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imine
imine Chem. (ˈɪmiːn) [ad. G. imin (A. Ladenburg 1883, in Ber. d. Deut. Chem. Ges. XVI. 1150), formed by altering amin amine (cf. imide, amide).] Any compound containing the group {b2}NH (or the substituted form {b2}NR) attached to one carbon atom that forms part of a non-acidic organic group, or con...
Oxford English Dictionary
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Imine
When R = H, the compound is a primary imine, when R is hydrocarbyl, the compound is a secondary imine. When R3 is OH, the imine is called an oxime, and when R3 is NH2 the imine is called a hydrazone.
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Imines - Properties, Formation, Reactions, and Mechanisms
Mar 7, 2022Imines - Their Properties, Formation, Reactions, and Mechanisms. Imines are the nitrogen analogues of aldehydes and ketones, containing a C=N bond instead of a C=O bond.; They are formed through the addition of a primary amine to an aldehyde or ketone, kicking out a molecule of water (H 2 O) in the process.; In this post we show some examples of the synthesis of imines, walk through the ...
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Benzophenone imine
Benzophenone imine is an organic compound with the formula of (C6H5)2C=NH. imine can also be synthesized by addition of phenylmagnesium bromide to benzonitrile followed by careful hydrolysis (lest the imine be hydrolyzed):
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Methylene imine
Methylene imine is an organic compound with the formula . The simplest imine, it is a stable, colorless gas that has been detected throughout the universe.
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Acetone imine
Acetone imine, or 2-propanimine is an organic compound and an imine with the chemical formula (CH3)2CNH. The imine of hexafluoroacetone, ((CF3)2C=NH) is by contrast robust.
References
Imines
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N-Sulfinyl imine
N-Sulfinyl imines (N-sulfinylimines, sulfinimines, thiooxime S-oxides) are a class of imines bearing a sulfinyl group attached to nitrogen. These imines display useful stereoselectivity reactivity and due to the presence of the chiral electron withdrawing N-sulfinyl group. They allow 1,2-addition of...
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Sydnone imine
Sydnone imine is a mesoionic heterocyclic aromatic chemical compound. Sydnone imine is the imine of sydnone where the keto functional group of sydnone (=O) has been replaced with an imine (=NH) group.
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Imine Diels–Alder reaction
The imine Diels–Alder reaction involves the transformation of all-carbon dienes and imine dienophiles into
tetrahydropyridines. nitrogen increases the reactivity of the imine.
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Ojima lactam
The reaction centers around an imine - lithium enolate cycloaddition. The imine synthesis is a reaction of hexamethyldisilazane with phenyllithium to a strong amide base followed by a condensation reaction with benzaldehyde
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Betti reaction
Mechanism
The reaction mechanism begins with an imine condensation of a primary aromatic amine and formaldehyde
Once the imine is produced, it reacts First, the lone-pair on the nitrogen of the imine deprotonates the phenol, pushing the bonding electrons onto the oxygen.
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Hexamethylenediimine
The molecule is a diimine, consisting of a hexamethylene hydrocarbon chain terminated with imine functional groups. It is the result of the imine Formation, or alkylimino-de-oxo-bisubstitution, of hexamethylenediamine.
References
Imines
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Aza-Diels–Alder reaction
The imine is often generated in situ from an amine and formaldehyde. See also
Oxo Diels–Alder reaction
Imine Diels–Alder reaction
References
Cycloadditions
Nitrogen heterocycle forming reactions
Name reactions
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Mannich base
Mannich reaction, which is nucleophilic addition reaction of a non-enolizable aldehyde and any primary or secondary amine to produce resonance stabilized imine (iminium ion or imine salt).
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Staudinger synthesis
The Staudinger synthesis, also called the Staudinger ketene-imine cycloaddition, is a chemical synthesis in which an imine 1 reacts with a ketene 2 through Other factors that affect the stereochemistry include the initial regiochemistry of the imine.
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