426288
Tetrabutylammonium bromide
ACS reagent grade, ≥98.0%, solid
동의어(들):
N,N,N-tributyl-1-butanaminium bromide, TBAB, TBABr, tetra-n-butylammonium bromide
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(CH3CH2CH2CH2)4N(Br)
CAS 번호:
Molecular Weight:
322.37
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-699-2
MDL number:
Beilstein/REAXYS Number:
3570983
Assay:
≥98.0%
Grade:
ACS reagent
Form:
solid
제품 이름
Tetrabutylammonium bromide, ACS reagent, ≥98.0%
InChI key
JRMUNVKIHCOMHV-UHFFFAOYSA-M
InChI
1S/C16H36N.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
SMILES string
[Br-].CCCC[N+](CCCC)(CCCC)CCCC
grade
ACS reagent
assay
≥98.0%
form
solid
Quality Level
reaction suitability
core: ammonium
greener alternative product characteristics
Catalysis
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sustainability
Greener Alternative Product
impurities
≤0.5% tributylamine hydrobromide, ≤0.5% tributylamine
mp
102-106 °C (lit.)
functional group
amine
greener alternative category
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General description
Tetrabutylammonium bromide (TBAB) is a quaternary ammonium compound. It is the most widely used phase transfer catalyst. Its interfacial properties have been studied in case of hydroxide initiated reactions. This may be applied in understanding the mechanism of phase transfer reactions. TBAB is reported to decrease retention time and remove peak tailing by acting as an ion pair reagent during the chromatographic analysis of quaternary ammonium compounds. In the molten state TBAB behaves like an ionic liquid which is a promising green alternative to organic solvents in organic synthesis. Its molar heat capacity, entropy and free energy function have been determined.
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Application
Tetrabutylammonium bromide (TBAB) may be used in the molten state in the following processes:
- Synthesis of (2S)-5-(3-phenyl-2-phthalimidylpropanoylamino)isophthalic acid.
- Synthesis of alkyl-substituted pyrroles in the absence of catalyst and organic solvent.
- Synthesis of dithioacetals from acetals by transthioacetalisation in a solvent free environment.
- Synthesis of polyamides (PAs) by the polymerization of terephthalic acid and diisocyanates.
- Catalyze the addition of thiols to conjugated alkenes.
- Dehydrochlorination of poly(vinyl chloride).
Used with phosphorus pentoxide for greener deoxybromination.
Used with phosphorus pentoxide for greener deoxybromination.
Process for Producing Halogenated Heteroaryl Compounds
Process for Producing Halogenated Heteroaryl Compounds
signalword
Warning
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
저장 등급
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Chi Chen et al.
Nature communications, 13(1), 4935-4935 (2022-08-24)
Control over the copy number and nanoscale positioning of quantum dots (QDs) is critical to their application to functional nanomaterials design. However, the multiple non-specific binding sites intrinsic to the surface of QDs have prevented their fabrication into multi-QD assemblies
Dehydrochlorination of poly (vinyl chloride) by aqueous sodium hydroxide solution under two-phase conditions.
Kise H.
Journal of Polymer Science Part A: Polymer Chemistry, 20(11), 3189-3197 (1982)
Heat capacities and thermodynamic properties of two tetramethylammonium halides.
Chang SS and Westrum Jr EF.
J. Chem. Phys. , 36(9), 2420-2423 (1962)
Catalysis by ionic liquids: solvent-free efficient transthioacetalisation of acetals by molten tetrabutylammonium bromide.
Ranu BC, et al.
Journal of the Chemical Society. Perkin Transactions 1, 13, 1520-1522 (2002)
Novel biobased polyurethanes synthesized from nontoxic phenolic diol containing l-tyrosine moiety under green media.
Mallakpour S, et al.
Journal of Polymers and the Environment, 18(4), 685-695 (2010)
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