Crotyl phenyl sulfide

Base Information

• Chemical Name: Crotyl phenyl sulfide
• CAS No.: 702-04-5
• Molecular Formula: C10H12S
• Molecular Weight: 164.271
• DSSTox Substance ID: DTXSID701312469
• Mol file: 702-04-5.mol

Synonyms:CROTYL PHENYL SULFIDE;(2-Buten-1-ylthio)benzene;702-04-5;DTXSID701312469

Chemical Property of Crotyl phenyl sulfide

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.06597156
• Heavy Atom Count: 11
• Complexity: 112

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CCSC1=CC=CC=C1

Technology Process of Crotyl phenyl sulfide

There total 29 articles about Crotyl phenyl sulfide 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: 98.0%

3-(phenylthio)but-1-ene (701-75-7) → crotyl phenyl sulfide (702-04-5)

Guidance literature:

In tetrachloromethane; for 6h; Irradiation; sunlight;

DOI:10.1039/P19810000256

Reference yield: 78.0%

homoallyl phenyl sulfide (4285-49-8) → (n-butylthio)benzene (1126-80-3) + crotyl phenyl sulfide (702-04-5)

Guidance literature:

With hydrogen; ruthenium(IV) oxide; In methanol; at 60 ℃; for 48h; under 6080 Torr; other catalyst: (1+)*CH3COO(1-);

DOI:10.1080/00397919608003694

Reference yield: 67.0%

(E/Z)-crotyl bromide (4784-77-4,29576-14-5,39616-19-8) + thiophenol (108-98-5) → crotyl phenyl sulfide (702-04-5)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 - 22 ℃; Inert atmosphere;

DOI:10.1021/jo1008228

upstream raw materials:

thiophenol

1-chloro-2-butene

3-(phenylthio)but-1-ene

(E)-1-Bromo-2-butene

Downstream raw materials:

3-methyl-1-phenyl-2-(phenylthio)pent-4-en-1-one

1-phenyl-2-(phenylthio)hex-4-en-1-one

diethyl (but-1-en-3-yl)malonate

diethyl but-2-enylmalonate

Refernces

• 1、 Li, Jiabin,Ji, Kegong,Zheng, Renhua,Nelson, Jonathan,Zhang, Liming. "Expanding the horizon of intermolecular trapping of in situ generated α-oxo gold carbenes: Efficient oxidative union of allylic sulfides and terminal alkynes via C-C bond formation". supporting information. p. 4130 - 4133. Retrieved 2014/04/03.
• 2、 Jiang, Yubo,Mo, Fanyang,Qiu, Di,Kuang, Chunxiang,Zhang, Yan,Wang, Jianbo. "Catalyst-free imidation of allyl sulfides with chloramine-T and subsequent [2,3]-sigmatropic rearrangement". . p. 2029 - 2035. Retrieved 2012/11/07.