Methanesulfonic acid, 4-methylphenyl ester

Base Information

• Chemical Name: Methanesulfonic acid, 4-methylphenyl ester
• CAS No.: 17177-63-8
• Molecular Formula: C8H10O3S
• Molecular Weight: 186.232
• DSSTox Substance ID: DTXSID80407513
• Nikkaji Number: J694.555D
• Wikidata: Q82212797
• Mol file: 17177-63-8.mol

Synonyms:17177-63-8;Methanesulfonic acid, 4-methylphenyl ester;(4-methylphenyl) methanesulfonate;p-Tolyl methanesulfonate;4-METHYLPHENYL METHANESULFONATE;4-methylphenylmethanesulfonate;SCHEMBL168170;DTXSID80407513;MFCD01231357;AKOS016366192;CS-0362610;D84401;AO-548/33742059

Chemical Property of Methanesulfonic acid, 4-methylphenyl ester

Chemical Property:

• Melting Point: 48-49℃
• Boiling Point: 305.9±25.0 °C(Predicted)
• PSA: 51.75000
• Density: 1.235±0.06 g/cm3(Predicted)
• LogP: 2.41420
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.03506535
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

99.3% ^*data from raw suppliers

Methanesulfonicacid,4-methylphenylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)OS(=O)(=O)C

Technology Process of Methanesulfonic acid, 4-methylphenyl ester

There total 15 articles about Methanesulfonic acid, 4-methylphenyl ester 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-cresol (106-44-5) + methanesulfonyl chloride (124-63-0) → 4-tolyl mesylate (17177-63-8)

Guidance literature:

With triethylamine; In ethyl acetate; at 0 - 20 ℃; for 0.166667h; Green chemistry;

DOI:10.1055/s-0034-1378867

Reference yield: 80.0%

p-methylanizole (104-93-8) + methanesulfonic acid (75-75-2,98527-29-8) → 4-tolyl mesylate (17177-63-8)

Guidance literature:

p-methylanizole; methanesulfonic acid; at 80 ℃; for 12h;

With phosphorus pentoxide; at 80 ℃; for 2h;

DOI:10.1055/s-0029-1216790

Reference yield: 76.0%

methanesulfonic acid (75-75-2,98527-29-8) + 4-toluenediazonium o-benzenedisulfonimide → 4-tolyl mesylate (17177-63-8)

Guidance literature:

at 60 ℃; for 3.5h;

DOI:10.1055/s-1999-3696

upstream raw materials:

p-cresol

methanesulfonyl chloride

4-Trimethylstannyloxy-toluol

methanesulfonic acid

Downstream raw materials:

4-methanesulfonyloxy-benzoic acid

4-methyl-3-nitrophenyl methanesulfonate

(4,4'-dimethyl-1,1'-biphenyl)

4-Methylbiphenyl

Refernces

• 1、 Rajendra, Merla Arjuna,Sunil,Sajith, Ayyiliath Meleveetil,Joy, Muthipeedika Nibin,Bakulev, Vasiliy A.,Haridas, Karickal Raman. "Palladium-Catalyzed Cyanation under Mild Conditions: A Case Study to Discover Appropriate Substrates among Halides and Pseudohalides". supporting information. p. 1629 - 1633. Retrieved 2020/09/15.
• 2、 Ferguson, Devin M.,Rudolph, Stacey R.,Kalyani, Dipannita. "Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies". . p. 2395 - 2401. Retrieved 2014/07/21.