Fluorinated tetra- n- butyl ammonium
Fluorinated tetra- n- butyl ammonium (British: Tetra-n-butylammonium fluoride) is the fourth grade ammonium salt expressed in structural formula (CH3CH2CH2CH2)4N+F-. I am sketched with TBAF. It is commercially available as as 3 hydrates or THF solution.
| Fluorinated tetra- n- butyl ammonium | |
|---|---|
 | |
| Tetra-n-butylammonium fluoride | |
| Abbreviated designation | TBAF |
| Identification information | |
| CAS registration number | 429-41-4, 87,749-50-6 (trihydrate) |
| |
| Characteristic | |
| Chemical formula | (C4H9)4NF |
| Molar mass | 261.46 g/mol |
| Melting point | 58-60ºC (trihydrate) |
| I can put a case, the data without the special mention for normal temperature (25 degrees Celsius), the ordinary pressure (100 kPa). | |
It is a soluble fluoride ion source and is used for the deprotection of the Cyril ether protecting group to an organic solvent. In addition, I am used as phase transfer catalysis and a mild base. In addition, it is often used as a positive ion class because sodium ion deteriorates the characteristic of the semiconductor in the field of the semiconductor production.
Because a fluoride ion is a very strong hydrogen bonding receptor, it is difficult to get the sample which was completely spin-dried. I disintegrate, and salt of hydrogen ion (HF2-) difluoride is known to be formed when I heat up to 77 degrees Celsius under reduced pressure [1]. In addition, residual water of 10-30% by mol and existence of approximately 10% of difluoride are confirmed when I dry a sample at high vacuum lower 40 degrees Celsius [2]. I have a pK level of approximately 20 times in aprotic solvents in the anhydrous sample in comparison with the water, and the basicity of the fluoride ion rises. In late years an example composing TBAF is reported by hexafluorobenzene and cyanidation tetra- n- butyl ammonium. This uses that TBAF is very stable in acetonitrile and dimethyl sulfoxide under the anhydrous condition [3].
Footnote
- ^ Ramesh K. Sharma, James L. Fry (1983). "Instability of anhydrous tetra-n-alkylammonium fluorides." J. Org. Chem. 48: 2112-4. doi: 10.1021/jo00160a041.
- ^ D. Phillip Cox, Jacek Terpinski, Witold Lawrynowicz (1984). "'Anhydrous' tetrabutylammonium fluoride: a mild but highly efficient source of nucleophilic fluoride ion." J. Org. Chem. 49: 3216-9. doi: 10.1021/jo00191a035.
- ^ Haoran Sun and Stephen G. DiMagno (2005). "Anhydrous Tetrabutylammonium Fluoride." J. Am. Chem. Soc. 127: 2050-1. doi: 10.1021/ja0440497.
This article is taken from the Japanese Wikipedia Fluorinated tetra- n- butyl ammonium
This article is distributed by cc-by-sa or GFDL license in accordance with the provisions of Wikipedia.
In addition, Tranpedia is simply not responsible for any show is only by translating the writings of foreign licenses that are compatible with CC-BY-SA license information.
0 개의 댓글:
댓글 쓰기