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:
3563430
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22
Assay:
99%
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Quality Level
product line
ReagentPlus®
Assay
99%
form
crystals
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
InChI key
HWCKGOZZJDHMNC-UHFFFAOYSA-M
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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
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 3
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
361.4 °F - closed cup
Flash Point(C)
183 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tetraethylammonium Bromide-Catalyzed Oxidative Thioesterification of Aldehydes and Alcohols.
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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)
Hydrothermal crystallization of zeolite beta using tetraethylammonium bromide.
Eapen M
Zeolites, 14(4), 295-302 (1994)
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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