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CAS RN: 1643-19-2 | Product Number: T0054
Tetrabutylammonium Bromide
×
Purity: >98.0%(T)
Synonyms:
- TBAB
- TBABr
Product Documents:
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| Product Number | T0054 |
Purity / Analysis Method 
|
>98.0%(T) |
| Molecular Formula / Molecular Weight | C__1__6H__3__6BrN = 322.38 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic |
| CAS RN | 1643-19-2 |
| Reaxys Registry Number | 3570983 |
| PubChem Substance ID | 87576073 |
| SDBS (AIST Spectral DB) | 3131 |
| MDL Number | MFCD00011633 |
Specifications
| Appearance | White to Almost white powder to crystaline |
| Purity(Nonaqueous Titration) | min. 98.0 % |
| Drying loss | max. 1.0 % |
| pH | 3.5 to 7.0 (50 g/L, 25 deg-C) |
| Solubility in Water | almost transparency |
| Tributylamine hydrobromide | max. 1.0 % |
Properties (reference)
| Melting Point | 103 °C |
| Solubility in water | Soluble |
| Solubility (soluble in) | Alcohol |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H302 : Harmful if swallowed. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P270 : Do not eat, drink or smoke when using this product. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. |
Related Laws:
Transport Information:
| H.S.code* | 2923.90-000 |
Application
TMS Protection of Alcohols using Azidotrimethylsilane
References
- Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
Regioselective Bromination of Fused Pyridine N-Oxides
Typical Procedure:
To a mixture of tetrabutylammonium bromide (1.5 eq.), 4Å molecular sieves and the appropriate fused pyridine N-oxide is added CH2Cl2 (0.01M) and the mixture is stirred at room temperature for 10 min. p-Toluenesulfonic anhydride (1.5 eq.) is added and the reaction is stirred at room temperature overnight. The reaction mixture is filtered and concentrated under reduced pressure. The crude product is purified by flash column chromatography using hexanes/CH2Cl2 and hexanes/EtOAc solvent mixtures.
To a mixture of tetrabutylammonium bromide (1.5 eq.), 4Å molecular sieves and the appropriate fused pyridine N-oxide is added CH2Cl2 (0.01M) and the mixture is stirred at room temperature for 10 min. p-Toluenesulfonic anhydride (1.5 eq.) is added and the reaction is stirred at room temperature overnight. The reaction mixture is filtered and concentrated under reduced pressure. The crude product is purified by flash column chromatography using hexanes/CH2Cl2 and hexanes/EtOAc solvent mixtures.
References
Application
Di-Anionic Alkyl Zincates as Transmetalators in Negishi Cross-Coupling
References
- 1)L. C. McCann, H. N. Hunter, J. A. C. Clyburne, M. G. Organ, Angew. Chem. Int. Ed. 2012, 51, 7024.
- 2)I. S. MacIntosh, C. N. Sherren, K. N. Robertson, J. D. Masuda, C. C. Pye, J. A. C. Clyburne, Organometallics 2010, 29, 2063.
PubMed Literature
Documents
Product Articles
[Research Articles] Regioselective Bromination of Fused Pyridine N-Oxides[Research Articles] Di-Anionic Alkyl Zincates as Transmetalators in Negishi Cross-Coupling
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| Product # | I0365 |
| CAS RN | 1643-19-2 |
| Purity / Analysis Method: | >99.0%(T) |