N-(2-AMINOETHYL)GLYCINE

N-(2-AMINOETHYL)GLYCINE Property

Melting point:

140-143°C

Boiling point:

290℃

Density 

1.161

Flash point:

129℃

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

Methanol (Slightly, Sonicated), Water (Slightly)

pka

2.21±0.10(Predicted)

form 

Solid

color 

White to Off-White

Water Solubility 

very faint turbidity

Stability:

Incompatible with strong oxidizing agents.

InChI

InChI=1S/C4H10N2O2/c5-1-2-6-3-4(7)8/h6H,1-3,5H2,(H,7,8)

InChIKey

PIINGYXNCHTJTF-UHFFFAOYSA-N

SMILES

C(O)(=O)CNCCN

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-36

Safety Statements 

24/25-36-26

HS Code 

2922499990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P337+P313IF eye irritation persists: Get medical advice/attention.

N-(2-AMINOETHYL)GLYCINE Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

2-((2-Aminoethyl)amino)acetic acid is a Glycine.html" class="link-product" target="_blank">Glycine (HY-Y0966) derivative[1].

Synthesis

The general procedure for the synthesis of 2-((2-aminoethyl)amino)acetic acid from ethylenediamine and chloroacetic acid is as follows: Example 8: Preparation of [(2-aminoethyl)amino]acetic acid (3) in DMSO 1. Preparation of chloroacetic acid solution: chloroacetic acid (500.0 g, 5.29 mol) was dissolved in DMSO (515.6 g). 2. Reaction setup: ethylenediamine (3537mL, 52.9mol) was added to a 5L flask equipped with a nitrogen inlet, mechanical stirrer, thermocouple and peristaltic metering pump. Begin cooling with ice water. 3. Dropwise addition of chloroacetic acid solution: chloroacetic acid solution in DMSO was slowly added to ethylenediamine via a metering pump. The reaction conditions are shown in Table 1. Table 1: Reaction conditions during addition of chloroacetic acid solution to ethylenediamine | No. | Time | Temperature (°C) | Pressure (Torr) | |------|--------|----------|-----------| | 1 | 10:51 | 17 | - | | 2 | 11:28 | 18 | - | | 3 | 12:18 | 16 | 720 | | 4 | 13:38 | 11 | 625 | 4 | 13:38 | 11 | 625 | 5 | 14:35 | 12 | 550 | 4 | 13:38 | 11 | 625 | 4 6 | 15:17 | 10 | 490 | 7 | 16:08 | 16:08 | 7 | 16:08 | 8 | 420 | 8 | 8:59 | 8 | 8:59 | 8 | 8:59 | 8 | 8:59 | 8 | 8:59* | 19 | 0 | *Time represents the next day. 4. Concentration of reaction mixture: The reaction mixture was concentrated by rotary evaporation (50-60 °C, 14-21 Torr) to remove ethylenediamine. The total amount of distillate collected was 2400mL. 5. Toluene treatment: Toluene (900 mL) was added to the residue and the mixture was further concentrated by rotary evaporation (60 °C, 30 Torr). 6. Transfer and cooling: The residue was transferred to a 5L flask using DMSO (3kg). The internal temperature was 28°C and the mixture was cloudy. Cooling (ice/water) was started. 7. Overnight stirring: the reaction mixture was stirred overnight. 8. filtration and washing: the resulting suspension was filtered through filter paper. The flask and solid were washed with DMSO (2 x 500mL). The solid was subsequently washed with isopropanol (2 x 500mL) and tert-butyl methyl ether (2 x 500mL). 9. Drying: The solid was dried at ambient temperature under high vacuum for 18 h. 10. 10. Product collection: 2-((2-aminoethyl)amino)acetic acid (3) was obtained as a white solid (480.4 g, 4.07 mol) in 77% yield.

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368