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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:
Molecular Weight:
161.21
Beilstein:
5522945
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

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 - closed cup

Flash Point(C)

88 °C - closed cup

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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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
Synthesis and structure of stereoisomeric multivicinal hexafluoroalkanes
Hunter L, et al.
Angewandte Chemie (International ed. in English), 48(30), 5457-5460 (2009)
Saira Ashraf et al.
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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