Specifications
- Purity
- ≥98% (T)
- Appearance
- Dark yellow to dark orange powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in acetonitrille, chloroform, THF, dioxane. Insoluble in water.
- Melting Point
- 71- 76 °C (lit.)
Available from stock
Tetrabutylammonium tribromide
- SKU
- T0602
Category: Building Blocks, Intermediates, Reagents
- Synonyms
- TBABr3, Tetrabutylammoniumbromide-perbromide, N,N,N,N-Tetrabutylammonium tribromide
- 38932-80-8
- CAS-Number
- C16H36Br3N
- Molecular Formula
- 482.18
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- RT
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at RT.
- Hazard statements
- H315 - H319 - H335
- Precautionary statements
- P302 + P352 - P305 + P351 + P338
- GHS Symbol
- GHS07
- Signal word
- Warning
- Transportation
- Not dangerous goods
- Description
- Tetrabutylammonium tribromide (TBABr3) is used as a reagent in organic synthesis, particularly in organic and organometallic chemistry. It is a quaternary ammonium salt and is composed of a tetrabutylammonium cation (C16H36N+) and three bromide anions (Br-). TBABr3 is a powerful brominating agent, to introduce bromine (Br) atoms into organic molecules, and it is particularly useful for bromination reactions in cases where other brominating agents might not be suitable or effective. The tetrabutylammonium cation in TBABr3 serves as a phase-transfer catalyst, facilitating the transfer of the bromide ions into the organic phase of a reaction. This allows for the selective bromination of various organic substrates. TBABr3 is used in a variety of organic reactions, including the preparation of intermediates for pharmaceuticals, and in other applications where the introduction of bromine is required.
- Smiles
- Br[Br-]Br.CCCC[N+](CCCC)(CCCC)CCCC
- InChi Key
- XXSLZJZUSYNITM-UHFFFAOYSA-N
- References
- (1) R. Gopinath & B.K. Patel, Org. Lett. 2, 4177 (2000) , (2) S. Naik, et al., Org. Biomol. Chem. 2, 1670 (2004) , (3) X. Lin, et al., Synth. Commun. 36, 3153 (2006) , (4) A.T. Khan, et al., Carbohydr. Res. 346, 673 (2011) , (5) S. Gao, et al., J. Org. Chem. 83, 9250 (2018) , (6) M. Belal, et al., Org. Biomol. Chem. 20, 2562 (2022)
Tetrabutylammonium tribromide (TBABr3) is used as a reagent in organic synthesis, particularly in organic and organometallic chemistry. It is a quaternary ammonium salt and is composed of a tetrabutylammonium cation (C16H36N+) and three bromide anions (Br-). TBABr3 is a powerful brominating agent, to introduce bromine (Br) atoms into organic molecules, and it is particularly useful for bromination reactions in cases where other brominating agents might not be suitable or effective. The tetrabutylammonium cation in TBABr3 serves as a phase-transfer catalyst, facilitating the transfer of the bromide ions into the organic phase of a reaction. This allows for the selective bromination of various organic substrates. TBABr3 is used in a variety of organic reactions, including the preparation of intermediates for pharmaceuticals, and in other applications where the introduction of bromine is required.
Additional information
| Synonyms | TBABr3, Tetrabutylammoniumbromide-perbromide, N,N,N,N-Tetrabutylammonium tribromide |
|---|---|
| Purity | ≥98% (T) |
| Appearance | Dark yellow to dark orange powder |
| CAS-Number | 38932-80-8 |
| Molecular Formula | C16H36Br3N |
| Molecular Weight | 482.18 |
| Identity | 1H-NMR |
| Solvents | Soluble in acetonitrille, chloroform, THF, dioxane. Insoluble in water. |
| Melting Point | 71- 76 °C (lit.) |
| Smiles | Br[Br-]Br.CCCC[N+](CCCC)(CCCC)CCCC |
| InChi Key | XXSLZJZUSYNITM-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | RT |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at RT. |
| Hazard statements | H315 – H319 – H335 |
| Precautionary statements | P302 + P352 – P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) R. Gopinath & B.K. Patel, Org. Lett. 2, 4177 (2000), (2) S. Naik, et al., Org. Biomol. Chem. 2, 1670 (2004), (3) X. Lin, et al., Synth. Commun. 36, 3153 (2006), (4) A.T. Khan, et al., Carbohydr. Res. 346, 673 (2011), (5) S. Gao, et al., J. Org. Chem. 83, 9250 (2018), (6) M. Belal, et al., Org. Biomol. Chem. 20, 2562 (2022) |
| Quantity | 100 g, Bulk |
