03. February 2014 · Comments Off on Excellent Schiff’s Base Compendium · Categories: Research

A Schiff base, named after Hugo Schiff, is the product of a reaction between a compound containing an animo group (NH2) and an Aldehyde. In perfumery the amino group used most often is Methyl Anthranilate, or possibly Ethyl Anthranilate. When the Aldehyde and the amino group are mixed together in 1:1 molar quantities (one molecule of the aldehyde for every molecule of the methyl anthranilate) the result is a Schiff base (and water). Quantities can be determined by looking up the molecular weights of the compounds, and using those to determine the correct ratios.

Schiff’s Bases are highly coloured bright yellows and oranges, Cinnamic Aldehyde or Vanillin Schiff’s Base are nearly black.

Aldehyde C16, Aldehyde C14 (“Peach”/ gamma Undecalactone) and Aldehyde C18 (“Coconut” /gamma Nonalactone) are not aldehydes and will therefore not react and make a Schiff Base.

Schiff’s Bases are commercially available. For instance Aurantiol is a reaction of Methyl Anthranilate with Hydroxcitronellal, Vertosine is a base using Triplal, Verdantiol or Lilyantine created with Lilial.

Here is  an excellent Schiff’s Base Compendium created by Paul Kiler, Perfume Composer of PK Perfumes

PkPerfumes.

 

Other reading material: Use of Schiff base reaction product of methyl anthranilate and canthoxal in augmenting or enhancing aroma or taste of foodstuff or chewing gum

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