(3-Chlorobut-3-en-1-yn-1-yl)benzene

Base Information

• Chemical Name: (3-Chlorobut-3-en-1-yn-1-yl)benzene
• CAS No.: 13524-10-2
• Molecular Formula: C10H7Cl
• Molecular Weight: 162.619
• DSSTox Substance ID: DTXSID40549185
• Wikidata: Q82428145
• Mol file: 13524-10-2.mol

Synonyms:13524-10-2;(3-Chlorobut-3-en-1-yn-1-yl)benzene;DTXSID40549185;(3-chloro-3-buten-1-ynyl)benzene;3-chloro-but-3-en-1-ynyl-benzene

Chemical Property of (3-Chlorobut-3-en-1-yn-1-yl)benzene

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 162.0236279
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(C#CC1=CC=CC=C1)Cl

Technology Process of (3-Chlorobut-3-en-1-yn-1-yl)benzene

There total 1 articles about (3-Chlorobut-3-en-1-yn-1-yl)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: 90.0%

1,1-Dichloroethylene (75-35-4,9002-85-1) + phenylacetylene (536-74-3) → 2-chloro-4-phenyl-1-buten-3-yne (13524-10-2)

Guidance literature:

With N-butylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; for 6h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95383-8

Reference yield: 93.0%

2-chloro-4-phenyl-1-buten-3-yne (13524-10-2) + benzyl bromide (100-39-0) → penta-1,3-diyne-1,5-diyldibenzene (6088-99-9)

Guidance literature:

2-chloro-4-phenyl-1-buten-3-yne; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - -30 ℃; for 1h;

With zinc dibromide; In tetrahydrofuran; hexane; at -30 - 0 ℃; for 0.5h;

benzyl bromide; dichloro[bis(2-(diphenylphosphino)phenyl)ether]palladium(ll); In tetrahydrofuran; hexane; at 23 ℃; for 3h;

DOI:10.1016/j.tetlet.2005.02.137

Reference yield: 93.0%

2-chloro-4-phenyl-1-buten-3-yne (13524-10-2) + methyl (E)-3-bromo-2-methyl-2-propenoate (40053-01-8) → methyl (E)-2-methyl-7-phenyl-2-hepten-4,6-diynoate

Guidance literature:

2-chloro-4-phenyl-1-buten-3-yne; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - -30 ℃; for 1h; Inert atmosphere;

With zinc dibromide; In tetrahydrofuran; hexane; at -30 - 0 ℃; for 0.5h; Inert atmosphere;

methyl (E)-3-bromo-2-methyl-2-propenoate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 0 - 23 ℃; for 3h; Inert atmosphere;

DOI:10.1021/op034029+

upstream raw materials:

1,1-Dichloroethylene

phenylacetylene

Downstream raw materials:

penta-1,3-diyne-1,5-diyldibenzene

7-hydroxy-1-phenyl-hept-5E-ene-1,3-diyne

2-(phenylbuta-1,3-diyn-1-yl)thiophene

Refernces

• 1、 Ratovelomanana, V.,Hammoud, A.,Linstrumelle, G.. "SELECTIVE PALLADIUM-CATALYSED SUBSTITUTION OF 1,1-DICHLOROETHYLENE". . p. 1649 - 1650. Retrieved 2007/10/02.