Phenyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: Phenyl 4-methylbenzenesulfonate
• CAS No.: 640-60-8
• Molecular Formula: C13H12 O3 S
• Molecular Weight: 248.302
• Hs Code.: 2906299090
• European Community (EC) Number: 622-336-2
• NSC Number: 14917,10407
• DSSTox Substance ID: DTXSID10278879
• Nikkaji Number: J134.372F
• Wikidata: Q82011064
• ChEMBL ID: CHEMBL1732229
• Mol file: 640-60-8.mol

Synonyms:Phenyl 4-methylbenzenesulfonate;640-60-8;Phenyl p-Toluenesulfonate;p-Toluenesulfonic Acid Phenyl Ester;Phenyl para-toluenesulfonate;phenyl tosylate;phenyl 4-toluenesulfonate;MLS002638141;phenyl 4-methylbenzene-1-sulfonate;SCHEMBL346667;Phenyl p-methylbenzenesulfonate;CHEMBL1732229;DTXSID10278879;Phenyl 4-methylbenzenesulfonate #;HMS3093M06;NSC10407;NSC14917;MFCD00025996;NSC-10407;NSC-14917;STL570516;AKOS000528683;AS-60489;SMR001547631;CS-0153019;FT-0632723;P0239;D70396;AE-641/00787059

Chemical Property of Phenyl 4-methylbenzenesulfonate

Chemical Property:

• Melting Point: 94-98 °C
• Boiling Point: 155-158 °C(Press: 7 Torr)
• Flash Point: 187.1oC
• PSA: 51.75000
• Density: 1.245±0.06 g/cm3(Predicted)
• LogP: 3.84350
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 248.05071541
• Heavy Atom Count: 17
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

Phenyl Tosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC=CC=C2
• Uses: Phenyl Tosylate is an intermediate in synthesizing Diclofenac-13C6 Sodium Salt (D436453), which is a labelled analogue of Diclofenac Sodium Salt (D436450).

Technology Process of Phenyl 4-methylbenzenesulfonate

There total 63 articles about Phenyl 4-methylbenzenesulfonate 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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + phenol (108-95-2,27073-41-2) → toluene-4-sulfonic acid phenyl ester (640-60-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h; Green chemistry;

DOI:10.1055/s-0034-1378867

Reference yield: 100.0%

phenylzinc(II) bromide (38111-44-3) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid phenyl ester (640-60-8)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; oxygen; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c4ob00638k

Reference yield: 100.0%

diphenylzinc (1078-58-6) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid phenyl ester (640-60-8)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; phenol; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c4ob00638k

upstream raw materials:

pyridine

p-toluenesulfonyl chloride

phenol

2,4-dinitro-6-methylphenyl p-toluenesulfonate

Downstream raw materials:

n-butyl 4-methylphenyl sulfide

phenol

2,7-dimethyloctane

3-methylbutyl p-tolyl sulfide

Refernces

• 1、 Denney,Giacin. "-". . p. 1747,1748. Retrieved 1964.
• 2、 Tian, Zhibin,Gong, Qihang,Huang, Tianzeng,Liu, Long,Chen, Tieqiao. "Practical Electro-Oxidative Sulfonylation of Phenols with Sodium Arenesulfinates Generating Arylsulfonate Esters". . p. 15914 - 15926. Retrieved 2021/05/04.
• 3、 Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao. "Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides". . . Retrieved 2021/09/20.