3-Chloroallyl phenyl sulfide (cis and trans)

Base Information

• Chemical Name: 3-Chloroallyl phenyl sulfide (cis and trans)
• CAS No.: 59036-45-2
• Molecular Formula: C9H9 Cl S
• Molecular Weight: 184.6858
• NSC Number: 115087
• DSSTox Substance ID: DTXSID30419065
• Wikidata: Q82229871
• Mol file: 59036-45-2.mol

Synonyms:NSC115087;59036-45-2;DTXSID30419065;AKOS024324193;NSC-115087;3-CHLOROALLYL PHENYL SULFIDE (CIS AND TRANS)

Chemical Property of 3-Chloroallyl phenyl sulfide (cis and trans)

Chemical Property:

• Vapor Pressure: 0.0323mmHg at 25°C
• Boiling Point: 251.5°Cat760mmHg
• Flash Point: 105°C
• Density: 1.16g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 184.0113492
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SCC=CCl
• Isomeric SMILES: C1=CC=C(C=C1)SC/C=C/Cl

Technology Process of 3-Chloroallyl phenyl sulfide (cis and trans)

There total 12 articles about 3-Chloroallyl phenyl sulfide (cis and trans) 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:

E/Z-1,3-Dichloropropene (542-75-6) + potassium thiophenolate (3111-52-2) → (Z)-[(3-chloroprop-2-en-1-yl)sulfanyl]benzene (59036-45-2) + (E)-[(3-chloroprop-2-en-1-yl)sulfanyl]benzene (59036-45-2)

Guidance literature:

at -3 - 0 ℃; for 10h; diastereoselective reaction;

DOI:10.1134/S1070428016050018

Reference yield:

E/Z-1,3-Dichloropropene (542-75-6) + potassium thiophenolate (3111-52-2) → (Z)-[(3-chloroprop-2-en-1-yl)sulfanyl]benzene (59036-45-2) + (E)-[(3-chloroprop-2-en-1-yl)sulfanyl]benzene (59036-45-2)

Guidance literature:

at -3 - 0 ℃; for 10h; diastereoselective reaction;

DOI:10.1134/S1070428016050018

Reference yield:

chloroallene (3223-70-9) + thiophenol (108-98-5) → E-1,2-bis(phenylsulfanyl)prop-1-ene (120915-18-6) + (2-chloro-1-methyl-vinyl)-phenyl sulfide (15893-11-5) + (Z)-[(3-chloroprop-2-en-1-yl)sulfanyl]benzene (59036-45-2) + (Z)-1,2-bis(phenylsulfanyl)prop-1-ene (120915-19-7)

Guidance literature:

In chloroform-d1; Further byproducts given. Title compound not separated from byproducts; Irradiation;

DOI:10.1021/jo00289a052

upstream raw materials:

3,3-dichloropropene

sodium thiophenolate

cis-1,3-Dichloropropene

chloroallene

Downstream raw materials:

(E)-prop-1-ene-1,3-diylbis(phenylsulfane)

3-chloro-1-(phenylthio)prop-1-ene

(3t-chloro-allyl)-phenyl sulfone

Refernces

• 1、 Pasto, Daniel J.,L'Hermine, Gael. "Experimental and Theoretical Study of the Radical-Chain Addition of Benzenethiol to Heterosubstituted Allenes". . p. 685 - 694. Retrieved 2007/10/02.