1-Butanol, 2-methylene-4-(phenylthio)-

Base Information

• Chemical Name: 1-Butanol, 2-methylene-4-(phenylthio)-
• CAS No.: 72445-15-9
• Molecular Formula: C11H14OS
• Molecular Weight: 194.298
• DSSTox Substance ID: DTXSID70447645
• Wikidata: Q82266519
• Mol file: 72445-15-9.mol

Synonyms:72445-15-9;1-Butanol, 2-methylene-4-(phenylthio)-;SCHEMBL6822498;DTXSID70447645

Chemical Property of 1-Butanol, 2-methylene-4-(phenylthio)-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 194.07653624
• Heavy Atom Count: 13
• Complexity: 150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(CCSC1=CC=CC=C1)CO

Technology Process of 1-Butanol, 2-methylene-4-(phenylthio)-

There total 8 articles about 1-Butanol, 2-methylene-4-(phenylthio)- 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: 85.0%

Ethyl-2-methylen-4-phenylthio-butanoat (72445-14-8) → 2-<2-(phenylthio)ethyl>prop-2-en-1-ol (72445-15-9)

Guidance literature:

With diisobutylaluminium hydride;

DOI:10.1246/cl.1980.1057

Reference yield: 44.0%

phenylthiomethyl chloride (7205-91-6) + (2-((trimethylsilyloxy)methyl)-2-prophenyl)trimethylsilane → 2-<2-(phenylthio)ethyl>prop-2-en-1-ol (72445-15-9)

Guidance literature:

With titanium tetrachloride;

DOI:10.1016/S0040-4039(00)86710-6

Reference yield:

phenylthiomethyl chloride (7205-91-6) → 2-<2-(phenylthio)ethyl>prop-2-en-1-ol (72445-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Zn, 2.) CuCN, LiCl

2: DIBAL / tetrahydrofuran / 5 h / -78 - 20 °C

With diisobutylaluminium hydride; lithium chloride; zinc; In tetrahydrofuran;

DOI:10.1055/s-1996-4237

upstream raw materials:

formaldehyd

2-lithio-4-phenylthiobut-1-ene

2,2-dimethyl-5-(2-phenylsulfanyl-ethyl)-[1,3]dioxane-4,6-dione

Ethyl-2-methylen-4-phenylthio-butanoat

Downstream raw materials:

methyl 2-methyl-4-phenylsulfonyl butanoate

(R)-2-Methyl-4-phenylsulfanyl-butyric acid methyl ester

(E/Z)-3,7-dimethyl-2,6-octadienal

(E)-4-Benzenesulfonyl-10,14-dimethyl-6-methylene-pentadeca-9,13-dien-2-one