Tetrabutylammonium tribromide
| Code | Size | Price |
|---|
| CDX-T0602-G100 | 100 g | £173.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
Short term: +20°C, Long term: +20°C
Documents
Further Information
Alternate Names/Synonyms:
TBABr3; Tetrabutylammoniumbromide-perbromide; N,N,N,N-Tetrabutylammonium tribromide
Appearance:
Dark yellow to dark orange powder.
CAS:
38932-80-8
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315 - H319 - H335
InChi:
InChi=1S/C16H36N.Br3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-3-2/h5-16H2,1-4H3;/q+1;-1
InChiKey:
XXSLZJZUSYNITM-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 38932-80-8. Formula: C16H36Br3N. MW: 482.18. 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.
MDL:
MFCD00012110
Molecular Formula:
C16H36Br3N
Molecular Weight:
482.18
Package Type:
Vial
Precautions:
P302 + P352 - P305 + P351 + P338
Product 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.
Purity:
>98% (T)
Signal Word:
Warning
SMILES:
Br[Br-]Br.CCCC[N+](CCCC)(CCCC)CCCC
Solubility Chemicals:
Soluble in acetonitrille, chloroform, THF, dioxane. Insoluble in water.
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at RT.
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)