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241059

Sigma-Aldrich

Tetraethylammonium bromide

ReagentPlus®, 99%

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Synonym(s):
TEAB, TEA bromide
Linear Formula:
(C2H5)4N(Br)
CAS Number:
Molecular Weight:
210.16
Beilstein/REAXYS Number:
3563430
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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1 of 4

This Item
140023T0886T2265
vibrant-m

241059

Tetraethylammonium bromide

vibrant-m

140023

Tetraethylammonium bromide

vibrant-m

T0886

Triethylamine

vibrant-m

T2265

Tetraethylammonium chloride

assay

99%

assay

98%

assay

≥99%

assay

≥98% (titration)

pH

6.5 (100 g/L)

pH

6.5 (100 g/L)

pH

-

pH

-

impurities

1% triethylamine hydrobromide

impurities

≤2% triethylamine hydrobromide

impurities

≤0.5% water (Karl Fischer)

impurities

-

form

crystals

form

crystalline

form

-

form

powder

mp

285 °C (dec.) (lit.)

mp

285 °C (dec.) (lit.)

mp

−115 °C (lit.)

mp

-

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

Hazard Classifications

Aquatic Chronic 3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

361.4 °F

flash_point_c

183 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

Slide 1 of 4

1 of 4

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)
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)
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

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