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Merck
CN

86856

Tetrabutylammonium hydrogen difluoride solution

~50% in methylene chloride (T), techincal grade, liquid

Synonym(s):

TBABF, Tetrabutylammonium bifluoride, Tetrabutylammonium difluoride

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(HF2)
CAS Number:
Molecular Weight:
281.47
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
Beilstein/REAXYS Number:
4729304
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Product Name

Tetrabutylammonium hydrogen difluoride solution, technical, ~50% in methylene chloride (T)

grade

technical

form

liquid

reaction suitability

core: ammonium

concentration

~50% in methylene chloride (T)

impurities

~5% tetrabutylammonium chloride

refractive index

n20/D 1.442

storage temp.

2-8°C

SMILES string

[F-].F[H].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.2FH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;/h5-16H2,1-4H3;2*1H/q+1;;/p-1

InChI key

ZHBDKVWQJKYIFF-UHFFFAOYSA-M

Application

Tetrabutylammonium hydrogen difluoride (TBABF) can be used as a reagent:
  • For the conversion of aromatic boronic acids and esters into corresponding tetrabutylammonium trifluoroborate salts. These salts are utilized as surrogates of boronic acids in Suzuki-Miyaura cross-coupling reactions.
  • In the nucleophilic fluorination of organic halides, tosylates, and triflates.
  • For the regioselective synthesis of fluorohydrins by ring-opening of terminal epoxides.

  • Used as an etchant for silica films

Reactant for:
  • Nucleophilic fluorination
  • Ring-opening fluorination reaction
  • Substitution reactions


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signalword

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Central nervous system

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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Tetrabutylammonium Bifluoride
Prakash GS and Pertusati F
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)



Global Trade Item Number

SKUGTIN
86856-100ML04061838136985