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
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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signalword
Danger
hcodes
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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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)
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)
Seonki Hong et al.
Science advances, 4(9), eaat7457-eaat7457 (2018-09-12)
Biological functions depend on biomolecular assembly processes. Assemblies of lipid bilayers, actins, microtubules, or chromosomes are indispensable for cellular functions. These hierarchical assembly processes are reasonably predictable by understanding chemical structures of the defined building blocks and their interactions. However