2,6-dichloro-4-ethynylphenol

Base Information

• Chemical Name: 2,6-dichloro-4-ethynylphenol
• CAS No.: 1569438-49-8
• Molecular Formula: C₈H₄Cl₂O
• Molecular Weight: 187.025
• Mol file: 1569438-49-8.mol

Synonyms:2,6-dichloro-4-ethynylphenol

Chemical Property of 2,6-dichloro-4-ethynylphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dichloro-4-ethynylphenol

There total 5 articles about 2,6-dichloro-4-ethynylphenol 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%

2,6-dichloro-4-(2,2-dibromovinyl)phenol (1569438-60-3) → 2,6-dichloro-4-ethynylphenol (1569438-49-8)

Guidance literature:

2,6-dichloro-4-(2,2-dibromovinyl)phenol; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With sulfuric acid; In water; at -60 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201300459

Reference yield:

1,1-dibromo-2-(4-hydroxyphenyl)ethylene (144256-13-3) → 2,6-dichloro-4-ethynylphenol (1569438-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-chloro-succinimide; hydrogenchloride / chloroform / 0.08 h / 0 °C

2.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -60 - 20 °C / Inert atmosphere

With hydrogenchloride; N-chloro-succinimide; tert.-butyl lithium; In tetrahydrofuran; chloroform;

DOI:10.1002/adsc.201300459

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 2,6-dichloro-4-ethynylphenol (1569438-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: triphenylphosphine; zinc / dichloromethane / 48 h / -5 - 20 °C / Inert atmosphere; Schlenk technique

3.1: caesium carbonate / water; N,N-dimethyl-formamide / 20 °C

4.1: N-chloro-succinimide; hydrogenchloride / chloroform / 0.08 h / 0 °C

5.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: -60 - 20 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; N-chloro-succinimide; tert.-butyl lithium; caesium carbonate; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1002/adsc.201300459

upstream raw materials:

1,1-dibromo-2-(4-hydroxyphenyl)ethylene

2,6-dichloro-4-(2,2-dibromovinyl)phenol

4-hydroxy-benzaldehyde

tert-butyl(4-(2,2-dibromoethenyl)phenoxy)dimethylsilane

Downstream raw materials:

(Z)-3-bromo-5-(3,5-dichloro-4-hydroxybenzylidene)-4-isopropylfuran-2(5H)-one