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Tetramethylammonium acetate

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CAS:10581-12-1
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Products Intro: Product Name:Tetramethylammonium acetate
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  • Tetramethylammonium acetate
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  • 2025-09-25
  • CAS:10581-12-1
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  • Purity: 99%
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Tetramethylammonium acetate Basic information
Product Name:Tetramethylammonium acetate
Synonyms:TETRAMETHYLAMMONIUM ACETATE;TETRAMETHYLAMMONIUM ACETATE HYDRATE;n,n,n-trimethyl-methanaminiuacetate;TETRAMETHYLAMMONIUM ACETATE, 90% TECH.;Tetramethylammonium acetate, 50% aqueous solution;METHANAMINIUM,N,N,N-TRIMETHYL-,ACETATE;Tetramethylammonium Acetate (ca. 15% in Water);Tetramethylammonium acetate, tech. 90%
CAS:10581-12-1
MF:C6H15NO2
MW:133.19
EINECS:234-179-3
Product Categories:quarternary ammonium salts;Ammonium Polyhalides, etc. (Quaternary);Quaternary Ammonium Compounds;Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts;bc0001
Mol File:10581-12-1.mol
Tetramethylammonium acetate Structure
Tetramethylammonium acetate Chemical Properties
Melting point 184 °C (dec.) (lit.)
density 1.000g/cm3 at 20°C
storage temp. Store below +30°C.
form Crystalline Solid
color White
Water Solubility Soluble in water.
Sensitive Hygroscopic
BRN 3571830
InChIInChI=1S/C4H12N.C2H4O2/c1-5(2,3)4;1-2(3)4/h1-4H3;1H3,(H,3,4)/q+1;/p-1
InChIKeyMRYQZMHVZZSQRT-UHFFFAOYSA-M
SMILES[N+](C)(C)(C)C.C(=O)([O-])C
CAS DataBase Reference10581-12-1(CAS DataBase Reference)
EPA Substance Registry SystemMethanaminium, N,N,N-trimethyl-, acetate (10581-12-1)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-22
Safety Statements 26-36-37/39
WGK Germany 3
3-10
TSCA Yes
HS Code 29239000
MSDS Information
ProviderLanguage
Tetramethylammonium acetate English
SigmaAldrich English
ACROS English
Tetramethylammonium acetate Usage And Synthesis
Chemical Propertiesclear colorless to pale yellow solution
UsesTetramethylammonium acetate is used as an intermediate in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. Further, it is used to prepare (1R,4S)-4-hydroxycyclopent-2-en-1-essigsaeure-methylester by reacting with 1,3-dimethyl-imidazolidin-2-one. In addition to this, it serves as an emulsifier, catalyst, sterilizer, antistatic and antiseptic agent.
Synthesis
Tetramethylammonium hydroxide

75-59-2

Acetic acid

64-19-7

Tetramethylammonium acetate

10581-12-1

General procedure for the synthesis of tetramethylammonium acetate from tetramethylammonium hydroxide and glacial acetic acid: 247 mg (4.11 mmol) of glacial acetic acid and 1.50 g (4.11 mmol) of tetramethylammonium hydroxide (25% wt. of methanol solution) were dissolved in 10 mL of methanol. The reaction mixture was stirred at 40°C for 4 hours. Upon completion of the reaction, the reaction solution was filtered and the solvent was subsequently removed using a rotary evaporator to give a viscous oil which gradually solidified. The residual trace solvent was removed under high vacuum to give a white solid product. The white solid was washed with ether and subsequently dried under vacuum to give 480 mg of white solid tetramethylammonium acetate in 87.6% yield.

References[1] Patent: US2010/105770, 2010, A1. Location in patent: Page/Page column 12
Tag:Tetramethylammonium acetate(10581-12-1) Related Product Information
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