Schiff base

Schiff base

or substituted phenyl, can be called an "anil". [GoldBookRef|title=anils|file=A00357]

Schiff bases can be synthesized from an aromatic amine and a carbonyl compound by nucleophilic addition forming a hemiaminal, followed by a dehydration to generate an imine. In a typical reaction, 4,4'-diaminodiphenyl ether reacts with o-vanillin: ["Synthesis of 2-({ [4-(4-{ [(E)-1-(2-hydroxy-3-methoxyphenyl) methylidene] amino}phenoxy)phenyl] imino}methyl)- 6 -methoxy phenol" A. A. jarrahpour, M. Zarei Molbank 2004, M352 [http://www.mdpi.net/molbank/molbank2004/m0352.htm] open access publication.]
[
mixture of 4,4'-diaminodiphenyl ether 1 (1.00 g, 5.00 mmol) and o-vanillin 2 (1.52 g , 10.00 mmol) in methanol (40.00 mL) is stirred at room temperature for one hour to give an orange precipitate and after filtration and washing with methanol to give the pure Schiff base 3 (2.27 g, 97.00%)]
There is a Schiff base intermediate in the fructose 1,6-bisphosphate aldolase catalyzed reaction during glycolysis.

References


Wikimedia Foundation. 2010.

Игры ⚽ Нужно сделать НИР?

Look at other dictionaries:

  • Schiff base — shif also Schiff s base n any of a class of bases of the general formula RR C=NR that are obtained typically by condensation of an aldehyde or ketone with a primary amine (as aniline) with elimination of water, that usu. polymerize readily if… …   Medical dictionary

  • schiff base — ˈshif noun Usage: usually capitalized S Etymology: after Hugo Schiff died 1915 German chemist : any of a class of bases of the general formula RR′C . NR″ that are obtained typically by condensation of an aldehyde or ketone with a primary amine… …   Useful english dictionary

  • Schiff base — The reaction of a primary amine with an aldehyde or ketone yields an imine sometimes called a Schiff base. When an arylamine is used the Schiff base may form an intermediate in a staining reaction, eg. for polysaccharides …   Dictionary of molecular biology

  • Schiff-Base — Schịff Ba|se [nach dem dt. Chemiker H. J. Schiff (1834–1915)]; Syn.: Schiff᾿sche Base: Sammelbez. für – uneinheitlich auch als Azomethine bezeichnete – org. Verb. der allg. Formel R1R2C=NR3, d. h. N substituierte Aldimine (R2, R3 ≠ H) u.… …   Universal-Lexikon

  • Schiff-Base — Imine sind eine Gruppe chemischer Verbindungen, bei denen das Sauerstoff Atom eines Aldehyds oder Ketons durch ein Stickstoff Atom ersetzt ist. Das Stickstoff Atom trägt zudem noch ein Wasserstoff Atom oder einen anderen organischen Rest; im… …   Deutsch Wikipedia

  • Schiff base — noun an imine …   Wiktionary

  • Base de Schiff — Saltar a navegación, búsqueda Base de Schiff Una base de Schiff (o azometino), nombrado así en honor a Hugo Schiff, es un grupo funcional que contiene un enlace doble carbono nitrógeno, con el átomo de nitrógeno conectado a un grupo arilo o… …   Wikipedia Español

  • Schiff — is a German surname meaning ship and may refer to: * Adam Schiff, American politician * András Schiff, Hungarian pianist * Don Schiff, composer, musician, most notable as NS/Stick, Chapman Stick and Electric bass player * Dorothy Schiff, owner… …   Wikipedia

  • Schiff's base — Schiff base, Schiff s base /shif(s) bās/ noun A benzylidene aniline ORIGIN: Hugo Schiff (1834–1915), German chemist …   Useful english dictionary

  • Schiff baseSchiff's base — Schiff base, Schiff s base /shif(s) bās/ noun A benzylidene aniline ORIGIN: Hugo Schiff (1834–1915), German chemist …   Useful english dictionary

Share the article and excerpts

Direct link
… Do a right-click on the link above
and select “Copy Link”