Triethylamine trihydrofluoride CAS 73602-61-6

Triethylamine trihydrofluoride Basic information

    The t-butyldimethylsilyl (TBDMS) group is the most widely used 2'-OH protection in synthesis of oligoribonucleotides.  The TBDMS-group became much used particularly after it was combined with phosphoroamidite methodology and was also the choice when H-phosphonate based RNA-synthesis was introduced.  Removal of TBDMS-protection is most commonly done with 1 M tetrabutylammonium fluoride (TBAF) in tetrahydrofuran (THF).  These conditions has proven efficient.

Product Name: Triethylamine trihydrofluoride
Synonyms: HF 37% IN TRIETHYLAMINE;HF;HYDROGEN FLUORIDE TRIETHYLAMINE;MEC-82;TRIETHYLAMINE TRIHYDROFLUORIDE;TRIETHYLAMINE TRISHYDROFLUORIDE;TRIETHYLAMINE TRIS(HYDROGEN FLUORIDE);Triethylamin-trihydrofluoride
CAS: 73602-61-6
MF: C6H18F3N
MW: 161.21
Triethylamine trihydrofluoride Chemical Properties

Melting point	-29--27°C
Boiling point	70 °C15 mm Hg(lit.)
density	0.989 g/mL at 25 °C(lit.)
MF

Uses:

• Mild and selective reagent that has been used in the fluorination of a wide variety of compounds. For a review, see Aldrichimica Acta.
• Triethylamine trihydrofluoride acts as a mild and selective fluorinating agent used in the synthesis of acid fluorides and alkyl fluorides. It is also used in the synthesis of vicinal difluorides from epoxides, 3-fluoroazetidine. It is utilized as a selective reagent for the cleavage of O-silyl groups in carbohydrates, nucleotides and cyanohydrins. It is actively involved in the electrochemical fluorodeiodination of alkyl iodides and fluorodesilylation in beta-lactams.