S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate

Base Information

• Chemical Name: S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate
• CAS No.: 226090-89-7
• Molecular Formula: C₁₁H₁₂OS
• Molecular Weight: 192.282
• Mol file: 226090-89-7.mol

Synonyms:S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate

Chemical Property of S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate

There total 13 articles about S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate 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: 96.0%

Cinnamyl bromide (4392-24-9) + potassium thioacetate (10387-40-3) → S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate (226090-89-7)

Guidance literature:

With silica gel; In benzene; at 20 ℃; for 1h;

DOI:10.1081/SCC-120025193

Reference yield: 90.0%

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) + tiolacetic acid (507-09-5) → S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate (226090-89-7)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/adsc.200606177

Reference yield: 90.0%

ethyl (E)-3-phenyl-2-propenyl carbonate (106625-69-8) + potassium thioacetate (10387-40-3) → S-[(2E)-3-phenylprop-2-en-1-yl]ethanthioate (226090-89-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 1,5-bis-(diphenylphosphino)pentane; In tetrahydrofuran; water; at 50 ℃; for 24h; further reagents PPh₃, dppe, dpph, dppf;

DOI:10.1016/S0040-4020(99)00129-5

upstream raw materials:

(2E)-3-phenyl-2-propen-1-ol

tiolacetic acid

Cinnamyl acetate

potassium thioacetate

Downstream raw materials:

(E)-cinnamyl 5'-phenyl-(2'E,4'E)-pentadienyl sulfide

3-phenyl-prop-2-ene-1-thiol

S-cinnamyl 2-cyanoethanethioate

Refernces

• 1、 Huang, Xiaojun,Fulton, Brandon,White, Kana,Bugarin, Alejandro. "Metal-free, regio- and stereoselective synthesis of linear (E)-allylic compounds using C, N, O, and S nucleophiles". supporting information. p. 2594 - 2597. Retrieved 2015/06/16.
• 2、 Gao, Ning,Zhao, Xiaoming. "Synthesis of chiral allylic thioesters: Enantio- and regioselective iridium-catalyzed allylations of KSAc". . p. 2708 - 2714. Retrieved 2013/06/05.