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Tetrabutylammonium fluoride

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Name

Tetrabutylammonium fluoride

EINECS 207-057-2
CAS No. 429-41-4 Density 0.953 g/mL at 25 °C
Solubility Melting Point 62-63 °C
Formula C16H36FN Boiling Point
Molecular Weight 261.46 Flash Point -17 °C
Transport Information UN 3261 8/PG 2 Appearance clear light greenish to amber or brown solution
Safety 26-27-36/37/39-45-33-29-16-36 Risk Codes 34-19-11-36/37/38
Molecular Structure Molecular Structure of 429-41-4 (1-Butanaminium,N,N,N-tributyl-, fluoride (1:1)) Hazard Symbols IrritantXi, FlammableF, CorrosiveC
Synonyms

1-Butanaminium,N,N,N-tributyl-, fluoride (9CI);Ammonium, tetrabutyl-, fluoride (8CI);Tetrabutylammonium fluoride (7CI);TBAF;Tetra-n-butylammonium fluoride;1-Butanaminium, N,N,N-tributyl-, fluoride;

 

Tetrabutylammonium fluoride Specification

The IUPAC name of Tetrabutylammonium fluoride is tetrabutylazanium fluoride. With the CAS registry number 429-41-4, it is also named as 1-Butanaminium, N,N,N-tributyl-, fluoride. The product's categories are Ammonium Fluorides (Quaternary); Fluorination; Halogenation; Quaternary Ammonium Compounds; Synthetic Organic Chemistry; Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds; Nucleophilic Fluorinating Reagents; Silica Gel; Supported Synthesis; Fluoride Sources Supported Synthesis; Deprotecting Reagents; Protection and Derivatization; Supported Reagents, and the other registry number is 73476-21-8. Besides, it is clear light greenish to amber or brown solution, which should be stored at 2-8 °C. In addition, its molecular formula is C16H36FN and molecular weight is 261.46.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -1.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.72; (4)ACD/LogD (pH 7.4): -1.72; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.78; (8)ACD/KOC (pH 7.4): 2.78; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 12; (12)Density:0.953 g/mL at 25 °C; (13)Flash Point: -17 °C; (14)Melting Point: 62-63 °C; (15)EINECS: 207-057-2.

Preparation of Tetrabutylammonium fluoride: this chemical can be prepared by Tetra-N-butylammonium hydrogen sulfate.



This reaction needs aq. KF, KOH at ambient temperature for 20 min. The yield is 100 %.

Uses of Tetrabutylammonium fluoride: this chemical is encountered in the latter form as a source of organic-soluble fluoride ion to remove silyl ether protecting groups in the laboratory. It also can be used as a phase transfer catalyst and as a mild base. Similarly, it is used to dissolve cured polydimethylsiloxane. And it can react with Benzoic acid methyl ester to get Benzoic acid.



The reaction needs Dimethylformamide at the temperature of 20  °C for 6 hours. The yield is 49 %.

When you are using this chemical, please be cautious about it as the following: it is highly flammable that may cause burns. It also may form explosive peroxides. Please keep away from sources of ignition. Moreover, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. Additionally, you should wear suitable protective clothing, gloves and eye/face protection. And please take off immediately all contaminated clothing. Furthermore, please do not empty into drains. And take precautionary measures against static discharges. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: [F-].CCCC[N+](CCCC)(CCCC)CCCC
(2)InChI: InChI=1/C16H36N.FH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
(3)InChIKey: FPGGTKZVZWFYPV-REWHXWOFAO

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