Octadecyl p-Toluenesulfonate

Base Information

• Chemical Name: Octadecyl p-Toluenesulfonate
• CAS No.: 3386-32-1
• Molecular Formula: C25H44 O3 S
• Molecular Weight: 424.689
• Hs Code.: 2905199090
• NSC Number: 23315
• DSSTox Substance ID: DTXSID80281870
• Nikkaji Number: J534.188D
• Wikidata: Q82015975
• Mol file: 3386-32-1.mol

Synonyms:3386-32-1;Octadecyl p-Toluenesulfonate;Octadecyl 4-methylbenzenesulfonate;p-Toluenesulfonic acid n-octadecyl ester;p-Toluenesulfonic Acid Octadecyl Ester;p-Toluenesulfonic acid, octadecyl ester;stearyl-p-toluenesulfonate;Stearyl p-Toluenesulfonate;octadecyl-p-toluenesulfonate;SCHEMBL2194649;Toluenesulfonicacidoctadecylester;Octadecyl4-methylbenzenesulfonate;DTXSID80281870;NSC23315;Octadecyl 4-methylbenzenesulfonate #;MFCD00191588;NSC-23315;p-Toluenesulfonic Acid Stearyl Ester;AKOS015840433;CS-0196439;FT-0634815;T1471;E78945;Benzenesulfonic acid, 4-methyl-, octadecyl ester;A821963;J-019346

Chemical Property of Octadecyl p-Toluenesulfonate

Chemical Property:

• Vapor Pressure: 1.93E-10mmHg at 25°C
• Melting Point: 58 °C
• Boiling Point: 521.2°Cat760mmHg
• Flash Point: 269°C
• PSA: 51.75000
• Density: 0.977g/cm³
• LogP: 9.04260
• XLogP3: 10.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 424.30111643
• Heavy Atom Count: 29
• Complexity: 447

Purity/Quality:

98%,99%, ^*data from raw suppliers

Octadecyl p-Toluenesulfonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOS(=O)(=O)C1=CC=C(C=C1)C

Technology Process of Octadecyl p-Toluenesulfonate

There total 6 articles about Octadecyl p-Toluenesulfonate 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: 83.0%

1-octadecanol (112-92-5) + p-toluenesulfonyl chloride (98-59-9) → n-octadecyl p-toluenesulfonate (3386-32-1)

Guidance literature:

With aluminum dodecatungstophosphate; at 20 ℃; for 0.483333h;

DOI:10.1139/V06-066

Reference yield: 79.0%

1-octadecanol (112-92-5) + toluene-4-sulfonic acid (104-15-4) → n-octadecyl p-toluenesulfonate (3386-32-1)

Guidance literature:

zirconium(IV) chloride; In dichloromethane; for 10h; Heating;

DOI:10.1246/cl.2004.1428

Reference yield:

4-Methyl-benzenesulfinic acid octadecyl ester (135802-73-2) → n-octadecyl p-toluenesulfonate (3386-32-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1016/S0040-4020(01)96204-0

upstream raw materials:

1-octadecanol

p-toluenesulfonyl chloride

4-Methyl-benzenesulfinic acid octadecyl ester

toluene-4-sulfonic acid

Downstream raw materials:

1-nitro-4-(n-octadecyloxy)benzene

stearyl acetate

1-nitro-2-octadecyloxy-benzene

N-nonadecyl nitrile

Refernces

• 1、 Schueler, Fabian,Kerscher, Benjamin,Beckert, Fabian,Thomann, Ralf,Muelhaupt, Rolf. "Hyperbranched polymeric ionic liquids with onion-like topology as transporters and compartmentalized systems". supporting information. p. 455 - 458. Retrieved 2013/02/26.
• 2、 Das, Biswanath,Reddy, Vtukuri Saidi. "ZrCl4 as an efficient catalyst for selective tosylation of alcohols with p-toluenesulfonic acid". . p. 1428 - 1429. Retrieved 2007/10/03.