Ethyl 2-aminopropanoate hydrochloride

Ethyl 2-aminopropanoate hydrochloride Property

Melting point:

85-87 °C(lit.)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Methanol (Sparingly), Water

form 

Granular Powder and Granules

color 

White

Sensitive 

Hygroscopic

BRN 

3654425

InChI

InChI=1S/C5H11NO2.ClH/c1-3-8-5(7)4(2)6;/h4H,3,6H2,1-2H3;1H

InChIKey

JCXLZWMDXJFOOI-UHFFFAOYSA-N

SMILES

C(=O)(C(N)C)OCC.Cl

CAS DataBase Reference

617-27-6(CAS DataBase Reference)

EPA Substance Registry System

Alanine, ethyl ester, hydrochloride (617-27-6)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29224999

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P331Do NOT induce vomiting.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

Ethyl 2-aminopropanoate hydrochloride Chemical Properties,Usage,Production

Chemical Properties

White Crystalline Solid

Uses

Alanine derivative

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

The general procedure for the synthesis of ethyl 2-aminopropionate hydrochloride from ethanol and DL-alanine was as follows: commercially available DL-alanine (5.00 g, 56.12 mmol) was dissolved in 150 mL of anhydrous ethanol, 5 mL of 37% concentrated hydrochloric acid was added, and the mixture was refluxed for 5 hours. After completion of the reaction, the solvent was removed by evaporation and the resulting colorless oily residue was vacuum dried to give the target product in 92% yield. The product was characterized by 1H NMR (CDCl3): δ 1.05 (t, 3H, J=7.07Hz, -OCH2CH3), 1.45 (d, 3H, J=7.25Hz, -CHCH3), 3.48 (q, 2H, J=7.07Hz, -OCH2CH3), and 4.02 ppm (q, 1H, J=7.25Hz, - CHCH3). High-resolution mass spectrometry (HRMS, ESI, 140 eV) analysis showed that the m/z [M+H+] calculated value for C5H12NO2 was 118.0868 and the measured value was 118.0794.

References

[1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1994, # 7, p. 1455 - 1462
[2] Dalton Transactions, 2008, # 13, p. 1689 - 1697
[3] Polyhedron, 2014, vol. 67, p. 520 - 528
[4] Scientia Pharmaceutica, 2001, vol. 69, # 4, p. 329 - 350
[5] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 6, p. 2336 - 2350