3-Chloro-propa-1,2-dienyl-benzene

Base Information

• Chemical Name: 3-Chloro-propa-1,2-dienyl-benzene
• CAS No.: 64788-21-2
• Molecular Formula: C9H7Cl
• Molecular Weight: 150.608
• DSSTox Substance ID: DTXSID20513420
• Nikkaji Number: J2.290.618F
• Mol file: 64788-21-2.mol

Synonyms:3-chloro-propa-1,2-dienyl-benzene;64788-21-2;(3-Chloropropadienyl)benzene;SCHEMBL2992397;DTXSID20513420;(3-chloro-1,2-propadienyl)benzene

Chemical Property of 3-Chloro-propa-1,2-dienyl-benzene

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 150.0236279
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C=CCl

Technology Process of 3-Chloro-propa-1,2-dienyl-benzene

There total 5 articles about 3-Chloro-propa-1,2-dienyl-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: 58.0%

2-propynyl chloride (624-65-7) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → (3-chloropropa-1,2-dien-1-yl)benzene (64788-21-2)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/ja058418q

Reference yield: 30.0%

1-Phenyl-2-propyn-1-ol (4187-87-5) → (1-chloroprop-2-yn-1-yl)benzene (33992-53-9,68276-39-1) + (3-chloropropa-1,2-dien-1-yl)benzene (64788-21-2)

Guidance literature:

With tetrachloromethane; triphenylphosphine; for 1h; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100119

Reference yield: 18.0%

(3-bromopropa-1,2-dien-1-yl)benzene (33992-52-8) → (3-chloropropa-1,2-dien-1-yl)benzene (64788-21-2)

Guidance literature:

With 1,2-dimethyl-1H-imidazole; copper(l) iodide; tetramethlyammonium chloride; In ethanol; at 50 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2016.07.018

upstream raw materials:

1-Phenyl-2-propyn-1-ol

2-propynyl chloride

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

benzaldehyde

Downstream raw materials:

(R)-1,3-diphenylallene

diethyl (3-phenylpropa-1,2-dien-1-yl)phosphonate