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Phenylacetaldehyde

Phenylacetaldehyde is an organic compound used in the synthesis of fragrances and polymers. Phenylacetaldehyde is an aldehyde that consists of acetaldehyde bearing a phenyl substituent; the parent member of the phenylacetaldehyde class of compounds. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an alpha-CH2-containing aldehyde and a member of phenylacetaldehydes.

Natural occurrence
Phenylacetaldehyde occurs extensively in nature because it can be biosynthetically derived from the amino acid phenylalanine. Natural sources of the compound include chocolate, buckwheat, flowers, and communication pheromones from various insect orders. It is notable for being a floral attractant for numerous species of Lepidoptera; for example, it is the strongest floral attractor for the cabbage looper moth. ==Uses==
Uses
Fragrances and flavors The aroma of pure substance can be described as honey-like, sweet, rose, green, grassy and is added to fragrances to impart hyacinth, narcissi, or rose nuances. MAOI Theoretically, hydrazone formation and subsequent reduction of the phenylethylidenehydrazine gives phenelzine. ==Preparation==
Preparation
Phenylacetaldehyde can be obtained via various synthetic routes and precursors. Notable examples include: • Isomerization of styrene oxide. • Oxidation of Cyclooctatetraene with aqueous Mercury(II) sulfate. • Strecker degradation of phenylalanine. ==Reactivity==
Reactivity
Phenylacetaldehyde is often contaminated with polystyrene oxide polymer because of the especial lability of the benzylic alpha proton and the reactivity of the aldehyde. Aldol condensation of the initial dimer gives rise to a range of Michael acceptors and donors. == References ==
Source: Wikipedia ↗
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