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Sigma-Aldrich

Triethylamine trihydrofluoride

97%

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Synonym(s):
Hydrogen fluoride triethylamine, TREAT-HF
Linear Formula:
(C2H5)3N · 3HF
CAS Number:
73602-61-6
Molecular Weight:
161.21
Beilstein:
5522945
EC Number:
277-550-5
MDL number:
MFCD00043294
PubChem Substance ID:
24861270
NACRES:
NA.22

Quality Level

300

Assay

97%

refractive index

n20/D 1.3915 (lit.)

bp

70 °C/15 mmHg (lit.)

density

0.989 g/mL at 25 °C (lit.)

SMILES string

F[H].F[H].F[H].CCN(CC)CC

InChI

1S/C6H15N.3FH/c1-4-7(5-2)6-3;;;/h4-6H2,1-3H3;3*1H

InChI key

IKGLACJFEHSFNN-UHFFFAOYSA-N

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General description

Triethylamine trihydrofluoride (TREAT-HF) is a mild and selective reagent for the fluorination of a wide variety of compounds.

Application

Mild and selective reagent that has been used in the fluorination of a wide variety of compounds. For a review, see Aldrichimica Acta.
TREAT-HF can be used in the synthesis of:
  • Vicinal difluorides from epoxides.
  • 3-fluoroazetidines.
  • 9-(2,3-dideoxy-2-fluoro-β-d-threo-pentofuranosyl)adenine (FddA).
  • Multivicinal hexafluoroalkanes.
  • Aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines.

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330 - H314

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

190.4 °F

Flash Point(C)

88 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Héctor Aguilar-Bolados et al.
Journal of colloid and interface science, 524, 219-226 (2018-04-15)
The fluorination of two types of graphene oxides conducted by an easy and scalable deoxyfluorination reaction is reported. This reaction was carried out using diethylaminodifluorosulfinium tetrafluoroborate, a stable compound and an efficient reagent for replacing oxygenated functional groups of graphene
Anders Foller Füchtbauer et al.
Scientific reports, 7(1), 2393-2393 (2017-05-26)
The bright fluorescent cytosine analogue tC
Effect of Partially Fluorinated N-Alkyl-Substituted Piperidine-2-carboxamides on Pharmacologically Relevant Properties
Vorberg R, et al.
ChemMedChem, 11(19), 2216-2239 (2016)
Synthesis and structure of stereoisomeric multivicinal hexafluoroalkanes
Hunter L, et al.
Angewandte Chemie (International ed. in English), 48(30), 5457-5460 (2009)
Journal of Fluorine Chemistry, 126, 962-962 (2005)
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