(1-Chloropropane-1-sulfinyl)benzene

Base Information

• Chemical Name: (1-Chloropropane-1-sulfinyl)benzene
• CAS No.: 104354-47-4
• Molecular Formula: C9H11ClOS
• Molecular Weight: 202.705
• DSSTox Substance ID: DTXSID70497701
• Mol file: 104354-47-4.mol

Synonyms:104354-47-4;(1-Chloropropane-1-sulfinyl)benzene;DTXSID70497701

Chemical Property of (1-Chloropropane-1-sulfinyl)benzene

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 202.0219138
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(S(=O)C1=CC=CC=C1)Cl

Technology Process of (1-Chloropropane-1-sulfinyl)benzene

There total 5 articles about (1-Chloropropane-1-sulfinyl)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: 92.0%

triethyl borane (97-94-9) + α-dichloromethyl phenylsulfoxide (30058-54-9) → [(1-chloropropyl)sulfinyl]benzene (104354-47-4)

Guidance literature:

α-dichloromethyl phenylsulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

triethyl borane; In tetrahydrofuran; hexane; for 1h;

DOI:10.1016/j.tet.2016.09.005

Reference yield: 72.0%

chloromethyl phenyl sulfoxide (7205-94-9) + ethyl iodide (75-03-6) → [(1-chloropropyl)sulfinyl]benzene (104354-47-4)

Guidance literature:

chloromethyl phenyl sulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

ethyl iodide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201801614

Reference yield:

propyl phenyl sulfoxide (54234-79-6,67529-46-8,109120-75-4,21865-07-6) → [(1-chloropropyl)sulfinyl]benzene (104354-47-4)

Guidance literature:

With acetyl chloride; In dichloromethane; at 20 ℃; for 7h; Cooling with ice;

DOI:10.1021/acs.orglett.1c01189

upstream raw materials:

triethyl borane

α-dichloromethyl phenylsulfoxide

chloromethyl phenyl sulfoxide

ethyl iodide

Downstream raw materials:

2-chlorobutanoic acid

3,4-epoxy-3-phenylsulfinylnonane

3,4-epoxy-3-phenylsulfinylnonane

1,2-epoxy-1-phenyl-2-phenylsulfinylbutane

Refernces

• 1、 Fragis, Meghan,Deobald, Jackson L.,Dharavath, Srinivas,Scott, Jeffrey,Magolan, Jakob. "Aldehyde to Ketone Homologation Enabled by Improved Access to Thioalkyl Phosphonium Salts". . p. 4548 - 4552. Retrieved 2021/06/28.
• 2、 Saleh, Basil A.,Smith, Keith,Elliott, Mark C.,Jones, D. Heulyn,Kariuki, Benson M.,El Hiti, Gamal A.. "Reactions of organoboranes with carbanions bearing three potential leaving groups: unusual processes, products and mechanisms". . p. 6914 - 6928. Retrieved 2016/10/14.