2-(4-chlorophenyl)but-3-yn-2-ol

Base Information

• Chemical Name: 2-(4-chlorophenyl)but-3-yn-2-ol
• CAS No.: 82720-22-7
• Molecular Formula: C10H9 Cl O
• Molecular Weight: 180.634
• Mol file: 82720-22-7.mol

Synonyms:3-Butyn-2-ol,2-(p-chlorophenyl)- (6CI); 3-(4-Chlorophenyl)-1-butyn-3-ol;3-(p-Chlorophenyl)-1-butyn-3-ol; NSC 14255

Chemical Property of 2-(4-chlorophenyl)but-3-yn-2-ol

Chemical Property:

• Vapor Pressure: 0.00553mmHg at 25°C
• Boiling Point: 262.4°Cat760mmHg
• Flash Point: 112.5°C
• Density: 1.209g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-chlorophenyl)but-3-yn-2-ol

There total 7 articles about 2-(4-chlorophenyl)but-3-yn-2-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: 81.0%

para-chloroacetophenone (99-91-2) + acetylenemagnesium bromide (4301-14-8) → 3-(4-chlorophenyl)-3-hydroxy-1-butyne (82720-22-7)

Guidance literature:

In tetrahydrofuran; for 16h; Inert atmosphere; Cooling with ice; Reflux;

DOI:10.1002/chem.201704691

Reference yield:

C13H17ClOSi → 3-(4-chlorophenyl)-3-hydroxy-1-butyne (82720-22-7)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo101995g

Reference yield:

para-chloroacetophenone (99-91-2) → 3-(4-chlorophenyl)-3-hydroxy-1-butyne (82720-22-7)

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

para-chloroacetophenone

acetylenemagnesium bromide

Downstream raw materials:

2-(4-chlorophenyl)-3-oxobutan-2-yl acetate

2-(4-chlorophenyl)but-3-yn-2-yl acetate

allyl (2-(4-chlorophenyl)but-3-yn-2-yl) carbonate

4,4'-((2E,4E,6E)-3,6-dibromoocta-2,4,6-triene-2,7-diyl)bis(chlorobenzene)