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Iminodiacetic acid

Iminodiacetic acid is a chemistry topic covered in the lgStudy science library. This page brings together a partial reference excerpt, illustrations, worked examples, real-world applications and a short study plan, so you can understand Iminodiacetic acid rather than just read about it. In short: Iminodiacetic acid is the organic compound with the formula HN(CH2CO2H)2, often abbreviated to IDA. A white solid, the compound is a dicarboxylic acid amine (the nitrogen atom forms a secondary amino group, not an imino group as the name suggests).

Iminodiacetic acid — main illustration
Iminodiacetic acid — illustration

Key takeaways

  • Iminodiacetic acid belongs to chemistry; place it in that map before memorising details.
  • Learn the definition first, then one example that makes the definition concrete.
  • Connect Iminodiacetic acid to a quantity you can measure, compute or draw — that is where exam questions come from.
  • Reproduce the core statement of Iminodiacetic acid from memory before moving on to harder problems.

Reference excerpt

Iminodiacetic acid is the organic compound with the formula HN(CH2CO2H)2, often abbreviated to IDA. A white solid, the compound is a dicarboxylic acid amine (the nitrogen atom forms a secondary amino group, not an imino group as the name suggests). IDA is a popular chelating ligand, first introduced in the early 1950s by Schwarzenbach.

Ligand The iminodiacetate dianion is typically a tridentate ligand, forming metal complexes by forming two, fused, five membered chelate rings. IDA thus forms stronger complexes than the bidentate ligand glycine and weaker complexes than the tetradentate ligand nitrilotriacetic acid.

IDA can also act as a bidentate ligand through its two carboxylate groups. Several technetium-99m complexes with bidentate IDA derivatives are used in cholescintigraphy scans (the so-called "hepatobiliary iminodiacetic acid scans") to evaluate the health and function of the gallbladder. Common IDA derivatives include lidofenin, mebrofenin, and disofenin that replace the secondary amine proton with an amide and aromatic substituent. The proton on the nitrogen atom can be replaced by a carbon atom of a polymer to create an ion-exchange resin, such as chelex 100.

Other applications Iminodiacetic acid is an important intermediate in one of the two main industrial processes used to manufacture the herbicide glyphosate. It is used in capillary electrophoresis for modulating peptide mobility. It is also used as a precursor for the manufacture of the indicator xylenol orange.

Synthesis A most efficient iminodiacetic synthesis dehydrogenates diethanolamine over a catalyst.

Related compounds N-Methylimidodiacetic acid (MIDA) N-(2-Carboxyethyl)iminodiacetic acid Nitrilotriacetic acid (NTA) N-hydroxyiminodiacetic acid (HIDA), HON(CH2CO2H)2 (registry number = 87339-38-6) See HIDA scan. Thymolphthalexone

References

Illustrations

Iminodiacetic acid: Skeletal formula of iminodiacetic acid
Skeletal formula of iminodiacetic acid
Iminodiacetic acid illustration
Iminodiacetic acid: Structure of an iron(III) bis ida complex.[2]
Structure of an iron(III) bis ida complex.[2]

Worked examples

Example 1 — a first encounter with Iminodiacetic acid

Start with the simplest possible case. Write down what Iminodiacetic acid claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In chemistry, the smallest case is usually a single object, a single equation or a single measurement. Check that every symbol or term in your sentence has a meaning in that case.

Example 2 — changing one variable

Take the situation from Example 1 and change exactly one quantity: double it, halve it, or set it to zero. Predict what should happen to Iminodiacetic acid before you calculate. Comparing your prediction with the result is the fastest way to find out whether you understand the idea or only the words.

Example 3 — an exam-style question

Typical questions about Iminodiacetic acid ask you to (a) state it precisely, (b) apply it to given data, and (c) explain a limitation. Practise writing all three answers in under five minutes; the third part is what separates a full-mark answer from an average one.

Applications of Iminodiacetic acid

In research
Iminodiacetic acid appears in chemistry research whenever the underlying quantities have to be modelled precisely. Papers usually cite it as a starting assumption and then explore where it breaks down.
In technology and industry
Engineering practice reuses Iminodiacetic acid in design rules, simulations and safety margins. Knowing the idea lets you read a specification sheet and understand why the numbers look the way they do.
In the classroom
Iminodiacetic acid is common in secondary-school and first-year university syllabi. It links to neighbouring topics Chelating agents, Dicarboxylic acids, Secondary amines, so understanding it makes those chapters shorter.
In everyday life
Look for Iminodiacetic acid outside the textbook — in sport, cooking, traffic, electronics or the sky above you. An example you found yourself is remembered far longer than one you were given.
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How to study Iminodiacetic acid in 20 minutes

  1. Read the reference excerpt below once, without taking notes.
  2. Close the page and write down what Iminodiacetic acid means in your own words.
  3. Compare your version with the excerpt and mark what you missed.
  4. Work through the three examples above with pen and paper.
  5. Explain Iminodiacetic acid out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is Iminodiacetic acid in simple terms?

Iminodiacetic acid is the organic compound with the formula HN(CH2CO2H)2, often abbreviated to IDA. A white solid, the compound is a dicarboxylic acid amine (the nitrogen atom forms a secondary amino group, not an imino group as the name suggests).

Why does Iminodiacetic acid matter?

Because it connects several chemistry ideas at once: it gives you a definition you can apply, a quantity you can calculate, and a way to check whether a result is plausible.

How should I study Iminodiacetic acid?

Read the excerpt, restate it from memory, then work through the examples and applications listed on this page. The five-step study plan above takes about twenty minutes.

What does this page cover?

It gives you a compact reference excerpt plus original lgStudy explanations, examples, applications and study material on Iminodiacetic acid.

Tags

  • Chelating agents
  • Dicarboxylic acids
  • Secondary amines

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