phenyl phenylmethanesulfonate

Base Information

• Chemical Name: phenyl phenylmethanesulfonate
• CAS No.: 10271-81-5
• Molecular Formula: C13H12 O3 S
• Molecular Weight: 248.302
• Mol file: 10271-81-5.mol

Synonyms:a-Toluenesulfonic acid, phenylester (7CI,8CI); NSC 254053; Phenyl benzylsulfonate; Phenylphenylmethanesulfonate; Phenyl toluene-a-sulfonate

Chemical Property of phenyl phenylmethanesulfonate

Chemical Property:

• Vapor Pressure: 1.64E-06mmHg at 25°C
• Boiling Point: 408.6°C at 760 mmHg
• Flash Point: 200.9°C
• Density: 1.272g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of phenyl phenylmethanesulfonate

There total 4 articles about phenyl phenylmethanesulfonate 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: 90.0%

phenol (108-95-2,27073-41-2) + benzenesulfonyl chloride (1939-99-7) → phenyl toluene-α-sulphonate (10271-81-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1.83333h;

DOI:10.1002/ejoc.201701766

Reference yield:

benzyl chloride (100-44-7) → phenyl toluene-α-sulphonate (10271-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thiourea; ethanol / 3 h / 96 °C / Inert atmosphere; Sealed tube

1.2: 0.25 h / 0 °C / Inert atmosphere; Sealed tube

1.3: 0.5 h / 20 °C / Inert atmosphere; Sealed tube

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / Inert atmosphere; Sealed tube

2.2: 20 °C / Inert atmosphere; Sealed tube

With ethanol; sodium hydride; thiourea; In tetrahydrofuran; mineral oil;

DOI:10.1002/anie.201503112

Reference yield:

phenylmethylsulphonyl fluoride (329-98-6) + phenyllithium (591-51-5) → phenyl toluene-α-sulphonate (10271-81-5)

Guidance literature:

In diethyl ether;

DOI:10.1016/0040-4020(67)85008-7

upstream raw materials:

phenol

benzenesulfonyl chloride

phenylmethylsulphonyl fluoride

phenyllithium

Downstream raw materials:

(E)-1,2-diphenyl-ethene

phenylmethane sulfonate

phenol

benzenesulfonyl-phenyl-phenylmethanesulfonyl-methane

Refernces

• 1、 Shirota,Y. et al.. "-". . p. 639 - 648. Retrieved 1967.
• 2、 Górski, Bartosz,Basiak, Dariusz,Talko, Alicja,Basak, Tymoteusz,Mazurek, Tomasz,Barbasiewicz, Micha?. "Olefination with Sulfonyl Halides and Esters: E-Selective Synthesis of Alkenes from Semistabilized Carbanion Precursors". supporting information. p. 1774 - 1784. Retrieved 2018/04/27.
• 3、 Skrypnik, Yu. G.,Lyahchuk, S. N.,Bezrodnyi, V. P.,Kalmykova, N. Yu.. "ALKANESULFONATION REACTIONS. XIX. STUDY OF THE COMPETING MECHANISMS IN THE PYRIDINE-CATALYZED PHEN-OLYSIS OF BENZYLSULFONYL CHLORIDE. EFFECT OF REAGENT STRUCTURE". . p. 1157 - 1164. Retrieved 2007/10/02.