlorophenyl methyl (6CI, 7CI, 8CI)
    • (±)-p-Chlorophenyl methyl sulfoxide
    • 1-Chloro-4-methanesulfinylbenzene
    • 1-Chloro-4-methylsulfinylbenzene
    • Methyl p-chlorophenyl sulfoxide
    • NSC 525727
    • CCRIS 6732
    • UNII-6MHM4Y0Y72
    • DB-328897
    • F81492
    • EN300-705687
    • BS-29632
    • Q27896896
    • DTXSID8023975
    • AKOS006283704
    • 4-Chlorophenyl methyl sulfoxide, (+/-)-
    • SCHEMBL196857
    • CS-0208117
    • 934-73-6
    • NSC-525727
    • Sulfoxide, p-chlorophenyl methyl
    • BRN 2041795
    • 6MHM4Y0Y72
    • Benzene, 1-chloro-4-(methylsulfinyl)-
    • 4-Chlorophenylmethylsulfoxide
    • (+/-)-4-chlorophenyl methyl sulfoxide
    • J-523871
    • NSC525727
    • NS00009329
    • MDL: MFCD00040898
    • Inchi: 1S/C7H7ClOS/c1-10(9)7-4-2-6(8)3-5-7/h2-5H,1H3
    • InChI Key: UBDUBBTYCRJUHW-UHFFFAOYSA-N
    • SMILES: O=S(C)C1C=CC(Cl)=CC=1

Computed Properties

  • Exact Mass: 173.99100
  • Monoisotopic Mass: 173.990613
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 130
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.7
  • Topological Polar Surface Area: 36.3

Experimental Properties

  • Density: 1.2645 (estimate)
  • Boiling Point: 300.5°C at 760 mmHg
  • Flash Point: 135.5°C
  • Refractive Index: 1.621
  • PSA: 36.28000
  • LogP: 2.94310

1-Chloro-4-(methylsulfinyl)benzene Security Information

1-Chloro-4-(methylsulfinyl)benzene Pricemore >>

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1-Chloro-4-(methylsulfinyl)benzene Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Methyl phenyl sulfoxide ,  Dimethyldioxirane Solvents: Acetone ,  Chloroform
Reference
Dioxirane epoxidation of alkenes
Adam, Waldemar; Saha-Moeller, Chantu R.; Zhao, Cong-Gui, Organic Reactions (Hoboken, 2002, 61,

Production Method 2

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: 2739695-52-2 ;  4.5 h, 1 atm, rt
Reference
Photocatalytic Activity of Ruthenium(II) Complex with 1,10-Phenanthroline-3,8-dicarboxylic Acid in Aerobic Oxidation Reactions
Zenkov, I. S.; Yakushev, A. A.; Abel, A. S.; Averin, A. D.; Bessmertnykh-Lemeune, A. G.; et al, Russian Journal of Organic Chemistry, 2021, 57(9), 1398-1404

Production Method 3

Reaction Conditions
1.1 Catalysts: 2685787-09-9 Solvents: Methanol ;  10 h, 25 °C
Reference
Incorporating Photochromic Triphenylamine into a Zirconium-Organic Framework for Highly Effective Photocatalytic Aerobic Oxidation of Sulfides
Zou, Xin-Nan; Zhang, Deshan; Luan, Tian-Xiang; Li, Qiang ; Li, Lei; et al, ACS Applied Materials & Interfaces, 2021, 13(17), 20137-20144

Production Method 4

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: [4-[2-[10-[2-(4-Carboxyphenyl)ethynyl]-9-anthracenyl]ethynyl]benzoato(2-)-κO,κO′… Solvents: Methanol ,  Chloroform ;  3 h, rt
Reference
Selective photooxidation of sulfides mediated by singlet oxygen using visible-light-responsive coordination polymers
Liang, Xiao; Guo, Zhifen; Wei, Hongxia; Liu, Xin; Lv, Hui; et al, Chemical Communications (Cambridge, 2018, 54(92), 13002-13005

Production Method 5

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: Vanadium, [[2,2′-[(2,2-dimethyl-1,3-propanediyl)bis[(nitrilo-κN)methylidyne]]bis… Solvents: Ethanol ;  10 min, 25 °C
Reference
Ni(II) and V(IV) Schiff base complexes derived from 2,2'-dimethylpropandiamine: the crystal structure, electrochemical properties and catalytic activities in oxidation of sulfides
Rayati, Saeed; Khodaei, Elham; Jafarian, Majid; Bahrami, Arezo; Wojtczak, Andrzej; et al, Journal of Coordination Chemistry, 2017, 70(8), 1424-1437

Production Method 6

Reaction Conditions
1.1 Catalysts: Molybdovanadophosphoric acid (H5PMo10V2O40) Solvents: Acetic acid ;  1 h, 70 °C; cooled
Reference
Electron Transfer-Oxygen Transfer Oxygenation of Sulfides Catalyzed by the H5PV2Mo10O40 Polyoxometalate
Khenkin, Alexander M.; Leitus, Gregory; Neumann, Ronny, Journal of the American Chemical Society, 2010, 132(33), 11446-11448

Production Method 7

Reaction Conditions
1.1 Reagents: Oxygen Catalysts: 12-Hexyl-6-hydroxy-5H-dibenzo[b,h]fluorene-5,11,13-trione Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  2 min, rt; 60 min, rt
Reference
KuQuinone as a Highly Stable and Reusable Organic Photocatalyst in Selective Oxidation of Thioethers to Sulfoxides
Forchetta, Mattia ; Sabuzi, Federica; Stella, Lorenzo ; Conte, Valeria; Galloni, Pierluca, Journal of Organic Chemistry, 2022, 87(21), 14016-14025

Production Method 8

Reaction Conditions
1.1 Reagents: 2,3-Benzodioxin-1,4-dione Solvents: Dichloromethane ;  8 h, 25 °C
Reference
Metal- and additive-free oxygen-atom transfer reaction: an efficient and chemoselective oxidation of sulfides to sulfoxides with cyclic diacyl peroxides
Gan, Shaoyan; Yin, Junjie; Yao, Yuan; Liu, Yang; Chang, Denghu; et al, Organic & Biomolecular Chemistry, 2017, 15(12), 2647-2654

Production Method 9

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: Niobium (complexes with O2 and chitosan, sodium salts) ,  Chitosan Solvents: Water ;  3 h, rt
Reference
Organic-solvent-free oxidation of styrene, phenol and sulfides with H2O2 over eco-friendly niobium and tantalum based heterogeneous catalysts
Talukdar, Hiya; Saikia, Gangutri; Das, Arpita; Sultana, Sazida Y.; Islam, Nashreen S., Journal of Industrial and Engineering Chemistry (Amsterdam, 2023, 121, 249-263

Production Method 10

Reaction Conditions
1.1 Reagents: Iodobenzene diacetate ,  Water Catalysts: Chromium(1+), [[rel-2,2′-[(1R,2R)-1,2-cyclohexanediylbis[(nitrilo-κN)methylidyne… Solvents: Methanol ;  60 min, 23 °C
Reference
Visible light generation of chromium(V)-oxo salen complexes and mechanistic insights into catalytic sulfide oxidation
Klaine, Seth; Fung Lee, Ngo; Dames, Angeline; Zhang, Rui, Inorganica Chimica Acta, 2020, 509,

Production Method 11

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: Copper, [[4,4′-[(1-methyl-1,2-ethanediyl)bis[(nitrilo-κN)ethylidyne]]bis[1,3-ben… Solvents: Ethanol ;  20 min, 25 °C
Reference
Catalytic activity and electrochemical properties of Cu(II)-Schiff base complex encapsulated in the nanocavities of zeolite-Y for oxidation of olefins and sulfides
Rayati, Saeed; Khodaei, Elham; Jafarian, Majid, Journal of Coordination Chemistry, 2017, 70(15), 2736-2750

Production Method 12

Reaction Conditions
1.1 Reagents: Acetic anhydride ,  Carbamide peroxide Catalysts: Imidazole ,  Iron oxide (Fe3O4) ,  Silica ,  2102606-38-0 Solvents: Ethanol ;  5 min, rt
Reference
Mn-Schiff base complex supported on magnetic nanoparticles: Synthesis, crystal structure, electrochemical properties and catalytic activities for oxidation of olefins and sulfides
Rayati, Saeed; Khodaei, Elham; Jafarian, Majid; Wojtczak, Andrzej, Polyhedron, 2017, 133, 327-335

Production Method 13

Reaction Conditions
1.1 Reagents: Iodobenzene diacetate Catalysts: (SP-5-31)-Carbonyl[5,10,15,20-tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphinato… Solvents: Chloroform-d ;  100 h, 25 °C
Reference
Visible light-promoted selective oxidation of sulfides to sulfoxides catalyzed by ruthenium porphyrins with iodobenzene diacetate
Chen, Tse-Hong; Yuan, Zhibo; Carver, Aaron; Zhang, Rui, Applied Catalysis, 2014, 478, 275-282

Production Method 14

Reaction Conditions
1.1 Reagents: 2-Iodyl-3-propoxypyridine Solvents: Acetonitrile ;  rt
1.2 rt → reflux; 2.5 h, reflux; reflux → rt
1.3 Reagents: Sodium thiosulfate Solvents: Water ;  rt
Reference
Preparation, X-ray Structure, and Reactivity of 2-Iodylpyridines: Recyclable Hypervalent Iodine(V) Reagents
Yoshimura, Akira; Banek, Christopher T.; Yusubov, Mekhman S.; Nemykin, Victor N.; Zhdankin, Viktor V., Journal of Organic Chemistry, 2011, 76(10), 3812-3819

Production Method 15

Reaction Conditions
1.1 Reagents: Acetic acid ;  0 °C
1.2 Reagents: (-)-Methyl phenyl sulfoxide Solvents: Water ;  overnight, rt; rt → 0 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ;  basified
Reference
Access to N-cyanosulfoximines by transition metal-free iminations of sulfoxides
Dannenberg, C. A.; Fritze, L.; Krauskopf, F.; Bolm, C., Organic & Biomolecular Chemistry, 2017, 15(5), 1086-1090

Production Method 16

Reaction Conditions
1.1 Reagents: Iodobenzene diacetate Catalysts: 1989691-31-7 Solvents: Methanol ,  Methanol-d4 ,  Water ;  3 h, 23 °C
1.2 Reagents: Sodium hydroxide Solvents: Water
Reference
Highly efficient and chemoselective oxidation of sulfides catalyzed by iron(III) corroles with iodobenzene diacetate
Chen, Tse-Hong; Kwong, Ka Wai; Lee, Ngo Fung; Ranburger, Davis; Zhang, Rui, Inorganica Chimica Acta, 2016, 451, 65-72

Production Method 17

Reaction Conditions
1.1 Reagents: Hydrochloric acid ,  Oxygen Catalysts: Rose Bengal Solvents: Ethanol ;  18 h, rt
Reference
A simple metal-free catalytic sulfoxidation under visible light and air
Gu, Xiangyong; Li, Xiang; Chai, Yahong; Yang, Qi; Li, Pixu; et al, Green Chemistry, 2013, 15(2), 357-361

Production Method 18

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: 1-Butanaminium, N,N,N-tributyl-, stereoisomer of dioxobis[μ-(peroxy-κO1:κO1,κO2)… Solvents: Acetonitrile ,  Water ;  120 min, 293 K
Reference
Highly efficient oxidation of sulfides with hydrogen peroxide catalyzed by [SeO4{WO(O2)2}2]2-
Kamata, Keigo; Hirano, Tomohisa; Mizuno, Noritaka, Chemical Communications (Cambridge, 2009, (26), 3958-3960

Production Method 19

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Solvents: Water ;  15 min, rt
Reference
Selective oxidation of sulfides with H2O2 catalyzed by silica-tungstate core-shell nanoparticles
Sreedhar, B.; Radhika, P.; Neelima, B.; Hebalkar, Neha; Mishra, A. K., Catalysis Communications, 2008, 10(1), 39-44

Production Method 20

Reaction Conditions
1.1 Reagents: Hydrogen peroxide Catalysts: 2962812-46-8 Solvents: Methanol ;  30 min, 50 °C
Reference
Two 3D Two-Fold Interpenetrated Dia-Like Polyoxometalate-Based Metal-Organic Frameworks: Synthesis and Sulfide Selective Oxidation Activity
Bai, Xue; Han, Xu; Wang, Yuxin; Zhang, Ange; Yang, Yanli; et al, Inorganic Chemistry, 2023, 62(33), 13221-13229

1-Chloro-4-(methylsulfinyl)benzene Raw materials

1-Chloro-4-(methylsulfinyl)benzene Preparation Products

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