1-(2-Chloro-phenyl)-prop-2-YN-1-OL

Base Information

• Chemical Name: 1-(2-Chloro-phenyl)-prop-2-YN-1-OL
• CAS No.: 19115-29-8
• Molecular Formula: C9H7 Cl O
• Molecular Weight: 166.607
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID70446350
• Nikkaji Number: J1.805.127C
• Mol file: 19115-29-8.mol

Synonyms:19115-29-8;1-(2-chlorophenyl)-2-propyn-1-ol;1-(2-chlorophenyl)prop-2-yn-1-ol;1-(2-CHLORO-PHENYL)-PROP-2-YN-1-OL;Benzenemethanol, 2-chloro-alpha-ethynyl-;SCHEMBL136204;DTXSID70446350;MUENINFVGCDNTE-UHFFFAOYSA-N;AC5063;MFCD09032693;1-(2-Chlorophenyl)-2-propyne-1-ol;AKOS006240010;AB90311;SY045255;CS-0333738;(+/-)-1-(2-chloro-phenyl)-prop-2-yn-1-ol;A924781

Chemical Property of 1-(2-Chloro-phenyl)-prop-2-YN-1-OL

Chemical Property:

• PSA: 20.23000
• LogP: 2.00660
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.0185425
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

1-(2-Chlorophenyl)-2-propyn-1-ol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC(C1=CC=CC=C1Cl)O

Technology Process of 1-(2-Chloro-phenyl)-prop-2-YN-1-OL

There total 8 articles about 1-(2-Chloro-phenyl)-prop-2-YN-1-OL 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: 100.0%

2-chloro-benzaldehyde (89-98-5) + acetylenemagnesium bromide (4301-14-8) → 1-(2-chlorophenyl)-2-propyn-1-ol (19115-29-8)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/C8OB01471J

Reference yield:

2-chloro-benzaldehyde (89-98-5) + trimethylsilylacetylene (1066-54-2) → 1-(2-chlorophenyl)-2-propyn-1-ol (19115-29-8)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;

2-chloro-benzaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere; Schlenk technique; Sealed tube;

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2019.06.065

Reference yield:

2-chloro-benzaldehyde (89-98-5) → 1-(2-chlorophenyl)-2-propyn-1-ol (19115-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1.5 h / -70 °C / Inert atmosphere

1.2: 1.5 h / -70 - 20 °C / Inert atmosphere

1.3: 0 °C

2.1: methanol; potassium carbonate / 12 h / 20 °C / Inert atmosphere

With methanol; n-butyllithium; potassium carbonate; In tetrahydrofuran;

DOI:10.1021/jo101995g

upstream raw materials:

sodium acetylide

2-chloro-benzaldehyde

acetylenemagnesium bromide

trimethylsilylacetylene

Downstream raw materials:

1-(2-chlorophenyl)-2-propyn-1-one

(Z)-1-(2-Chloro-phenyl)-4,4,5,5,5-pentafluoro-2-iodo-pent-2-en-1-ol

4-(2-chlorophenyl)-2,5-dimethyl-1-phenylpyrrole-3-carboxylic acid ethyl ester

4-(2-chlorophenyl)-6,7-dihydro-4H-cyclopenta[b]pyran-5-one