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Merck
CN

T19526

Tetramethylammonium chloride

reagent grade, ≥98%

Synonym(s):

TMA

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About This Item

Linear Formula:
(CH3)4N(Cl)
CAS Number:
Molecular Weight:
109.60
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-880-8
Beilstein/REAXYS Number:
3911201
MDL number:
Assay:
≥98%
Grade:
reagent grade
Form:
solid
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grade

reagent grade

Quality Level

assay

≥98%

form

solid

reaction suitability

core: ammonium

mp

>300 °C (lit.)

functional group

amine

SMILES string

[Cl-].C[N+](C)(C)C

InChI

1S/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1

InChI key

OKIZCWYLBDKLSU-UHFFFAOYSA-M

General description

Tetramethylammonium chloride is a quaternary ammonium salt commonly used as a catalyst due to its thermal stability and also tolerance towards strong aqueous bases or nucleophiles.

Application

Tetramethylammonium chloride along with N-hydroxyphthalimide and xanthone may be used as an efficient chloride catalytic system for the aerobic oxidation of hydrocarbons to form the corresponding oxygenated compounds. It may also be used as a phase transfer catalyst for the synthesis of aryl fluorides via selective chloride/fluoride exchange reaction of activated aryl chlorides with potassium fluoride in solid-liquid phase.


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Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Aquatic Chronic 2 - Skin Irrit. 2 - STOT SE 1 Oral

target_organs

Central nervous system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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A free radical process for oxidation of hydrocarbons promoted by nonmetal xanthone and tetramethylammonium chloride under mild conditions.
Du Z, et al.
Tetrahedron Letters, 50(15), 1677-1680 (2009)
Tetramethylammonium chloride as a selective and robust phase transfer catalyst in a solid?liquid halex reaction: the role of water.
Sasson Y, et al.
Chemical Communications (Cambridge, England), 3, 297-298 (1996)
Min Bum Park et al.
Journal of the American Chemical Society, 135(6), 2248-2255 (2012-11-29)
A solid understanding of the molecular-level mechanisms responsible for zeolite crystallization remains one of the most challenging issues in modern zeolite science. Here we investigated the formation pathway for high-silica LTA zeolite crystals in the simultaneous presence of tetraethylammonium (TEA(+))



Global Trade Item Number

SKUGTIN
T19526-5G04061837338533
T19526-100G04061837338496
T19526-500G04061837338519