4-Penten-1-ol, 4-methylbenzenesulfonate

Base Information

• Chemical Name: 4-Penten-1-ol, 4-methylbenzenesulfonate
• CAS No.: 19300-54-0
• Molecular Formula: C12H16O3S
• Molecular Weight: 240.323
• Mol file: 19300-54-0.mol

Synonyms:4-Penten-1-ol,4-methylbenzenesulfonate;CH2=CH(CH2)3OTs;pent-4-en-1-yl 4-methylbenzenesulfonate;pent-4-enyl 4-methylbenzenesulfonate;pent-4-enyl 4-toluenesulfonate;toluene-4-sulfonic acid pent-4-enyl ester;4-pentenyl 4-methylbenzenesulfonate;pent-4-enyl tosylate;

Chemical Property of 4-Penten-1-ol, 4-methylbenzenesulfonate

Chemical Property:

• PSA: 82.98000
• LogP: 3.26740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Penten-1-ol, 4-methylbenzenesulfonate

There total 4 articles about 4-Penten-1-ol, 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: 97.0%

n-Pent-4-enyl alcohol (821-09-0) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid pent-4-enyl ester (19300-54-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jacs.8b09565

Reference yield: 88.0%

4-pentynyl-1-tosylate (77758-50-0) → toluene-4-sulfonic acid pent-4-enyl ester (19300-54-0)

Guidance literature:

With [CuCl(IPr^Me)]; sodium t-butanolate; tert-butyl alcohol; In tetrahydrofuran; hexane; at 40 ℃; for 20h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201200200

Reference yield:

oxirane (75-21-8,99932-75-9) + allylmagnesium bromide (2622-05-1) → toluene-4-sulfonic acid pent-4-enyl ester (19300-54-0)

Guidance literature:

Yield given. Multistep reaction; 2.) tosylation in pyridine;

DOI:10.1016/S0040-4039(00)85734-2

upstream raw materials:

n-Pent-4-enyl alcohol

p-toluenesulfonyl chloride

toluene-4-sulfonic acid

oxirane

Downstream raw materials:

C₁₈H₃₂O₆SSi

5-hydroxypentyl p-toluenesulfonate

2-(pent-4-enyl)-isoindoline-1,3-dione

1-iodo-4-pentene