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Tetrabutylammonium tribromide

Product Name
Tetrabutylammonium tribromide
CAS No.
38932-80-8
Chemical Name
Tetrabutylammonium tribromide
Synonyms
TBABR3;TETRA-N-BUTYLAMMONIUM TRIBROMIDE;Tetrabutylammonium t;tetrabutylazaniuM tribroMide;TETRABUTYLAMONIUM TRIBROMIDE;Tetrabutylammonium perbromide;TETRABUTYLAMMONIUM TRIBROMIDE;Tetrabutyllammonium tribromide;Fourbutyl threeaMMoniuM broMide;TETRA-N-BUTYLAMMONUIM TRIBROMIDE
CBNumber
CB0685018
Molecular Formula
C16H36Br3N-2
Formula Weight
482.18
MOL File
38932-80-8.mol
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Tetrabutylammonium tribromide Property

Melting point:
71-76 °C (lit.)
Density 
1.5469 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Acetone (Slightly), Chloroform (Slightly)
form 
Crystalline Powder
color 
Yellow
Water Solubility 
insoluble
BRN 
3746114
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
KEWPQWXPEDFWRU-UHFFFAOYSA-N
SMILES
[N+](CCCC)(CCCC)(CCCC)CCCC.[Br-](Br)Br
CAS DataBase Reference
38932-80-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
RIDADR 
UN3261
WGK Germany 
3
HazardClass 
8
PackingGroup 
III
HS Code 
29211990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
301590
Product name
Tetrabutylammonium tribromide
Purity
98%
Packaging
25g
Price
$66.2
Updated
2025/07/31
Sigma-Aldrich
Product number
301590
Product name
Tetrabutylammonium tribromide
Purity
98%
Packaging
100g
Price
$158
Updated
2025/07/31
TCI Chemical
Product number
T1284
Product name
Tetrabutylammonium Tribromide
Purity
>98.0%(T)
Packaging
25g
Price
$34
Updated
2025/07/31
TCI Chemical
Product number
T1284
Product name
Tetrabutylammonium Tribromide
Purity
>98.0%(T)
Packaging
100g
Price
$97
Updated
2025/07/31
TCI Chemical
Product number
T1284
Product name
Tetrabutylammonium Tribromide
Purity
>98.0%(T)
Packaging
500g
Price
$288
Updated
2025/07/31
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Tetrabutylammonium tribromide Chemical Properties,Usage,Production

Chemical Properties

Insoluble in H2O; soluble in anhydrous acetic acid (50 g/100 mL), MeCN (300 g/100 mL), CHCl3, trichloroethylene (10 g/100 mL), THF, dioxane; very soluble in DMF, DMSO; slightly soluble in alcohols; soluble in acetone with slow reaction, giving lachrymatory solution. Avoid washing reaction vessels with acetone prior to using this reagent. It should be handled in a fume hood. Anhydrous, orange nonhygroscopic stable solid; purity more than 98%; stable bromine degree (1 g = 2.07 mequiv Br2). Red crystals when recrystallized from DMF solution.

Uses

Tetrabutylammonium Tribromide is used in the synthesis of antimicrobial agents via chalcones. Also used in the synthesis of potent tubulin polymerization inhibitors.

Uses

  1. 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.
  2. Tetrabutylammonium tribromide as an efficient generator of HBr for an efficient chemoselective reagent for acetalization of carbonyl compounds.
  3. It is sometimes used as a reagent used in organic synthesis as a conveniently weighable, solid source of bromine.
  4. Tetra-n-butylammonium tribromide is useful for the preparation of vicinal dibromides from alkenes and alkynes and alfa-bromo acetals.
  5. it is utilized to generate hydrogen bromide, which is used as an efficient chemoselective reagent for acetalization of carbonyl compounds.

Synthesis

1643-19-2

38932-80-8

General procedure for the synthesis of tetrabutylammonium tribromide from tetrabutylammonium bromide: A sample of molybdic acid monohydrate (H2MoO4) was taken. H2O (0.16 mmol, 0.029 g) in a 250 mL glass beaker and 30% hydrogen peroxide (H2O2, 15.52 mmol, 1.76 mL) was added to it. The mixture was stirred at room temperature for 30 min. The slightly cloudy solution was filtered through Whatman No. 1 filter paper on a glass funnel. The clarified filtrate was collected in a 250 mL glass beaker and kept in an ice water bath. Tetrabutylammonium bromide (TBAB, 15.51 mmol, 5 g) and potassium bromide (KBr, 31.01 mmol, 3.69 g) dissolved in 0.3 M H2SO4 (15.52 mmol, 51.77 mL) were slowly added to the solution under continuous stirring, resulting in the formation of a yellow precipitate. The mixture was continued to be stirred in an ice-water bath for 1 h and then left to stand in an ice-water bath for 2 h to give an orange-yellow compound of tetrabutylammonium tribromide (TBATB). The compound was separated by filtration using Whatman No.1 filter paper under suction. It was dried in melted CaCl2 and recrystallized from acetonitrile. The yield was 7.23 g (96.7%), melting point: 76-77°C. The chemical analysis, IR and conductance of the compound were in good agreement with the data reported in the literature. Analytical data: compound correctly analyzed C16H36NBr3: Calculated values C, 39.86; H, 7.52; N, 2.90; Br, 49.71%. Measured values C, 39.41; H, 8.28; N, 2.78; Br, 49.53%.

References

[1] Patent: WO2004/54962, 2004, A1. Location in patent: Page 10
[2] Patent: WO2004/54962, 2004, A1. Location in patent: Page 11-12
[3] Catalysis Communications, 2010, vol. 11, # 11, p. 992 - 995
[4] Synthetic Communications, 2015, vol. 45, # 6, p. 724 - 736
[5] Arkivoc, 2018, vol. 2018, # 7, p. 172 - 185

Tetrabutylammonium tribromide Preparation Products And Raw materials

Raw materials

Preparation Products

3,5-diisopropylphenol 1-Bromopinacolone 4-[4-(TRIFLUOROMETHYL)PHENYL]-1,2,3-THIADIAZOL-5-AMINE 4-(4-CHLOROPHENYL)-1,2,3-THIADIAZOL-5-AMINE
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Tetrabutylammonium tribromide Suppliers

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View Lastest Price from Tetrabutylammonium tribromide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Tetrabutylammonium tribromide 38932-80-8
Price
US $55.00-13.00/KG
Min. Order
1KG
Purity
99.72%min
Supply Ability
30tons/month
Release date
2024-05-27
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Tetrabutylammonium tribromide 38932-80-8
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-12-12
Hebei Chuanghai Biotechnology Co., Ltd
Product
Tetrabutylammonium tribromide 38932-80-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-05

38932-80-8, Tetrabutylammonium tribromideRelated Search:

Ammonium bromide TETRABUTYL AMMONIUM BROMIDE Tributyltin chloride Tetrabutylammonium bromide Tetraethylammonium bromide Benzyltributylammonium bromide Tetrabutylammonium hydroxide Tetrabutylammonium borohydride Tetrabutylammonium fluoride trihydrate Tetrabutylammonium nitrate Tetramethylammonium chloride Tetrabutylphosphonium bromide Tetrabutylammonium acetate Tetrabutylammonium fluoride Tetrabutylammonium azide Tetrabutylphosphonium iodide Tetrabutylammonium perchlorate Tetrabutylammonium iodide

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  • Tetrabutylammonium tribromide, 95%
  • 38932-80-8
  • 2229-01-2
  • C16H36Br3N
  • CH3CH234NBr3
  • CH3CH2CH2CH24NBr3
  • C16H36N3Br
  • C16H36NBr3
  • Halogenation
  • Bromination
  • Ammonium Polyhalides, etc. (Quaternary)
  • Quaternary Ammonium Compounds
  • Synthetic Reagents
  • Phase Transfer Catalysts
  • Ammonium Salts
  • Ammonium Polyhalides, etc. (Quaternary)
  • Bromination
  • Halogenation
  • Quaternary Ammonium Compounds
  • Synthetic Organic Chemistry
  • Ammonium
  • Ammonium Salts
  • Chemical Synthesis
  • Ionic Liquids
  • Phase Transfer Catalysts
  • Specialty Synthesis
  • Synthetic Reagents
  • bc0001