Sec-butyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: Sec-butyl 4-methylbenzenesulfonate
• CAS No.: 715-11-7
• Molecular Formula: C11H16O3S
• Molecular Weight: 228.312
• DSSTox Substance ID: DTXSID20398931
• Nikkaji Number: J559.649A
• Mol file: 715-11-7.mol

Synonyms:715-11-7;SEC-BUTYL 4-METHYLBENZENESULFONATE;butan-2-yl 4-methylbenzenesulfonate;butan-2-yl 4-methylbenzene-1-sulfonate;2-butyl tosylate;Benzenesulfonic acid, 4-methyl-, 1-methylpropyl ester;P-TOLUENESULFONIC ACID SEC-BUTYL ESTER;SCHEMBL92244;DTXSID20398931;AYHWQTQILBGWRN-UHFFFAOYSA-N;MFCD24660588;AKOS027324955;CS-W018377;SEC-BUTYL4-METHYLBENZENESULFONATE;DS-11570;FT-0659235;4-methylbenzenesulfonic acid butan-2-yl ester;EN300-7004682;A828339;A914562

Chemical Property of Sec-butyl 4-methylbenzenesulfonate

Chemical Property:

• PSA: 51.75000
• LogP: 3.57960
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.08201554
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

≥99.0% ^*data from raw suppliers

Sec-Butyl4-Methylbenzenesulfonate(>80%,withanimpurityofpTSA) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)OS(=O)(=O)C1=CC=C(C=C1)C
• Uses: Sec-Butyl 4-Methylbenzenesulfonate is a useful reagent in various research.

Technology Process of Sec-butyl 4-methylbenzenesulfonate

There total 17 articles about Sec-butyl 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: 99.0%

p-toluenesulfonyl chloride (98-59-9) + iso-butanol (78-92-2,15892-23-6) → 2-tosyloxybutane (715-11-7)

Guidance literature:

With pyridine; at 0 ℃; for 3h;

DOI:10.1021/ja963944q

Reference yield: 86.0%

p-toluenesulfonylanhydride (4124-41-8) + iso-butanol (78-92-2,15892-23-6) → 2-tosyloxybutane (715-11-7)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2004-815998

Reference yield: 85.0%

di-sec-butyl phenylphosphonate (2783-48-4) + toluene-4-sulfonic acid (104-15-4) → 2-tosyloxybutane (715-11-7)

Guidance literature:

In 1,2-dichloro-ethane; at 40 ℃; for 48h;

upstream raw materials:

p-toluenesulfonyl chloride

iso-butanol

N-n-butyl-N-nitroso-4-toluenesulfonamide

(S)-(+)-N-sec-butyl-N-nitroso-4-toluenesulfonamide

Downstream raw materials:

1-(1-methylpropyl)piperidine

2-sec-butyl-1,4-dimethylbenzene

o-s-butylanisole

1-(sec-butyl)-2,4-dimethylbenzene

Refernces

• 1、 Durig, James R.,Zhu, Xiaodong,Guirgis, Gamil A.. "Infrared and Raman spectra, conformational stability, ab initio calculations and vibrational assignment of 2-fluorobutane". . p. 829 - 841. Retrieved 2004.
• 2、 Schoonover, Daniel V.,Gibson, Harry W.. "Facile removal of tosyl chloride from tosylates using cellulosic materials, e.g., filter paper". supporting information. p. 242 - 244. Retrieved 2016/12/27.
• 3、 -. "METABOTROPIC GLUTAMATE RECEPTORS 5 MODULATORS AND METHODS OF USE THEREOF". Page/Page column 73. . Retrieved 2012/12/13.