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T19526

Tetramethylammonium chloride

reagent grade, ≥98%

Synonym(s):

TMA

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About This Item

Linear Formula:
(CH3)4N(Cl)
CAS Number:
75-57-0
Molecular Weight:
109.60
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
57654658
EC Number:
200-880-8
Beilstein/REAXYS Number:
3911201
MDL number:
MFCD00011628
Assay:
≥98%
Grade:
reagent grade
Form:
solid
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grade

reagent grade

Quality Level

200

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

T19526-100G:4.548173393278E12

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Certificates of Analysis (COA)

Lot/Batch Number
54397PJ
14226JC
12511JG
11909TC
11127HI

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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(+))
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