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2-Phenoxyethyl chloride

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2-Phenoxyethyl chloride Basic information

Product Name:
2-Phenoxyethyl chloride
Synonyms:
  • (2-chloroethoxy)-benzen
  • 1-Phenoxy-2-chloroethane
  • benzene,(2-chloroethoxy)
  • benzene,(2-chloroethoxy)-
  • beta-Phenoxyethyl chloride
  • -Chlorophenetole
  • Ether, 2-chloroethyl phenyl
  • Phenetole, beta-chloro-
CAS:
622-86-6
MF:
C8H9ClO
MW:
156.61
EINECS:
210-757-0
Product Categories:
  • Pharmaceutical Intermediates
  • Phenetole
  • Aromatics Compounds
  • Aromatics
Mol File:
622-86-6.mol
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2-Phenoxyethyl chloride Chemical Properties

Melting point:
28°C
Boiling point:
97-98 °C15 mm Hg(lit.)
Density 
1.129 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.534(lit.)
Flash point:
213 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform, Ethyl Acetate
form 
Solid
color 
Pale Yellow Oil to Low Melting Colorless
BRN 
971048
CAS DataBase Reference
622-86-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, (2-chloroethoxy)-(622-86-6)
EPA Substance Registry System
(2-Chloroethoxy)benzene (622-86-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
UN 3265
WGK Germany 
3
10-21
TSCA 
Yes
HS Code 
29093090

MSDS

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2-Phenoxyethyl chloride Usage And Synthesis

Chemical Properties

Pale Yellow Oil

Uses

Phenyl 2-Chloroethyl Ether (cas# 622-86-6) is a compound useful in organic synthesis.

Uses

(2-Chloroethoxy)benzene is used in the coupling reaction of benzaldehyde, cinnamyltrimethylsilane and anisole in the synthesis of pseudo-symmetrical tamoxifen derivatives.

Synthesis

122-99-6

622-86-6

At room temperature, 2.5 mL of N-methylpyrrolidone (NMP), 1.38 g (10 mmol) of 2-phenoxyethanol and 1.5 mL (11 mmol) of benzenesulfonyl chloride were added to the reaction flask. The mixture was stirred well and then the reaction was continuously stirred at 100 °C for 30 min. Upon completion of the reaction, the reaction mixture was cooled to room temperature and subsequently extracted by adding 30 mL of dichloromethane and 30 mL of water. The organic layer was separated and washed with saturated brine and dried over anhydrous sodium sulfate. Dichloromethane was removed by evaporation under reduced pressure to give the crude product. The crude product was purified by column chromatography to give 1.52 g of 2-chlorophenetole in colorless liquid form in 96.8% yield.

References

[1] Patent: CN106187674, 2016, A. Location in patent: Paragraph 0017; 0018
[2] Patent: US2016/347717, 2016, A1. Location in patent: Paragraph 0232; 0233
[3] Patent: US5527816, 1996, A
[4] Chemical Research in Toxicology, 2000, vol. 13, # 1, p. 53 - 62
[5] Patent: CN106146450, 2016, A. Location in patent: Paragraph 0132; 0133; 0134

2-Phenoxyethyl chloride Preparation Products And Raw materials

Preparation Products

Raw materials

2-Phenoxyethyl chlorideSupplier

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