2-AMINOCAPRIC ACID

2-AMINOCAPRIC ACID Property

Melting point:

~262 °C (dec.)

Boiling point:

300.9±25.0 °C(Predicted)

Density 

0.973±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

2.55±0.24(Predicted)

Safety

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-AMINOCAPRIC ACID Chemical Properties,Usage,Production

Synthesis

GENERAL METHOD: Acetylacetonate dicarbonylrhodium (Rh(acac)(CO)2, 2.6 mg, 0.01 mmol) and xantphos (28.9 mg, 0.05 mmol) were placed in an autoclave according to the typical method described above. Subsequently, a solution of 1,2-dimethoxyethane (DME, 8 mL) of olefin (5 mmol) was added through a cannula. The autoclave was pressurized with a 20 bar carbon monoxide/hydrogen (1:1 molar ratio) mixture and the reaction was stirred for 18 h at 80 °C. Upon completion of the reaction, the reactor was cooled to room temperature, an aqueous solution (2 mL) of ammonium chloride (NH4Cl, 5.5 mmol) and sodium cyanide (NaCN, 5.5 mmol) was added through the inlet cannula, and the reaction was continued for another 20 hours at 50 °C. After post-processing and purification, the resulting α-aminonitrile (4.1 mmol) was suspended in concentrated hydrochloric acid solution and stirred at 40 °C for 6 h. The product was then dissolved in methanol. The product was dissolved in methanol and the solvent was evaporated after adjusting the pH to the isoelectric point with ammonia (aq) to finally obtain the target amino acid 2-aminodecanoic acid.

References

[1] Tetrahedron, 2017, vol. 73, # 17, p. 2389 - 2395