N-(2-AMINOETHYL)GLYCINE Chemical Properties

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 Information

Hazard Codes 

Xn,Xi

Risk Statements 

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

Safety Statements 

24/25-36-26

HS Code 

2922499990

N-(2-AMINOETHYL)GLYCINE Usage And Synthesis

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

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