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Iminodiacetic acid

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Identification
Molecular formula
C4H7NO4
CAS number
142-73-4
IUPAC name
2-[carboxymethyl(2-hydroxyethyl)amino]acetic acid
State
State

At room temperature, iminodiacetic acid is a solid. It is commonly used in its crystalline form in laboratory and industrial settings.

Melting point (Celsius)
245.00
Melting point (Kelvin)
518.00
Boiling point (Celsius)
274.00
Boiling point (Kelvin)
547.00
General information
Molecular weight
147.11g/mol
Molar mass
147.1310g/mol
Density
1.5000g/cm3
Appearence

Iminodiacetic acid appears as a white to off-white crystalline powder. It is often available in solid form and may exhibit different forms such as needles or flakes when crystallized, depending on the specific conditions of crystallization.

Comment on solubility

Solubility of 2-[carboxymethyl(2-hydroxyethyl)amino]acetic acid

The compound 2-[carboxymethyl(2-hydroxyethyl)amino]acetic acid, known for its complex structure, exhibits notable solubility characteristics that are essential for its application in various fields.

This compound is typically soluble in water, which is attributed to the presence of ionic and polar functional groups within its structure. The key factors affecting its solubility include:

  • Presence of carboxyl and amino groups: The -COOH (carboxylic acid) and -NH2 (amine) groups are highly polar and can form hydrogen bonds with water molecules, enhancing solubility.
  • Hydroxyethyl group: The inclusion of the -OH (hydroxyl) group increases polarity and enhances interaction with water, contributing further to solubility.
  • pH levels: Solubility may also depend on the pH of the solution, as changes in pH can affect the ionization of the carboxylic and amino functional groups.

In practical applications, the high solubility of this compound makes it advantageous in formulations, especially in biological systems where aqueous environments prevail. As a general rule, like dissolves like, and since this compound is polar, it is best suited for use in polar solvents such as water.

In conclusion, 2-[carboxymethyl(2-hydroxyethyl)amino]acetic acid serves as an excellent example of how complex molecular structures can lead to specific solubility behaviors, making it a versatile candidate for various scientific and industrial applications.

Interesting facts

Interesting Facts about 2-[Carboxymethyl(2-hydroxyethyl)amino]acetic Acid

2-[Carboxymethyl(2-hydroxyethyl)amino]acetic acid, commonly known as HEAA (hydroxyethylaminoacetic acid), is a fascinating compound with several noteworthy characteristics:

  • Biological Role: This compound plays a vital role in biochemistry, particularly as a precursor in the synthesis of amino acids and peptides.
  • Buffering Agent: Due to its carboxylic acid groups, HEAA can act as an effective buffering agent, helping to maintain stable pH levels in various biochemical reactions.
  • Research Applications: HEAA is studied for its potential applications in drug development and as a biological marker due to its structural similarity to other biologically significant compounds.
  • Chirality: This compound features a chiral center, which can lead to different isomers with potentially distinct biological activities, making it a topic of interest in stereochemistry.

In the words of one researcher, "The combination of hydroxyethyl and carboxymethyl groups provides a unique versatility to this compound, expanding its functional applications." This dual functionality not only enhances its chemical properties but also makes it highly valuable in scientific research.

Moreover, HEAA exemplifies the intricate interplay between organic chemistry and biological systems, illustrating how synthetic compounds can have profound implications for understanding life at the molecular level.

Synonyms
N-(2-Hydroxyethyl)iminodiacetic acid
93-62-9
Heida
Glycine, N-(carboxymethyl)-N-(2-hydroxyethyl)-
2,2'-((2-Hydroxyethyl)azanediyl)diacetic acid
Ethanolamine-N,N-diacetic acid
(Hydroxyethylimino)diacetic acid
2-Hydroxyethylaminodiacetic acid
Hydroxyethylnitrilodiacetic acid
USAF DO-37
(2-Hydroxyethyl)iminodiacetic acid
2-[carboxymethyl(2-hydroxyethyl)amino]acetic acid
Acetic acid, (hydroxyethyl)iminodi-
N-Hydroxyethyliminodiacetic acid
N-(2-Hydroxyethyl)imidodiacetic acid
2-Hydroxyethylamino diacetic acid
Caswell No. 489
Ethanol diglycine
NSC 18474
ethanoldiglycine
BPQ4R5AF5K
N,N-Bis(carboxymethyl)ethanolamine
2-Hydroxyethyliminodi(acetic acid)
EINECS 202-263-9
MFCD00004293
EPA Pesticide Chemical Code 039104
BRN 1780628
Acetic acid, [(2-hydroxyethyl)imino]di-
Acetic acid, 2-((hydroxyethyl)imino)di-
CHELEST EA
N-(2-hydroxyethyl)iminodiaceticacid
NSC-18474
Acetic acid, 2-(hydroxyethylimino)di-
DTXSID4042177
CHEBI:143268
(2-hydroxyethyl)iminobisacetic acid
4-04-00-02432 (Beilstein Handbook Reference)
2-[(carboxymethyl)(2-hydroxyethyl)amino]acetic acid
N-(2-hydroxyethyl)iminobisacetic acid
N-(beta-Hydroxyethyl)Iminodiacetic acid
[(.beta.-Hydroxyethyl)imino]diacetic acid
N-(.beta.-Hydroxyethyl)iminodiacetic acid
2,2'-[(2-hydroxyethyl)imino]diacetic acid
N-(carboxymethyl)-N-(2-hydroxyethyl)glycine
2,2'-[(2-hydroxyethyl)azanediyl]diacetic acid
ACETIC ACID, ((2-HYDROXYETHYL)IMINO)DI-
Acetic acid, 2-[(hydroxyethyl)imino]di-
2,2'-((2-hydroxyethyl)imino)diacetic acid
2-(carboxymethyl(2-hydroxyethyl)amino)acetic acid
UNII-BPQ4R5AF5K
N-2-HEIDAA
WLN: QV1N2Q1VQ
EthanolamineN,Ndiacetic acid
hydroxyethyliminodiacetic acid
SCHEMBL80266
NHydroxyethyliminodiacetic acid
2Hydroxyethylaminodiacetic acid
2Hydroxyethylamino diacetic acid
DTXCID2022177
(2Hydroxyethyl)iminodiacetic acid
2Hydroxyethyliminodi(acetic acid)
Acetic acid, (hydroxyethyl)iminodi
N(2Hydroxyethyl)imidodiacetic acid
NSC18474
Acetic acid, 2(hydroxyethylimino)di
AKOS003249489
N-(2-(Hydroxyethyl)iminodiacetic acid
N-(2-Hydroxyethyl) iminodiacetic acid
n-(2-hydroxyethyl)-iminodiacetic acid
[(2-Hydroxyethyl)imino]-diacetic acid
Acetic acid, 2((hydroxyethyl)imino)di
HY-W127783
AS-19991
Iminodiacetic acid, N-(2-hydroxyethyl)-
SY051596
Glycine, N(carboxymethyl)N(2hydroxyethyl)
DB-079631
CS-0185953
H0489
NS00005605
3-Azapentanedioic acid, 3-(2-hydroxyethyl)-
D90886
Glycine,N-(carboxymethyl)-N-(2-hydroxyethyl)-
N-(2-Hydroxyethyl)iminodiacetic acid, >=98.0% (T)
Q27274798
257B393D-F3A2-43F6-B6D8-8C8B70BC4EE9
N-(2-Hydroxyethyl)iminodiacetic acid, >=95% (titration)