1-Chloro-3-ethynylbenzene

Base Information

• Chemical Name: 1-Chloro-3-ethynylbenzene
• CAS No.: 766-83-6
• Molecular Formula: C8H5Cl
• Molecular Weight: 136.581
• Hs Code.: 29033990
• European Community (EC) Number: 628-258-5
• DSSTox Substance ID: DTXSID60227413
• Nikkaji Number: J711.175D
• Wikidata: Q72456533
• Mol file: 766-83-6.mol

Synonyms:766-83-6;1-Chloro-3-ethynylbenzene;3-Chlorophenylacetylene;3-Chlorophenyl acetylene;3'-CHLOROPHENYL ACETYLENE;3-Chloro-1-ethynylbenzene;Benzene, 1-chloro-3-ethynyl-;m-Chlorophenylacetylene;3-Chloro phenyl acetylene;C8H5Cl;1-chloro-3-ethynyl-benzene;(3-Chlorophenyl)acetylene;MFCD03839984;m-chlorphenylacetylen;ethynyl-3-chlorobenzene;3'-Chlorophenylacetylene;1-ethynyl-3-chlorobenzene;1-ethynyl-3-chloro-benzene;3-chloro-1-ethynyl-benzene;SCHEMBL560108;DTXSID60227413;3-Chloro-1-ethynylbenzene, 97%;AKOS010651604;CS-W004103;PS-5780;SY030700;A9720;AM20060725;C3099;FT-0630070;EN300-96281;1-chloro-3-ethynylbenzene;Q-102451;Z1080385596

Chemical Property of 1-Chloro-3-ethynylbenzene

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.719mmHg at 25°C
• Refractive Index: n20/D 1.5640(lit.)
• Boiling Point: 191.3 °C at 760 mmHg
• Flash Point: 65 °C
• Density: 1.109 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 136.0079779
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

3-Chlorophenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-Chloro-3-ethynylbenzene

There total 23 articles about 1-Chloro-3-ethynylbenzene 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: 97.0%

1-chloro-3-(2,2-dibromovinyl)benzene → m-chlorophenylacetylene (766-83-6)

Guidance literature:

With caesium carbonate; dimethyl sulfoxide; at 115 ℃; for 12h;

DOI:10.1016/j.tetlet.2010.12.071

Reference yield: 66.0%

4-(3-chlorophenyl)-2-methylbut-3-yn-2-ol → m-chlorophenylacetylene (766-83-6)

Guidance literature:

With potassium carbonate; 18-crown-6 ether; In toluene; at 90 ℃; for 36h;

Reference yield: 35.0%

1-Chloro-3-(1,1-dichloro-ethyl)-benzene (79756-80-2) → m-chlorophenylacetylene (766-83-6)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

upstream raw materials:

m-chlorocumene

1-Chloro-3-(2,2-dichloro-ethyl)-benzene

3-Chlorostyrene

3,α-dichloro-styrene

Downstream raw materials:

2-(3-chlorophenyl)benzo[b]furan

Refernces

• 1、 Ichake, Sachin S.,Konala, Ashok,Kavala, Veerababurao,Kuo, Chun-Wei,Yao, Ching-Fa. "Palladium-catalyzed tandem C-H functionalization/cyclization strategy for the synthesis of 5-hydroxybenzofuran derivatives". supporting information. p. 54 - 57. Retrieved 2017/11/28.
• 2、 Li, Jing,Zhang, Jing,Tan, Haibo,Wang, David Zhigang. "Visible-Light-Promoted Vinylation of Tetrahydrofuran with Alkynes through Direct C-H Bond Functionalization". supporting information. p. 2522 - 2525. Retrieved 2015/05/27.