Benzenesulfonic acid, 4-methyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Benzenesulfonic acid, 4-methyl-, 1,1-dimethylethyl ester
• CAS No.: 4664-57-7
• Molecular Formula: C11H16O3S
• Molecular Weight: 228.312
• Hs Code.: 2905199090
• DSSTox Substance ID: DTXSID60451771
• Nikkaji Number: J559.651C
• Wikidata: Q82271981
• Mol file: 4664-57-7.mol

Synonyms:4664-57-7;tert-Butyl Tosylate;tert-butyl 4-methylbenzenesulfonate;Benzenesulfonic acid, 4-methyl-, 1,1-dimethylethyl ester;tert-ButylTosylate;SCHEMBL777187;DTXSID60451771;BCP27861;AKOS027461135;p-Toluenesulfonic acid tert-butyl ester;tert-butyl 4-methylbenzene-1-sulfonate;FT-0778113;EN300-7116345;A853614;Tert-butyl 4-methylbenzenesulfonate

Chemical Property of Benzenesulfonic acid, 4-methyl-, 1,1-dimethylethyl ester

Chemical Property:

• Boiling Point: 322.8±11.0 °C(Predicted)
• PSA: 51.75000
• Density: 1.122±0.06 g/cm3(Predicted)
• LogP: 3.57960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.08201554
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

98%Min ^*data from raw suppliers

tert-Butyl4-methylbenzenesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC(C)(C)C
• Uses: tert-Butyl TosylateDISCONTINUED is used in various indium metal catalyzed synthesis of sulfonamides and sulfonic esters.

Technology Process of Benzenesulfonic acid, 4-methyl-, 1,1-dimethylethyl ester

There total 3 articles about Benzenesulfonic acid, 4-methyl-, 1,1-dimethylethyl 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: 80.0%

p-toluenesulfonyl chloride (98-59-9) + tert-butyl alcohol (75-65-0) → tert-butyl 4-methylbenzenesulfonate (4664-57-7)

Guidance literature:

With aluminum dodecatungstophosphate; at 20 ℃; for 0.25h;

DOI:10.1139/V06-066

Reference yield:

4-methylbenzenediazonium tetrafluoroborate (459-44-9) + tert-butyl alcohol (75-65-0) → tert-butyl 4-methylbenzenesulfonate (4664-57-7)

Guidance literature:

With 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; trifluoroacetic acid; copper(ll) bromide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/acs.joc.8b00447

Reference yield:

→ tert-butyl 4-methylbenzenesulfonate (4664-57-7)

Guidance literature:

Darst. in Lsg.;

upstream raw materials:

p-toluenesulfonyl chloride

tert-butyl alcohol

4-methylbenzenediazonium tetrafluoroborate

Downstream raw materials:

di-tert-butyl trisulfide

di-tert-butyl disulfide

Refernces

• 1、 Wu, Ya,Yang, Jing-Hua,Dai, Gui-Fu,Liu, Cong-Jun,Tian, Guo-Qiang,Ma, Wen-Yan,Tao, Jing-Chao. "Stereoselective synthesis of bioactive isosteviol derivatives as α-glucosidase inhibitors". experimental part. p. 1464 - 1473. Retrieved 2009/09/05.
• 2、 Fazaeli, Razieh,Tangestaninejad, Shahram,Aliyan, Hamid. "Solvent-free and selective tosylation of alcohols and phenols with p-toluenesulfonyl chloride by heteropolyacids as highly efficient catalysts". . p. 812 - 818. Retrieved 2007/10/03.