241059
Tetraethylammonium bromide
ReagentPlus®, 99%
Synonym(s):
TEAB, TEA bromide
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About This Item
Linear Formula:
(C2H5)4N(Br)
CAS Number:
Molecular Weight:
210.16
Beilstein/REAXYS Number:
3563430
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22
grade:
reagent
assay:
99%
Pricing and availability is not currently available.
Recommended Products
grade
reagent
product line
ReagentPlus®
assay
99%
form
crystals
dilution
(for general lab use)
impurities
1% triethylamine hydrobromide
pH
6.5 (100 g/L)
mp
285 °C (dec.) (lit.)
SMILES string
[Br-].CC[N+](CC)(CC)CC
InChI
1S/C8H20N.BrH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1
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Application
- Tetraethylammonium bromide (TEAB) catalyzes the synthesis of thioesters by the oxidative coupling of aldehydes or alcohols with thiols or disulfides.[1]
- It is used as a catalyst, along with o-iodoxybenzoic acid (IBX), in the oxidation of sulfides to sulfoxides[2] and primary carboxamides to one-carbon dehomologated nitriles.[3]
- TEAB can also be used as an organic template to synthesize zeolite beta.[4]
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 3
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
361.4 °F - closed cup
flash_point_c
183 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Tetraethylammonium Bromide-Catalyzed Oxidative Thioesterification of Aldehydes and Alcohols.
Zhu, Xuebin et al.
advanced synthesis and catalysis, 355(18), 3558-3562 (2013)
Hydrothermal crystallization of zeolite beta using tetraethylammonium bromide.
Eapen M
Zeolites, 14(4), 295-302 (1994)
A mild, chemoselective oxidation of sulfides to sulfoxides using o-iodoxybenzoic acid and tetraethylammonium bromide as catalyst.
Shukla V
The Journal of Organic Chemistry, 68(13), 5422-5425 (2003)
Strategies for Enhancing the Catalytic Performance of Metal-Organic Frameworks in the Fixation of CO
Masoumeh Taherimehr et al.
ChemSusChem, 10(6), 1283-1291 (2016-12-20)
Metal-organic frameworks (MOFs) with accessible Lewis acid sites are finding increasing application in the field of heterogeneous catalysis. However, the structural instability of MOFs when they are exposed to high temperature and/or high pressure often limits their applicability. In this
o-Iodoxybenzoic acid-and tetraethylammonium bromide-mediated oxidative transformation of primary carboxamides to one-carbon dehomologated nitriles.
Bhalerao D
The Journal of Organic Chemistry, 72(2), 662-665 (2007)
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