2-Pentyl p-toluenesulfonate

Base Information

• Chemical Name: 2-Pentyl p-toluenesulfonate
• CAS No.: 3813-69-2
• Molecular Formula: C12H18O3S
• Molecular Weight: 242.339
• European Community (EC) Number: 869-624-6
• NSC Number: 203383
• DSSTox Substance ID: DTXSID50884014
• Nikkaji Number: J85.040C
• Mol file: 3813-69-2.mol

Synonyms:2-Pentyl tosylate;2-Pentyl p-toluenesulfonate;3813-69-2;2-Pentanol, 4-methylbenzenesulfonate;1-Methylbutyl tosylate;2-Pentanol, 2-(4-methylbenzenesulfonate);p-Toluenesulfonic acid, 2-pentyl ester;2-Pentanol, p-toluenesulfonate;NSC 203383;BRN 2417601;Pentan-2-yl 4-methylbenzene-1-sulfonate;p-Toluenesulfonic acid 1-methylbutyl ester;4-11-00-00251 (Beilstein Handbook Reference);pentan-2-yl 4-methylbenzenesulfonate;methylbutanol tosylate;WLN: 3Y1&OSWR D1;SCHEMBL3634964;C12H18O3S;DTXSID50884014;MFCD01679641;NSC203383;NSC-203383;LS-154178;p-toluenesulfonic acid 1-methyl-butyl ester;CS-0259483;EN300-7348355

Chemical Property of 2-Pentyl p-toluenesulfonate

Chemical Property:

• Vapor Pressure: 0.000135mmHg at 25°C
• Boiling Point: 343.9°C at 760 mmHg
• Flash Point: 161.8°C
• PSA: 51.75000
• Density: 1.1g/cm³
• LogP: 3.96970
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.09766561
• Heavy Atom Count: 16
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

2-PENTYL-PARA-TOLUENESULFONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Pentyl p-toluenesulfonate

There total 3 articles about 2-Pentyl 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: 100.0%

(+/-)-2-pentanol (6032-29-7,13403-73-1) + p-toluenesulfonyl chloride (98-59-9) → 2-pentyl tosylate (3813-69-2)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02117

Reference yield: 60.0%

(+/-)-2-pentanol (6032-29-7,13403-73-1) + sodium 4-methylbenzenesulfinate (824-79-3) → 2-pentyl tosylate (3813-69-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.3762/bjoc.14.101

Reference yield:

→ 2-pentyl tosylate (3813-69-2)

Guidance literature:

aus dem Alkohol, Tosylchlorid;

DOI:10.1021/ja00709a035

upstream raw materials:

(+/-)-2-pentanol

p-toluenesulfonyl chloride

sodium 4-methylbenzenesulfinate

Downstream raw materials:

2-bromopentane

2-iodopentane

pentan-2-yl(p-tolyl)sulfane

2-methoxypentane

Refernces

• 1、 Deruer, Elsa,Hamel, Vincent,Blais, Samuel,Canesi, Sylvain. "Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent". supporting information. p. 1203 - 1207. Retrieved 2018/06/04.
• 2、 Polster, Johannes,Schieberle, Peter. "Structure-odor correlations in homologous series of alkanethiols and attempts to predict odor thresholds by 3d-qsar studies". . p. 1419 - 1432. Retrieved 2015/03/05.