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140023

Tetraethylammonium bromide

Name: Tetraethylammonium bromide
Brand: ALDRICH

98%, reagent grade, crystalline, suitable for for analytical testing

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:

24848444

UNSPSC Code:

12352107

EC Number:

200-769-4

MDL number:

MFCD00011825

Beilstein/REAXYS Number:

3563430

Assay:

98%

Grade:

reagent grade

Bp:

>310 °C/979.1 hPa

Vapor pressure:

<1 hPa

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Properties

Product Name

Tetraethylammonium bromide, reagent grade, 98%

grade

reagent grade

Quality Level

200

vapor pressure

<1 hPa

assay

98%

form

crystalline

reaction suitability

core: ammonium

dilution

(for analytical testing)

impurities

≤2% triethylamine hydrobromide

pH

6.5 (100 g/L)

bp

>310 °C/979.1 hPa

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

Description

Application

Tetraethylammonium bromide may be used:

As an organic template for synthesizing zeolite beta via hydrothermal crystallization.
As a catalyst for the oxidative coupling of aldehydes or alcohols with thiophenols or disulfides to form thioesters.
In combination with o-iodoxybenzoic acid (IBX) for the oxidative dehomologation of primary carboxamides to nitriles and α,α-disubstituted acetamides to ketones. This reagent combination can also be used for the conversion of sulfides to sulfoxides and N,N-disubstituted glycylamides into corresponding cyanamides.

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hcodes

H412

pcodes

P273 - P501

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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Novel and facile transformation of N, N-disubstituted glycylamides into corresponding cyanamides by using pentavalent iodine reagents in combination with tetraethylammonium bromide.

Chaudhari K

Synlett, 18, 2815-2818 (2007)

Oxidative Conversion of ?, ?-Disubstituted Acetamides to Corresponding One-Carbon-Shorter Ketones Using Hypervalent Iodine (?5) Reagents in Combination with Tetraethylammonium Bromide.

Bellale E

The Journal of Organic Chemistry, 73(23), 9473-9475 (2008)

Tetraethylammonium Bromide?Catalyzed Oxidative Thioesterification of Aldehydes and Alcohols.

Zhu X

Advanced Synthesis & Catalysis, 355(18), 3558-3562 (2013)

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Global Trade Item Number

SKU	GTIN
140023-250G	04061838733122
140023-1KG	04061835554218