Butyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: Butyl 4-methylbenzenesulfonate
• CAS No.: 778-28-9
• Molecular Formula: C11H16 O3 S
• Molecular Weight: 228.312
• Hs Code.: 29041000
• European Community (EC) Number: 212-295-5
• NSC Number: 6190
• UNII: 00XW1Q3QO1
• DSSTox Substance ID: DTXSID8061133
• Nikkaji Number: J48.049E
• Wikidata: Q27231387
• Mol file: 778-28-9.mol

Synonyms:Butyl 4-methylbenzenesulfonate;778-28-9;Butyl p-toluenesulfonate;Butyl tosylate;p-Toluenesulfonic acid n-butyl ester;n-Butyl p-toluenesulfonate;Butyl p-methylbenzenesulfonate;p-TOLUENESULFONIC ACID, BUTYL ESTER;Benzenesulfonic acid, 4-methyl-, butyl ester;Butyl-p-toluenesulfonate;Butyl toluene-4-sulphonate;NSC 6190;p-Toluene sulfonic acid, butyl ester;CCRIS 9148;C11H16O3S;p-Toluenesulfonic Acid Butyl Ester;EINECS 212-295-5;MFCD00027203;BRN 1428508;UNII-00XW1Q3QO1;AI3-02551;00XW1Q3QO1;NSC-6190;toluene-4-sulfonic acid butyl ester;butyltosylate;n-butyl tosylate;butyl 4-methylbenzene-1-sulfonate;Butyl-p-toluolsulfonat;butyl-p-toluene sulphonate;Butyl para-toluenesulfonate;WLN: 4OSWR D1;butyl-4-methylbenzenesulfonate;SCHEMBL187914;DTXSID8061133;NSC6190;C11-H16-O3-S;AKOS009028850;Butyl ester of 4-Toluenesulfonic acid;4-methyl-benzenesulfonic acid butyl ester;AS-17764;SY053065;LS-154163;Benzenesulfonic acid,4-methyl-, butyl ester;CS-0152078;FT-0632944;T0727;EN300-19213;H10686;A839206;Q27231387

Chemical Property of Butyl 4-methylbenzenesulfonate

Chemical Property:

• Appearance/Colour: clear light yellow to brownish liquid
• Vapor Pressure: 0.000234mmHg at 25°C
• Refractive Index: 1.503-1.505
• Boiling Point: 170-172 °C (10 mmHg)
• Flash Point: 156.6°C
• PSA: 51.75000
• Density: 1.12
• LogP: 3.58120
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Sparingly)
• Water Solubility.: 44.9mg/L at 20℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 228.08201554
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Butyl4-Methylbenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzenesulfonic Acid Derivatives
• Canonical SMILES: CCCCOS(=O)(=O)C1=CC=C(C=C1)C
• Uses: Butyl 4-Methylbenzenesulfonate is used in preparation of highly-branched chain Ammonium Dicarboxylate Salt.

Technology Process of Butyl 4-methylbenzenesulfonate

There total 28 articles about 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: 92.0%

p-toluenesulfonyl chloride (98-59-9) + butan-1-ol (71-36-3) → butyl para-toluenesulfonate (778-28-9)

Guidance literature:

With zinc oxide-nanoparticle; at 50 ℃; for 3h; chemoselective reaction; Neat (no solvent);

DOI:10.1016/j.molcata.2011.09.010

Reference yield: 91.0%

toluene-4-sulfonic acid (104-15-4) + butan-1-ol (71-36-3) → butyl para-toluenesulfonate (778-28-9)

Guidance literature:

toluene-4-sulfonic acid; With potassium phosphate monohydrate; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 5 ℃; for 0.0833333h;

With triethylamine; In dichloromethane; at 20 ℃; for 0.333333h;

butan-1-ol; With trimethylamine hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield: 88.0%

p-toluenesulfonylanhydride (4124-41-8) + butan-1-ol (71-36-3) → butyl para-toluenesulfonate (778-28-9)

Guidance literature:

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

DOI:10.1055/s-2004-815998

upstream raw materials:

p-toluenesulfonyl chloride

butan-1-ol

dibutyl ether

acetyl p-toluenesulfonate

Downstream raw materials:

N-butylpyridine p-toluenesulfonate

1-butyl-3-hydroxy-pyridinium; toluene-4-sulfonate

1-bromo-butane

1-butylbenzene

Refernces

• 1、 Chu, Yen-Ho,Hwang, Chun-Chieh,Chen, Chien-Yuan,Tseng, Min-Jen. "Combinatorial discovery of thermoresponsive cycloammonium ionic liquids". . p. 11855 - 11858. Retrieved 2020/10/13.
• 2、 Feng, Simin,Li, Jing,Wei, Junfa. "Ionic liquid brush as an efficient and reusable heterogeneous catalytic assembly for the tosylation of phenols and alcohols in neat water". supporting information. p. 4743 - 4746. Retrieved 2017/07/12.