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

InChI

InChI=1S/C4H12N.C2H4O2/c1-5(2,3)4;1-2(3)4/h1-4H3;1H3,(H,3,4)/q+1;/p-1

InChIKey

MRYQZMHVZZSQRT-UHFFFAOYSA-M

SMILES

[N+](C)(C)(C)C.C(=O)([O-])C

CAS DataBase Reference

10581-12-1(CAS DataBase Reference)

EPA Substance Registry System

Methanaminium, 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

F 

3-10

TSCA 

Yes

HS Code 

29239000

MSDS

• Language:English Provider:Tetramethylammonium acetate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Tetramethylammonium acetate Usage And Synthesis

Chemical Properties

clear colorless to pale yellow solution

Uses

Tetramethylammonium 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

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

Tetramethylammonium acetate(10581-12-1)Related Product Information

• Ethyl acetate
• Glatiramer acetate
• Ammonium acetate
• Potassium Acetate
• Octamethylcyclotetrasiloxane
• Butyl acetate
• Tocopheryl acetate
• Methyl acetate
• Tetrabutylammonium acetate
• Tetramethylammonium hydroxide
• N,N,N',N'-Tetramethylethylenediamine
• Sodium acetate
• Vinyl acetate
• Tetramethylammonium fluoride
• Tetramethylammonium fluoride tetrahydrate
• TETRAMETHYLAMMONIUM TRIACETOXYBOROHYDRIDE
• Tetramethylammonium iodide
• TETRAMETHYLAMMONIUM DICHLOROIODATE(I)