ChemicalBook Product Catalog Chemical Reagents Organic reagents Fatty alcohols 2-[2-(2-CHLOROETHOXY)ETHOXY]ETHANOL

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

Product Name2-[2-(2-CHLOROETHOXY)ETHOXY]ETHANOL
CAS5197-62-6
MFC6H13ClO3
MW168.62
EINECS225-984-0
MOL File5197-62-6.mol

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)
form	Liquid
pka	14.36±0.10(Predicted)
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
Storage Class	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

colourless liquid

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.

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.

Synthesis

75-21-8

628-89-7

5197-62-6

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

Preparation Products And Raw materials

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