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Safety Information

132063

Sigma-Aldrich

Triethylamine

99%

Synonym(s):

N,N-Diethylethanamine

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About This Item

EC Number:
UNSPSC Code:
12352200

Assay

99%

form

liquid

solubility

water: soluble 112 g/L at 20 °C

General description

Triethylamine trihydrofluoride is a non-corrosive reagent. It is a promising source of fluorine and is widely employed in various benzylic fluorination reactions.

Application

Triethylamine trihydrofluoride (TREAT-HF) may be employed as a fluorinating reagent for the following studies:
  • Microwave-assisted transformation of dichloromethyl- and trichloromethyl substrates to the corresponding fluoro analogs.
  • Preparation of 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine.
  • Synthesis of various fluorinated compounds.
  • Preparation of fluoroamines.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

12.2 °F - closed cup

Flash Point(C)

-11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Wei Liu et al.
Angewandte Chemie (International ed. in English), 52(23), 6024-6027 (2013-04-26)
An efficient protocol for the selective fluorination of benzylic C-H bonds is described. The process is catalyzed by manganese salen complexes and uses nucleophilic fluorine sources, such as triethylamine trihydrofluoride and KF. Reaction rates are sufficiently high (30 min) to
Asymmetric Synthesis of Fluoroamines from Chiral Aziridines.
Park H, et al.
Bull. Korean Chem. Soc., 35, 699-700 (2014)
Improved synthesis of 9-(2, 3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl) adenine (FddA) using triethylamine trihydrofluoride.
Takamatsu S, et al.
Tetrahedron Letters, 42(12), 2321-2324 (2001)
Microwave-assisted aliphatic fluorine-chlorine exchange using triethylamine trihydrofluoride (TREAT-HF).
Kremsner JM, et al.
Tetrahedron Letters, 50(26), 3665-3668 (2009)
Marcus Gry Björklund et al.
Nucleic acids research, 36(4), 1334-1342 (2008-01-12)
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