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
Beilstein:
3911201
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
grade
reagent grade
Quality Level
Assay
≥98%
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
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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 Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tetramethylammonium chloride as a selective and robust phase transfer catalyst in a solid?liquid halex reaction: the role of water.
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Chemical Communications (Cambridge, England), 3, 297-298 (1996)
A free radical process for oxidation of hydrocarbons promoted by nonmetal xanthone and tetramethylammonium chloride under mild conditions.
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Tetrahedron Letters, 50(15), 1677-1680 (2009)
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