But-3-enyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: But-3-enyl 4-methylbenzenesulfonate
• CAS No.: 778-29-0
• Molecular Formula: C11H14O3S
• Molecular Weight: 226.296
• Nikkaji Number: J1.367.279B
• Mol file: 778-29-0.mol

Synonyms:but-3-enyl 4-methylbenzenesulfonate;homoallyl tosylate;3-Butenyl tosylate;gamma-butenyl 1-tosylate;CH2=CH(CH2)2OTs;SCHEMBL865784;RMVHRBRSQIDTKT-UHFFFAOYSA-N;but-3-en-1-yl 4-methylbenzene-1-sulfonate;EN300-7221728

Chemical Property of But-3-enyl 4-methylbenzenesulfonate

Chemical Property:

• Boiling Point: 231 °C
• PSA: 82.98000
• Density: 1.140±0.06 g/cm3(Predicted)
• LogP: 2.87730
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 226.06636548
• Heavy Atom Count: 15
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCC=C

Technology Process of But-3-enyl 4-methylbenzenesulfonate

There total 6 articles about But-3-enyl 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: 100.0%

homoalylic alcohol (627-27-0) + p-toluenesulfonyl chloride (98-59-9) → but-3-enyl 4-methylbenzenesulfonate (778-29-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃;

Reference yield: 85.0%

3-butyn-1-yl p-toluenesulfonate (23418-85-1) → but-3-enyl 4-methylbenzenesulfonate (778-29-0)

Guidance literature:

With formic acid; gold nanoparticles on rutile titania; triethylamine; In acetone; at 60 ℃; for 0.5h;

DOI:10.1002/adsc.201501183

Reference yield: 35.0%

3-butyn-1-yl p-toluenesulfonate (23418-85-1) → but-3-enyl 4-methylbenzenesulfonate (778-29-0) + 4-p-Tolyl-5,6-dihydro-[1,2]oxathiine 2,2-dioxide (143850-28-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃;

upstream raw materials:

homoalylic alcohol

p-toluenesulfonyl chloride

3-butyn-1-yl p-toluenesulfonate

Downstream raw materials:

N-(3-butenyl)-N-[(S)-1-phenylethyl]amine

diethyl 2-(but-3-enyl)-2-methylpropanedioate

methyl 3-(but-3-en-1-yloxy)-5-methoxybenzoate

(R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine

Refernces

• 1、 Horváth, István T.,Lo, Angel S. W.,Yiu, Ken S. M.. "Synthesis and characterization of light-fluorous NHC-ligands and their palladium complexes". . . Retrieved 2020/12/14.
• 2、 Erdeljac, Nathalie,Kehr, Gerald,Ahlqvist, Marie,Knerr, Laurent,Gilmour, Ryan. "Exploring physicochemical space: Via a bioisostere of the trifluoromethyl and ethyl groups (BITE): Attenuating lipophilicity in fluorinated analogues of Gilenya for multiple sclerosis". supporting information. p. 12002 - 12005. Retrieved 2018/11/21.