2-(4-Methoxyphenyl)ethanesulfonyl chloride

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)ethanesulfonyl chloride
• CAS No.: 76653-14-0
• Molecular Formula: C9H11ClO3S
• Molecular Weight: 234.704
• Hs Code.: 2909309090
• European Community (EC) Number: 822-935-0
• Mol file: 76653-14-0.mol

Synonyms:76653-14-0;2-(4-METHOXYPHENYL)ETHANESULFONYL CHLORIDE;2-(4-METHOXYPHENYL)ETHANE-1-SULFONYL CHLORIDE;SCHEMBL7303472;SXSSVXAEIXMJIJ-UHFFFAOYSA-N;AKOS006335406;AB54568;CS-0235289;EN300-155082;2-(4-METHOXYPHENYL)ETHANE-1-SULFONYLCHLORIDE

Chemical Property of 2-(4-Methoxyphenyl)ethanesulfonyl chloride

Chemical Property:

• Boiling Point: 339.4±25.0 °C(Predicted)
• PSA: 51.75000
• Density: 1.313±0.06 g/cm3(Predicted)
• LogP: 2.88710
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 234.0117431
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Methoxyphenyl)ethanesulfonyl chloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CCS(=O)(=O)Cl

Technology Process of 2-(4-Methoxyphenyl)ethanesulfonyl chloride

There total 3 articles about 2-(4-Methoxyphenyl)ethanesulfonyl chloride 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: 67.0%

sodium 4-methoxy-β-phenethylsulfonate (35731-82-9) → 4-methoxy-β-phenethylsulfonyl chloride (76653-14-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In benzene; for 4h; Heating;

DOI:10.1021/ja00396a039

Reference yield:

4-methoxyphenethyl bromide (14425-64-0) → 4-methoxy-β-phenethylsulfonyl chloride (76653-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / sodium sulfite / H₂O / 18 h / Heating

2: 67 percent / SOCl₂, dimethylformamide / benzene / 4 h / Heating

With thionyl chloride; N,N-dimethyl-formamide; sodium sulfite; In water; benzene;

DOI:10.1021/ja00396a039

Reference yield:

2-(4-Methoxyphenyl)ethanol (702-23-8) → 4-methoxy-β-phenethylsulfonyl chloride (76653-14-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; triphenylphosphine; tetrabutylammomium bromide / dichloromethane / 12 h / 20 °C

2: tetra-(n-butyl)ammonium iodide; sodium sulfite / ethanol; water / Reflux

3: thionyl chloride / N,N-dimethyl-formamide / 0 - 20 °C

With thionyl chloride; tetrabutylammomium bromide; tetra-(n-butyl)ammonium iodide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium sulfite; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ml300446a

upstream raw materials:

sodium 4-methoxy-β-phenethylsulfonate

4-methoxyphenethyl bromide

2-(4-Methoxyphenyl)ethanol

Downstream raw materials:

N-hydroxy-2-(2-(4-methoxyphenyl)ethylsulfonamido)acetamide

C₁₂H₁₇NO₅S

2-(4-methoxyphenyl)-N-(2,4,6-trimethoxyphenyl)ethanesulfonamide

4-methoxy-β-phenethylsulfonamide

Refernces

• 1、 Abramovitch, Rudolph A.,Holcomb, William D.,Wake, Shigeo. "The Decomposition of β-Phenethylsulfonyl Azides. Solution Chemistry and Flash Vacuum Pyrolysis". . p. 1525 - 1533. Retrieved 2007/10/02.