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Research draft

imine

vr.tr.imine · PHY.MAT

Let an agent explain imines and their chemistry, relay formation, reactivity and uses from organic chemistry references, describe the derivatives the registry aliases name, and distinguish imines from amines, amides, enamines, oximes and imides.

Thing Registry Physical world and living systems

Research draft, second pass

A second pass drafted this model: the structure a model of this thing needs, and what is known about it in the world. The line under this one says how the second half was obtained - researched against sources, or recalled without web access, in which case nothing here was read anywhere and every claim is a lead to verify. Unreviewed either way.

written by Claude from model knowledge without web access - no source was read, every claim is a lead to verify

Researched by: Claude

Purpose and description

Let an agent explain imines and their chemistry, relay formation, reactivity and uses from organic chemistry references, describe the derivatives the registry aliases name, and distinguish imines from amines, amides, enamines, oximes and imides.

An organic compound or functional group containing a carbon-nitrogen double bond, formed typically by condensation of an aldehyde or ketone with a primary amine, including Schiff bases, N-sulfonyl and N-sulfinyl imines used as reagents in asymmetric synthesis, cyclic amidines such as the strong base DBU, polyimines used in dynamic and recyclable polymers, and related nitrogen compounds such as dioxazolones and imido peroxy acids; imines are intermediates in many biological and synthetic reactions.

What it is for: Not applicable; a class of compounds.

It can be explain the functional group; relay formation and reactions; describe derivatives; distinguish related groups.

Distinguishing features

C=N double bond

Condensation formation

Hydrolysable

Synthetic intermediates

What it looks like

Not a visible object; many are liquids or crystalline solids.

Physical character

functional group: C=N note

Schiff base: named after Hugo Schiff, 1864 note

DBU: amidine base, pKa about 12 in water note - conjugate acid, approximate

How it is recognised

Compounds with a carbon-nitrogen double bond

Schiff bases, N-sulfonyl and N-sulfinyl imines, DBU, polyimines, dioxazolones

Amines have single C-N bonds; amides have C=O; enamines have C=C-N; oximes have C=N-OH; imides have two acyl groups

Related models

is a kind of - in registry terms

organonitrogen compound

is formed from - and a carbonyl compound

amine

is contrasted with - its tautomer class

enamine

occurs in - as enzyme intermediates

transamination

In practice

Families and kinds

aldimines and ketimines

Schiff bases

N-sulfonyl and N-sulfinyl imines

amidines such as DBU

polyimines

related heterocycles such as dioxazolones

Standards and regulation

IUPAC nomenclature

Failure modes and hazards

Confusing imines with imides or amines

Hydrolytic instability

Registry aliases mixing reagents and unrelated heterocycles

Also called

polyimineimido peroxy aciddioxazoloneN-sulfonyl iminesN-Sulfinyl imine1,8-diazabicyclo[5.4.0]undec-7-ene(2-chloro-7,11-dimethyl-3-methylidenedodeca-6,10-dien-1-yl)carbonimidoylsydnone imineN-butan-2-ylidenehydroxylaminequinone imineketimine1,3-Dimethylguanidine1,4-BenzoquinonediimineacetoximeSchiff base2-amino-2-thiazolineN-Hydroxyguanidinepimagedine hydrochloridemethylguanidine1-(methylsulfanyl)acetaldoxime1,3-diaminoguanidine hydrochloride4-methyl-3-thiazoline2-methyl-2-thiazoline2-aminoimidazolinenitrosoguanidineN-ethylguanidinephosgene oximealdiminediiminopyridine3-methyl-4,5-dihydro-1H-pyrazoleDibromoformaldoxime2-MercaptothiazolineN-Methylglycinamide hydrochloride(NZ)-N-(1-chloropropan-2-ylidene)hydroxylamineHydrazinecarbodithioic acid, compd. with hydrazine (1:1)Sodium N-methylacetamideEthanimidoyl chloride, N-hydroxy-Acetic acid, chloro-, hydrazide, monohydrochlorideHydrazinecarbodithioic acid, methyl ester3H-1,2,4-Triazole-3-thione, 4,5-dihydro-

+55

Where this came from

wikidata · CC0 1.0

Source repository Registry entry point

Drafted structure

Bundle to layer to finding to question, as the second pass will find it: 4 bundles · 8 layers · 8 findings · 16 questions.

Understand What an imine is.

Science.

Definition

Definition.

Definition

Definition.

  1. What is an imine, and how does it differ from amines, amides, enamines, oximes and imides? definition
  2. Is the question about the group, a derivative, a reaction or biology? boundary

Derivatives

Derivatives.

Derivatives

Derivatives.

  1. What are Schiff bases, N-sulfonyl and N-sulfinyl imines, DBU, polyimines and dioxazolones? definition
  2. Which entry fits the specific compound? action
Chemistry Chemistry.

Science.

Formation

Formation.

Formation

Formation.

  1. How are imines formed and hydrolysed? provenance
  2. Which references are standard? provenance

Reactions

Reactions.

Reactions

Reactions.

  1. How are imines reduced, alkylated and used in asymmetric synthesis? provenance
  2. Which sources are cited? provenance
Applications Applications.

Application.

Biology

Biology.

Biology

Biology.

  1. Where do imines occur in biology, such as in vision and amino acid metabolism? provenance
  2. Which entry fits retinal? action

Materials

Materials.

Materials

Materials.

  1. How are polyimines used in recyclable and self-healing materials? provenance
  2. Which entry fits covalent adaptable network? action
Context History.

Context.

History

History.

History

History.

  1. How were imines and Schiff bases discovered? provenance
  2. Which entry fits the history of organic chemistry? action

Reagents

Reagents.

Reagents

Reagents.

  1. How is DBU used as a base in synthesis? provenance
  2. Which entry fits DBU? action

What the second pass must settle

  • Should Schiff base and N-sulfinyl imine be separate primary entries?
  • How should chemistry references be linked?
  • The registry entry has merged aliases naming specific reagents; should they be split off?
Draft as JSON