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Merck
CN

241059

Tetraethylammonium bromide

99%, crystals, suitable for for general lab use, ReagentPlus®

Synonym(s):

TEAB, TEA bromide

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About This Item

Linear Formula:
(C2H5)4N(Br)
CAS Number:
71-91-0
Molecular Weight:
210.16
NACRES:
NA.22
PubChem Substance ID:
24854459
UNSPSC Code:
12352107
EC Number:
200-769-4
MDL number:
MFCD00011825
Beilstein/REAXYS Number:
3563430
Assay:
99%

Key Documents

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Product Name

Tetraethylammonium bromide, ReagentPlus®, 99%

InChI key

HWCKGOZZJDHMNC-UHFFFAOYSA-M

InChI

1S/C8H20N.BrH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1

SMILES string

[Br-].CC[N+](CC)(CC)CC

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.)

Quality Level

200

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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.
  • It is used as a catalyst, along with o-iodoxybenzoic acid (IBX), in the oxidation of sulfides to sulfoxides and primary carboxamides to one-carbon dehomologated nitriles.
  • TEAB can also be used as an organic template to synthesize zeolite beta.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

11 - Combustible Solids

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6520V
WXBF5461V
BCCK5133
BCCH4314
BCCD9462

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Hydrothermal crystallization of zeolite beta using tetraethylammonium bromide.
Eapen M
Zeolites, 14(4), 295-302 (1994)
Tetraethylammonium Bromide-Catalyzed Oxidative Thioesterification of Aldehydes and Alcohols.
Zhu, Xuebin et al.
advanced synthesis and catalysis, 355(18), 3558-3562 (2013)
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)
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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