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Sigma-Aldrich

2-(2-Chloroethoxy)ethanol

99%

Synonym(s):

Diethylene glycol monochlorohydrin

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About This Item

Linear Formula:
ClCH2CH2OCH2CH2OH
CAS Number:
628-89-7
Molecular Weight:
124.57
Beilstein/REAXYS Number:
506015
EC Number:
211-059-9
MDL number:
MFCD00002870
UNSPSC Code:
12352100
PubChem Substance ID:
24850014
NACRES:
NA.22

Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.452 (lit.)

bp

79-81 °C/5 mmHg (lit.)

density

1.18 g/mL at 25 °C (lit.)

SMILES string

OCCOCCCl

InChI

1S/C4H9ClO2/c5-1-3-7-4-2-6/h6H,1-4H2

InChI key

LECMBPWEOVZHKN-UHFFFAOYSA-N

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General description

2-(2-Chloroethoxy)ethanol is a chloroalkoxy alcohol commonly used as an organic building block in the synthesis of various pharmaceutical compounds.

Application

2-(2-Chloroethoxy)ethanol was used in the synthesis of o-nitrophenylbromoacetaldehyde bis-2-(2-chloroethoxy)-ethyl acetal, quetiapine (an antipsychotic drug) and 2-(2-azidoethoxy)ethanol.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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GC method for quantitative determination of residual 2-(2-chloroethoxy) ethanol (CEE) and N-methyl-2-pyrrolidinone (NMP) in quetiapine.
Elzbieta U Stolarczyk et al.
Acta poloniae pharmaceutica, 64(2), 187-189 (2007-08-02)
One-Pot Synthesis of Well-Defined Amphiphilic and Adaptative Block Copolymers via Versatile Combination of ?Click? Chemistry and ATRP.
Mespouille L, et al.
Macromolecular Rapid Communications, 28(22), 2151-2158 (2007)
Abdelreheem Abdelfatah Saddik et al.
Journal of materials chemistry. B, 8(43), 9961-9970 (2020-10-14)
The discovery of crown ethers and their unique interactions with ions make them play a key role in supramolecular chemistry. In this study, we have developed a new type of amphiphilic crown ether (DB18C6, DB24C8)-conjugated phenylalanine dipeptides for the gelation
G C Ellis-Davies et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(1), 187-191 (1994-01-04)
The synthesis and properties of a caged calcium are described. The compound is an ortho-nitrophenyl derivative of EGTA. It is synthesized in 10 steps and with 24% overall yield. The photosensitive chelator, nitrophenyl-EGTA, has a Kd value for Ca2+ of
Yohann Catel et al.
Dental materials : official publication of the Academy of Dental Materials, 37(2), 351-358 (2020-12-29)
To evaluate high refractive index methacrylates as diluents for the formulation of radiopaque esthetic bulk-fill composites. 2-(4-Cumylphenoxy)ethyl methacrylate 1, 2-(2-phenylphenoxy)ethyl methacrylate 2 and 2-[2-(2-phenylphenoxy)ethoxy]ethyl methacrylate 3 were synthesized and characterized by 1H NMR spectroscopy. The reactivity of each monomer was

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