Tetrabutylammonium tribromide
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Tetrabutylammonium tribromide
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CAS No:
38932-80-8
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Formula:
C16H36N.Br3
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Chemical Name:
Tetrabutylammonium tribromide
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Synonyms:
1-Butanaminium,N,N,N-tributyl-,(tribromide) (1:1);1-Butanaminium,N,N,N-tributyl-,(tribromide);Tetrabutylammonium tribromide;Bromide (Br31-),N,N,N-tributyl-1-butanaminium;N,N,N,N-Tetrabutylammonium tribromide;Tetra-n-butylammonium tribromide
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CAS No:
Characteristics
3.69880
Yellow Crystalline Powder
1.5469 (rough estimate)
72-73 °C @ Solvent: Ligroine, Dichloromethane
H2O: insoluble
Safety Information
III
8
UN3261
3
36/37/38
26-36-37/39
Xi
P261; P305 + P351 + P338
H315; H319; H335
|Danger|H314 (13.73%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 51 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Tetrabutylammonium tribromide Use and Manufacturing
Tetrabutylammonium tribromide (TBATB) is a salt of the lipophilic tetrabutylammonium cation and the linear tribromide anion. It is used as a phase transfer catalyst in organic synthesis as well as a mild brominating agent. A wide range of O-isopropylidene derivatives can be prepared from the sugars and their derivatives on reaction with acetone at room temperature by employing 2 mol % of tetrabutylammonium tribromide as a catalyst. Good yields, low catalyst loading, mild reaction conditions, and a non-aqueous workup procedure are some major advantages of this protocol. Tetrabutylammonium tribromide as an efficient generator of HBr for an efficient chemoselective reagent for acetalization of carbonyl compounds. It is sometimes used as a reagent used in organic synthesis as a conveniently weighable, solid source of bromine. Tetra-n-butylammonium tribromide is useful for the preparation of vicinal dibromides from alkenes and alkynes and alfa-bromo acetals. it is utilized to generate hydrogen bromide, which is used as an efficient chemoselective reagent for acetalization of carbonyl compounds.
Computed Properties
Molecular Weight:482.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:12
Exact Mass:481.03774
Monoisotopic Mass:479.03979
Heavy Atom Count:20
Complexity:116
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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