86856

Tetrabutylammonium hydrogen difluoride solution

technical, ~50% in methylene chloride (T)

• Synonym(s): TBABF, Tetrabutylammonium bifluoride, Tetrabutylammonium difluoride
• Linear Formula: (CH₃CH₂CH₂CH₂)₄N(HF₂)
• CAS Number: 23868-34-0
• Molecular Weight: 281.47
• Beilstein/REAXYS Number: 4729304
• MDL number: MFCD00077877
• UNSPSC Code: 12352101
• PubChem Substance ID: 57653199
• NACRES: NA.22

Properties

• grade: technical
• form: liquid
• 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

Description

Application

• Used as an etchant for silica films

Reactant for:

• Nucleophilic fluorination
• Ring-opening fluorination reaction
• Substitution reactions

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.

Safety Information

• pictograms: GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H314,H336,H351
• pcodes: P202 - P261 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter