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344648

Sigma-Aldrich

Triethylamine trihydrofluoride

97%

Synonym(s):

Hydrogen fluoride triethylamine, TREAT-HF

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About This Item

Linear Formula:
(C2H5)3N · 3HF
CAS Number:
73602-61-6
Molecular Weight:
161.21
Beilstein/REAXYS Number:
5522945
EC Number:
277-550-5
MDL number:
MFCD00043294
UNSPSC Code:
12352101
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.)

functional group

amine

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

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

190.4 °F - closed cup

flash_point_c

88 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS3626
SHBP0256
SHBM8698
SHBL4341
SHBM7315

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Effect of Partially Fluorinated N-Alkyl-Substituted Piperidine-2-carboxamides on Pharmacologically Relevant Properties
Vorberg R, et al.
ChemMedChem, 11(19), 2216-2239 (2016)
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
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RNA (New York, N.Y.), 23(12), 1927-1935 (2017-09-29)
Folding properties differ markedly between kink-turns (k-turns) that have different biological functions. While ribosomal and riboswitch k-turns generally fold into their kinked conformation on addition of metal ions, box C/D snoRNP k-turns remain completely unfolded under these conditions, although they
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