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D87201

Sigma-Aldrich

2-Chloro-N,N-diethylethylamine hydrochloride

99%

Synonym(s):

2-(Diethylamino)ethyl chloride hydrochloride, 2-Chlorotriethylamine hydrochloride

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About This Item

Linear Formula:
(C2H5)2NCH2CH2Cl · HCl
CAS Number:
Molecular Weight:
172.10
Beilstein:
3591991
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

crystals

mp

208-210 °C (lit.)

SMILES string

Cl.CCN(CC)CCCl

InChI

1S/C6H14ClN.ClH/c1-3-8(4-2)6-5-7;/h3-6H2,1-2H3;1H

InChI key

RAGSWDIQBBZLLL-UHFFFAOYSA-N

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Application

2-Chloro-N,N-diethylethylamine hydrochloride can be used as an alkylating reagent for the synthesis of:
  • Substituted oxindole derivatives to be used as growth hormone secretagogs.
  • 1-Substituted-5,6-dinitrobenzimidazoles with antimicrobial and antiprotozoal activities.
  • Thiophene containing triarylmethane (TRAM) derivatives to be used as antitubercular agents.
  • Tris(2-(diethylamino)ethyl)amine to be used as a catalyst in combination with CuBr (Et6TREN/CuBr) for atom transfer radical polymerization of n-butyl acrylate.

It can also be used for the derivatization of chitosan to incorporate aminofunctionality onto it at C-6 position.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Muta. 2 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Oxindole derivatives as orally active potent growth hormone secretagogues.
Tokunaga T, et al.
Journal of medicinal chemistry, 44(26), 4641-4649 (2001)
Reactive oxygen species scavenging activity of aminoderivatized chitosan with different degree of deacetylation.
Je JY, et al.
Bioorganic & Medicinal Chemistry, 14(17), 5989-5994 (2006)
Thiophene containing triarylmethanes as antitubercular agents.
Parai MK, et al.
Bioorganic & Medicinal Chemistry Letters, 18(1), 289-292 (2008)
New amine-based tripodal copper catalysts for atom transfer radical polymerization.
Inoue Y and Matyjaszewski K
Macromolecules, 37(11), 4014-4021 (2004)
Zygmunt Kazimierczuk et al.
Acta biochimica Polonica, 49(1), 185-195 (2002-07-26)
Two series of benzimidazole derivatives were sythesised. The first one was based on 5,6-dinitrobenzimidazole, the second one comprises 2-thioalkyl- and thioaryl-substituted modified benzimidazoles. Antibacterial and antiprotozoal activity of the newly obtained compounds was studied. Some thioalkyl derivatives showed remarkable activity

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