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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:
869-24-9
Molecular Weight:
172.10
Beilstein:
3591991
EC Number:
212-786-4
MDL number:
MFCD00012519
UNSPSC Code:
12352100
PubChem Substance ID:
24894220
NACRES:
NA.22

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

H300,H314,H341,H412

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

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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Thiophene containing triarylmethanes as antitubercular agents.
Parai MK, et al.
Bioorganic & Medicinal Chemistry Letters, 18(1), 289-292 (2008)
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)
Oxindole derivatives as orally active potent growth hormone secretagogues.
Tokunaga T, et al.
Journal of medicinal chemistry, 44(26), 4641-4649 (2001)
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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