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162973

Sigma-Aldrich

2-[2-(2-Chloroethoxy)ethoxy]ethanol

96%

Synonym(s):

Triethylene glycol monochlorohydrin

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About This Item

Linear Formula:
Cl(CH2CH2O)2CH2CH2OH
CAS Number:
5197-62-6
Molecular Weight:
168.62
Beilstein:
1739194
EC Number:
225-984-0
MDL number:
MFCD00002874
UNSPSC Code:
12352100
PubChem Substance ID:
24850015
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

117-120 °C/5 mmHg (lit.)

density

1.16 g/mL at 25 °C (lit.)

SMILES string

OCCOCCOCCCl

InChI

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

InChI key

KECMLGZOQMJIBM-UHFFFAOYSA-N

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Application

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Solid phase synthesis of 5', 3'-bifunctional oligodeoxyribonucleotides bearing a masked thiol group at the 3'-end.
Bonfils E and Thuong NT.
Tetrahedron Letters, 32(26), 3053-3056 (1991)
Sandra J Rosenthal et al.
Journal of the American Chemical Society, 124(17), 4586-4594 (2002-04-25)
To explore the potential for use of ligand-conjugated nanocrystals to target cell surface receptors, ion channels, and transporters, we explored the ability of serotonin-labeled CdSe nanocrystals (SNACs) to interact with antidepressant-sensitive, human and Drosophila serotonin transporters (hSERT, dSERT) expressed in
Po-Chih Yang et al.
Polymers, 11(12) (2019-12-11)
This paper gathered studies on multistimulus-responsive sensing and self-assembly behavior of a novel amphiphilic diblock copolymer through a two-step reverse addition-fragmentation transfer (RAFT) polymerization technique. N-Isopropylacrylamide (NIPAM) macromolecular chain transfer agent and diblock copolymer (poly(NIPAM-b-Azo)) were discovered to have moderate

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