3-(TRIMETHYLSILYL) PROPIONIC ACID Chemical Properties

Melting point:

22 °C

Boiling point:

130 °C

Density 

0.92

refractive index 

1.4280

Flash point:

74°C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

4.98±0.10(Predicted)

Specific Gravity

0.92

Appearance

Colorless to light yellow Liquid

Hydrolytic Sensitivity

1: no significant reaction with aqueous systems

EPA Substance Registry System

3-(Trimethylsilyl)propionic acid (5683-30-7)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

TSCA 

TSCA listed

3-(TRIMETHYLSILYL) PROPIONIC ACID Usage And Synthesis

Uses

3-Trimethylsilylic propionic acid is a carboxylic acid. Carboxylic acids are an important class of organic compounds with wide applications in industry, agriculture, medicine, and daily life. The oxidation reaction from alcohol to acid is a fundamental and important chemical reaction in organic chemistry. In industry and pharmaceuticals, carboxylic acids are often produced through oxidation methods.

Definition

ChEBI: An organosilicon compound that is propionic acid substituted at position 3 by a trimethylsilyl group. It is used as internal reference in the NMR spectrum nuclear magnetic resonance for aqueous solvents (e.g. D2O).

Synthesis

Fe(NO3)3-9H2O (40.5 mg, 0.1 mmol) and DCE (4.0 mL) were added to a 100 mL round-bottomed vial followed by TEMPO (15.7 mg, 0.1 mmol), KCl (7.8 mg, 0.1 mmol), 3-trimethylsilylpropynol (128.6 mg, 1.0 mmol) and DCE ( 1.0 mL). The round-bottomed flask was connected to an air balloon via a pumping valve. The reaction was stirred at room temperature for 48 h until the reaction was monitored for completion by TLC (petroleum ether:ethyl acetate = 5:1). The reaction mixture was filtered through a short column of crude silica gel and drenched with ether (75 mL). After vacuum spin-drying of the solvent, silica gel column chromatography (petroleum ether:ethyl acetate = 5:1) was used for purification to afford 3-trimethylsilylpropynoic acid (92.9 mg, 65%) (petroleum ether:ethyl acetate = 5:1).

3-(TRIMETHYLSILYL) PROPIONIC ACID(5683-30-7)Related Product Information

• Lauryl glucoside
• Ethyl isobutyrate
• 2-Methyl-2-pentenoic acid
• 2-Oxo-3-(trimethylsilyl)propionic acid trimethylsilyl ester
• 2-Methyl-3-(trimethylsilyl)propionic acid methyl ester
• SPECS AD-266/41884767
• ETHYL 3-(TRIMETHYLSILYL)PROPIONATE
• METHYL 3-(TRIMETHYLSILYL)-4-PENTENOATE
• 2,2,3,3-D4-3-(TRIMETHYLSILYL)PROPIONIC ACID SODIUM SALT
• DIETHYL(TRIMETHYLSILYLMETHYL)MALONATE
• ETHYL 3-(TRIMETHYLSILYL)PROPIONATE-2,2,3,3-D4
• 3-(TriMethylsilyl)propionic Acid SodiuM Salt
• ETHYL 2-(TRIMETHYLSILYLMETHYL)ACRYLATE
• 3-Trimethylsilyl-4-pentenoicacid
• 3-(TRIMETHYLSILYL) PROPIONIC ACID