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4-Chloroanisole

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4-Chloroanisole Basic information

Product Name:
4-Chloroanisole
Synonyms:
  • 1-chloro-4-methoxy-benzen
  • 4-Chloroanisol
  • 4-Chlorophenol methyl ether
  • Anisole, p-chloro-
  • Benzene,1-chloro-4-methoxy-
  • para-Chloroanisole
  • p-chloroanisol
  • p-Chloromethoxybenzene
CAS:
623-12-1
MF:
C7H7ClO
MW:
142.58
EINECS:
210-772-2
Product Categories:
  • Aromatic Ethers
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Chlorine Compounds
  • Ethers
  • Organic Building Blocks
  • Oxygen Compounds
  • 623-12-1
Mol File:
623-12-1.mol
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4-Chloroanisole Chemical Properties

Melting point:
-18 °C (lit.)
Boiling point:
198-202 °C (lit.)
Density 
1.164 g/mL at 25 °C (lit.)
vapor pressure 
1.08hPa at 25℃
refractive index 
n20/D 1.535(lit.)
Flash point:
173 °F
storage temp. 
Sealed in dry,Room Temperature
form 
Liquid
color 
Clear colorless to yellow
Water Solubility 
immiscible
BRN 
1858901
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
2.78 at 25℃
CAS DataBase Reference
623-12-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-chloro-4-methoxy-(623-12-1)
EPA Substance Registry System
Benzene, 1-chloro-4-methoxy- (623-12-1)
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Safety Information

Hazard Codes 
Xn
Safety Statements 
23-24/25
RIDADR 
UN 2810
WGK Germany 
3
TSCA 
Yes
HS Code 
29093090

MSDS

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4-Chloroanisole Usage And Synthesis

Chemical Properties

colourless liquid

Uses

4-Chloroanisole was found to react with Cu (II)-smectite forming a blue clay-organic complex. 4-Chloroanisole was chosen as the main test substrate for the optimisation studies as it is electronically deactivated and thus resistant to oxidative addition and consequently very reluctant to enter a catalytic manifold.

Synthesis Reference(s)

Chemistry Letters, 16, p. 1901, 1987
The Journal of Organic Chemistry, 35, p. 528, 1970 DOI: 10.1021/jo00827a060

General Description

4-Chloroanisole is an electron-rich chloroarene. It undergoes Ullmann-type homocoupling catalyzed by in situ generated Pd colloids. Reaction of 4-chloroanisole with Cu(II)-smectite in n-hexane, carbon tetrachloride or dichloromethane has been studied. The nucleophilic photosubstitution reactions, photocyanation and photohydrolysis of 4-chloroanisole has been studied by time resolved spectroscopy.

Purification Methods

Wash the anisole with 10% (by volume) aqueous H2SO4 (three times), 10% aqueous KOH (three times), and then with water until neutral. Dry it (MgSO4), and fractionally distil it from CaH2 through a glass helices-packed column under reduced pressure. [Beilstein 16 IV 822.]

4-Chloroanisole Preparation Products And Raw materials

Raw materials

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