[(3-Chlorobuta-1,3-dien-2-yl)sulfanyl]benzene

Base Information

• Chemical Name: [(3-Chlorobuta-1,3-dien-2-yl)sulfanyl]benzene
• CAS No.: 85972-11-8
• Molecular Formula: C10H9ClS
• Molecular Weight: 196.7
• DSSTox Substance ID: DTXSID00574498
• Mol file: 85972-11-8.mol

Synonyms:85972-11-8;[(3-Chlorobuta-1,3-dien-2-yl)sulfanyl]benzene;DTXSID00574498;(2-chloro-1-methylene-prop-2-enyl)sulfanyl-benzene;[(2-chloro-1-methylene-2-propenyl)sulfanyl]benzene

Chemical Property of [(3-Chlorobuta-1,3-dien-2-yl)sulfanyl]benzene

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 196.0113492
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(C(=C)Cl)SC1=CC=CC=C1

Technology Process of [(3-Chlorobuta-1,3-dien-2-yl)sulfanyl]benzene

There total 5 articles about [(3-Chlorobuta-1,3-dien-2-yl)sulfanyl]benzene 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%

4-chloro-3-(phenylthio)-3-sulfolene (114397-22-7) → 2-chloro-3-(phenylthio)-1,3-butadiene (85972-11-8)

Guidance literature:

With hydroquinone; In toluene; at 130 ℃; for 2h;

DOI:10.1021/jo00248a023

Reference yield:

(E)-phenyl(1,3,4-trichlorobut-2-en-2-yl)sulfane (85972-06-1) → 2-chloro-3-(phenylthio)-1,3-butadiene (85972-11-8)

Guidance literature:

With aluminum amalgam; In methanol; Yield given;

DOI:10.1016/S0040-4039(00)81432-X

Reference yield:

benzenesulfenyl chloride (931-59-9) → 2-chloro-3-(phenylthio)-1,3-butadiene (85972-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / acetonitrile / 3 h / 25 °C

2: aluminum amalgam, NH₄Cl / methanol / 2 h / 25 °C

With aluminium amalgam; ammonium chloride; In methanol; acetonitrile;

DOI:10.1021/jo00190a021

upstream raw materials:

(E)-phenyl(1,3,4-trichlorobut-2-en-2-yl)sulfane

4-chloro-3-(phenylthio)-3-sulfolene

sodium thiophenolate

4-chloro-3-(phenylthio)-2-sulfolene

Downstream raw materials:

1-(3-Chloro-4-(phenylthio)cyclohex-3-enyl)ethanone

1-(4-Chloro-3-phenylsulfanyl-cyclohex-3-enyl)-ethanone

3-Chloro-4-(phenylthio)cyclohex-3-enecarbaldehyde

4-phenylsulfanyl-benzaldehyde