Phenol, 4-(2,2-dichloroethenyl)-

Base Information

• Chemical Name: Phenol, 4-(2,2-dichloroethenyl)-
• CAS No.: 83671-20-9
• Molecular Formula: C8H6Cl2O
• Molecular Weight: 189.041
• DSSTox Substance ID: DTXSID10415969
• Nikkaji Number: J68.171G
• Mol file: 83671-20-9.mol

Synonyms:4-(2,2-dichloroethenyl)phenol;Phenol, 4-(2,2-dichloroethenyl)-;83671-20-9;4-(2,2-dichlorovinyl)phenol;4-dichlorovinylphenol;SCHEMBL3755558;DTXSID10415969;DQQXPDAVLLJOGV-UHFFFAOYSA-N;p-hydroxy-beta,beta-dichlorostyrene;AMY10374;InChI=1/C8H6Cl2O/c9-8(10)5-6-1-3-7(11)4-2-6/h1-5,11

Chemical Property of Phenol, 4-(2,2-dichloroethenyl)-

Chemical Property:

• Boiling Point: 277.8±25.0 °C(Predicted)
• PKA: 9.42±0.26(Predicted)
• PSA: 20.23000
• Density: 1.401±0.06 g/cm3(Predicted)
• LogP: 3.16820
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.9795702
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(Cl)Cl)O

Technology Process of Phenol, 4-(2,2-dichloroethenyl)-

There total 4 articles about Phenol, 4-(2,2-dichloroethenyl)- 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: 87.0%

2,2,2-trichloro-1-(4-hydroxyphenyl)ethanol (50597-25-6) → 1-(2,2-dichloroethenyl)-4-hydroxybenzene (83671-20-9)

Guidance literature:

With hydrogenchloride; lead(II) bromide; aluminium; In methanol; at 50 - 60 ℃; for 9h;

DOI:10.1021/jo00263a035

Reference yield:

tetrachloromethane (56-23-5) + 4-hydroxylbenzaldehyde hydrazone (52211-82-2) → 1-(2,2-dichloroethenyl)-4-hydroxybenzene (83671-20-9)

Guidance literature:

With ammonia; copper(l) chloride; In water; dimethyl sulfoxide; at 20 ℃; for 4h;

DOI:10.1023/A:1011377504491

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 1-(2,2-dichloroethenyl)-4-hydroxybenzene (83671-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / PbBr₂, Al / dimethylformamide / 6 h / Ambient temperature

2: 87 percent / PbBr₂, Al, 36percent aq. HCl / methanol / 9 h / 50 - 60 °C

With hydrogenchloride; lead(II) bromide; aluminium; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00263a035

upstream raw materials:

2,2,2-trichloro-1-(4-hydroxyphenyl)ethanol

tetrachloromethane

4-hydroxylbenzaldehyde hydrazone

4-hydroxy-benzaldehyde

Refernces

• 1、 Li, Jian,Xu, Xiaoliang,Zhang, Yongmin. "SmI2-mediated elimination reaction of trichloromethyl carbinols: A facile method to synthesize vinyl dichlorides". . p. 9349 - 9351. Retrieved 2007/10/03.
• 2、 Tanaka, Hideo,Yamashita, Shiro,Yamanoue, Motoi,Torii, Sigeru. "Reductive Addition of Polyhalomethanes and Their Related Compounds to Aldehydes and 1,2-Elimination of the Coupling Products in a Pb/Al Bimetal Redox System". . p. 444 - 450. Retrieved 2007/10/02.