1-Chloro-3-(prop-1-YN-1-YL)benzene

Base Information

• Chemical Name: 1-Chloro-3-(prop-1-YN-1-YL)benzene
• CAS No.: 43136-84-1
• Molecular Formula: C9H7Cl
• Molecular Weight: 150.608
• DSSTox Substance ID: DTXSID00498685
• Nikkaji Number: J995.396E
• Wikidata: Q82348897
• Mol file: 43136-84-1.mol

Synonyms:43136-84-1;1-chloro-3-prop-1-ynylbenzene;1-CHLORO-3-(PROP-1-YN-1-YL)BENZENE;Benzene, 1-chloro-3-(1-propyn-1-yl)-;1-Chloro-3-(1-propyn-1-yl)-Benzene;SCHEMBL2697031;methyl(m-chloro-phenyl)acetylene;DTXSID00498685;1-chloro-3-(prop-1-ynyl)benzene;A18776;3-(3-DIMETHYLAMINO-PHENYL)-ISOXAZOL-5-YLAMINE

Chemical Property of 1-Chloro-3-(prop-1-YN-1-YL)benzene

Chemical Property:

• Boiling Point: 226.7±23.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.71140
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 150.0236279
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-Chloro-3-(prop-1-YN-1-YL)benzene

There total 12 articles about 1-Chloro-3-(prop-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: 85.0%

3-iodochlorobenzene (625-99-0) + prop-1-yne (74-99-7) → 1-chloro-3-(prop-1-yn-1-yl)benzene (43136-84-1)

Guidance literature:

3-iodochlorobenzene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere; Sonication;

prop-1-yne; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1055/a-1648-7074

Reference yield: 74.0%

calcium carbide (75-20-7) + N-(m-chlorobenzylidene)-4-methylbenzenesulfonamide (169829-11-2) → 1-chloro-3-(prop-1-yn-1-yl)benzene (43136-84-1)

Guidance literature:

With copper(l) iodide; potassium tert-butylate; water; In N,N-dimethyl-formamide; at 90 ℃; for 6h;

DOI:10.1055/s-0037-1610718

Reference yield: 67.0%

2-Butynoic acid (590-93-2) + 3-iodochlorobenzene (625-99-0) → 1-chloro-3-(prop-1-yn-1-yl)benzene (43136-84-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-di(diphenylphosphino)-butane; In dimethyl sulfoxide; at 110 ℃; for 1h; Schlenk technique;

DOI:10.1021/Jacs.6bl068O

upstream raw materials:

1-bromo-3-chlorobenzene

propargyl magnesium bromide

3-(3-chlorophenyl)prop-2-ynoic acid

methyllithium

Downstream raw materials:

2-m-Chlorphenyl-3-methyl-2-cyclopropen-1-carbonsaeure

2-m-Chlorphenyl-3-methyl-2-cyclopropen-1-carbonsaeuremethylester

CCl₃COO(C₆H₄Cl)CC(CH₃)HgCl

CCl₃COO(C₆H₄Cl)CC(CH₃)HgCl