2-[2-(2-CHLOROETHOXY)ETHOXY]ETHANOL Chemical Properties

Boiling point:

117-120 °C5 mm Hg(lit.)

Density 

1.16 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.458(lit.)

Flash point:

225 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly)

pka

14.36±0.10(Predicted)

form 

Liquid

color 

Clear slightly yellow

BRN 

1739194

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

InChI

InChI=1S/C6H13ClO3/c7-1-3-9-5-6-10-4-2-8/h8H,1-6H2

InChIKey

KECMLGZOQMJIBM-UHFFFAOYSA-N

SMILES

C(O)COCCOCCCl

CAS DataBase Reference

5197-62-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HS Code 

29094990

MSDS

• Language:English Provider:SigmaAldrich

2-[2-(2-CHLOROETHOXY)ETHOXY]ETHANOL Usage And Synthesis

Chemical Properties

colourless liquid

Uses

2-[2-(2-Chloroethoxy)ethoxy]ethanol is used in the preparation of ethylene glycol based amino acids. 2-[2-(2-Chloroethoxy)ethoxy]ethanol is also used in the preparation of polymers for direct and amplified DNA detection.

Uses

2-[2-(2-Chloroethoxy)ethoxy]ethanol was used in the synthesis of 1-[3-(2-aminoethyl)-1H-indol-5-yloxy]-3,6-dioxa-8-mercaptooctane. It was also used in the synthesis of modified oligonucleotides bearing a disulfide or a thiol function at the 3′-end and other modifications at the 5′-end.

Synthesis

The reaction material in the three-necked flask was cooled to 45-50°C and 0.7 g of boron trifluoride diethyl ether compound was added as catalyst. Subsequently, 46.2 g (1.05 mol) of ethylene oxide was slowly added under stirring conditions, and the addition rate was controlled to maintain the reaction temperature at 45-55°C, using a temperature-controlled water bath for temperature adjustment if necessary. After the addition, the reaction was continued with stirring for 0.5 h to ensure complete reaction. Upon completion of the reaction, the reaction was heated and distilled under reduced pressure to collect the middle fraction at 115-123°C (vacuum 10 mmHg) to obtain a colorless transparent liquid. Further vacuum distillation was carried out under reduced pressure to collect the middle fraction at 118-121 °C (vacuum 10 mmHg) to give 123.6 g of colorless transparent liquid with 97.7% purity in the gas phase and 73.3% overall yield.

References

[1] Patent: CN104003850, 2016, B. Location in patent: Paragraph 0039; 0040

2-[2-(2-CHLOROETHOXY)ETHOXY]ETHANOL(5197-62-6)Related Product Information

• 2-[2-(2-CHLOROETHOXY)ETHOXY]ETHANOL
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• LABOTEST-BB LT00112361