Tetrabutylammonium bifluoride

Base Information

• Chemical Name: Tetrabutylammonium bifluoride
• CAS No.: 23868-34-0
• Molecular Formula: C16H37F2N
• Molecular Weight: 281.473
• Hs Code.: 2923900090
• European Community (EC) Number: 629-504-4
• DSSTox Substance ID: DTXSID10447386
• Mol file: 23868-34-0.mol

Synonyms:Tetrabutylammonium bifluoride;23868-34-0;tetra-n-butylammonium bifluoride;Tetrabutylammonium Hydrogen Difluoride;tetrabutylazanium;fluoride;hydrofluoride;tetrabutylammonium fluoride hydrofluoride;SCHEMBL1847525;DTXSID10447386;ZHBDKVWQJKYIFF-UHFFFAOYSA-M;MFCD00077877;FT-0713578;T1295;D75244;TETRABUTYLAMMONIUM HYDROGEN DIFLUORIDE, 50% IN ACETONITRILE

Chemical Property of Tetrabutylammonium bifluoride

Chemical Property:

• Refractive Index: n20/D 1.442
• Flash Point: <10℃
• PSA: 0.00000
• LogP: 2.54030
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 281.28940651
• Heavy Atom Count: 19
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrabutylammonium Bifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,F
• Hazard Codes: C,F
• Statements: 34-40-20/21/22-11
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.F.[F-]
• Uses: Tetrabutylammonium hydrogen difluoride is used as an etchant for silica films 1 Reactant for: Nucleophilic fluorination 2 Ring-opening fluorination reaction 3 Substitution reactions 4 Used as an etchant for silica filmsReactant for:Nucleophilic fluorinationRing-opening fluorination reactionSubstitution reactions

Technology Process of Tetrabutylammonium bifluoride

There total 2 articles about Tetrabutylammonium bifluoride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

iodobenzene difluoride (26735-53-5) + tetrabutyl ammonium fluoride (429-41-4) → tetrabutylammonium bifluoride (23868-34-0) + iodosylbenzene (536-80-1)

Guidance literature:

With water; In acetonitrile; at 20 ℃;

DOI:10.1021/ol8015429

Reference yield:

3-amino-5-(5-phenyl-1H-pyrrol-2-yl)-1H-pyrazole-4-carboxamide (268212-48-2) + tetrabutyl ammonium fluoride (429-41-4) → tetrabutylammonium bifluoride (23868-34-0) + C14H12N5O(1-)*C16H36N(1+)

Guidance literature:

In dimethyl sulfoxide; Equilibrium constant;

DOI:10.1016/j.jphotochem.2010.09.012

Reference yield: 95.0%

lithium pentafluorophenyltrimethoxyborate + tetrabutylammonium bifluoride (23868-34-0) → tetrabutylammonium pentafluorophenyltrifluoroborate (912292-08-1) + tetrabutylammonium bis(pentafluorophenyl)difluoroborate (912292-09-2)

Guidance literature:

With HF; In dichloromethane; hydrogen fluoride; byproducts: LiHF2, MeOH, C6F5H; aq. HF; under Ar, teflon-perfluoropropylene block copolymer vessel, aq. soln. ofBu4N-compd. was added to CH2Cl2 soln. of Li-compd., shaking; standing for 30 min to separate the phases, yields were determined by (19)F NMR;

DOI:10.1002/zaac.200500083

upstream raw materials:

iodobenzene difluoride

tetrabutyl ammonium fluoride

3-amino-5-(5-phenyl-1H-pyrrol-2-yl)-1H-pyrazole-4-carboxamide

Downstream raw materials:

tetrabutylammonium pentafluorophenyltrifluoroborate

tetrabutylammonium bis(pentafluorophenyl)difluoroborate

Refernces

• 1、 Sun, Haoran,Wang, Bijia,Dimagno, Stephen G.. "A method for detecting water in organic solvents". supporting information; experimental part. p. 4413 - 4416. Retrieved 2009/05/27.