Zinin reduction

E193604

Zinin reduction is an organic chemistry reaction that converts nitro compounds into amines using sulfide-based reducing agents, named after Russian chemist Nikolai Zinin.

All labels observed (1)

Label Occurrences
Zinin reduction canonical 2

How this entity was disambiguated

Statements (47)

Predicate Object
instanceOf named reaction in organic chemistry ⓘ
organic redox reaction ⓘ
alternativeTo catalytic hydrogenation of nitro compounds ⓘ
iron–acid reduction of nitro compounds ⓘ
application laboratory synthesis of aromatic amines ⓘ
preparation of intermediates for dyes ⓘ
preparation of intermediates for pharmaceuticals ⓘ
byproduct elemental sulfur ⓘ
sulfate or thiosulfate salts ⓘ
classification heterogeneous organic reaction ⓘ
sulfur-based reduction ⓘ
commonReagent ammonium sulfide ⓘ
hydrogen sulfide in basic solution ⓘ
polysulfides ⓘ
sodium sulfide ⓘ
converts aromatic nitro compounds to aromatic amines ⓘ
nitroarenes to anilines ⓘ
nitrobenzene to aniline ⓘ
discoveredBy Nikolai Zinin NERFINISHED ⓘ
discoveryCountry Russian Empire ⓘ
electronSource sulfide ion ⓘ
field organic chemistry ⓘ
synthetic organic chemistry ⓘ
historicalSignificance contributed to the development of the aniline dye industry ⓘ
one of the earliest methods for preparation of aniline ⓘ
mechanism involves electron transfer from sulfide to nitro group ⓘ
proceeds through formation of sulfur-containing intermediates ⓘ
stepwise reduction of nitro group via nitroso and hydroxylamine intermediates ⓘ
namedAfter Nikolai Zinin NERFINISHED ⓘ
product primary aromatic amines ⓘ
reactionType reduction of nitro compounds ⓘ
reagentType sulfide-based reducing agents ⓘ
relatedReaction Bechamp reduction ⓘ
catalytic hydrogenation of nitroarenes ⓘ
safetyConsideration generates malodorous sulfur-containing byproducts ⓘ
uses toxic hydrogen sulfide or sulfide salts ⓘ
selectivity generally preserves other reducible groups less reactive than nitro under these conditions ⓘ
selective for nitro group reduction ⓘ
stoichiometry requires multiple equivalents of sulfide per nitro group reduced ⓘ
substrate nitrobenzene ⓘ
other aromatic nitro compounds ⓘ
substituted nitrobenzenes ⓘ
typicalConditions basic pH ⓘ
reflux temperature ⓘ
typicalMedium alkaline aqueous solution ⓘ
basic ethanol–water mixtures ⓘ
usedFor conversion of nitrobenzene to aniline without metal catalysts ⓘ

How these facts were elicited

Referenced by (2)

Full triples — surface form annotated when it differs from this entity's canonical label.

Nikolai Zinin → hasNotableConcept → Zinin reduction ⓘ
Nikolai Zinin → notableFor → Zinin reduction ⓘ
subject linked to: Zinin