Tetrabutylammonium tribromide
Catalog Number
ACM38932808
CAS
38932-80-8
Synonyms
Mono(tetrabutylammonium) tribromide
Application
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.
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.
Molecular Weight
482.18
Molecular Formula
C16H36Br3N
Product Information
Canonical SMILES
CCCC[N+](CCCC)(CCCC)CCCC.Br[Br-]Br
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
Melting Point
71-76 °C
Purity
99%
Solubility
Slightly soluble in acetone and chloroform
Appearance
Orange red solid
storage
Keep in dark place, Inert atmosphere, Room Temperature
Complexity
116
Condition To Avoid
Light Sensitive,Hygroscopic
Hazard Statements
H314 : Causes severe skin burns and eye damage.
Heavy Atom Count
20
MDL Number
MFCD00012110
Precautionary Statements
P501 : Dispose of contents/ container to an approved waste disposal plant.P260 : Do not breathe dusts or mists.P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.P363 : Wash contaminated clothing before reuse.P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.P405 : Store locked up.
Reaxys Registry Number
3746114
Refractive Index
1.65
Rotatable Bond Count
12
Signal Word
Danger
Monoisotopic Mass
479.03979
Topological Polar Surface Area
0 Ų
Exact Mass
481.03774
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