Phenylacetaldehyde

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Phenylacetaldehyde
Names
IUPAC name
2-Phenylacetaldehyde
Other names
2-Phenylacetaldehyde
Benzeneacetaldehyde
Benzylcarboxaldehyde
Phenylacetic aldehyde
Phenylethanal
α-Tolyaldehyde
Properties
C8H8O
C6H5CH2CHO
Molar mass 120.15 g/mol
Appearance Colorless liquid
Odor Honey-like or floral-like
Density 1.079 g/cm3
Melting point −10 °C (14 °F; 263 K)
Boiling point 195 °C (383 °F; 468 K)
0.221 g/100 ml
Solubility Miscible with alcohols, ethers, ketones
Vapor pressure 0.39 mmHg
Hazards
Safety data sheet Sigma-Aldrich
Flash point 87 °C (189 °F; 360 K)
Lethal dose or concentration (LD, LC):
1550 mg/kg (rat, oral)
Related compounds
Related compounds
Benzaldehyde
Hydrocinnamaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Phenylacetaldehyde is an organic compound with the formula C6H5CH2CHO.

Properties

Chemical

Phenylacetaldehyde is readily oxidized to phenylacetic acid.

Physical

Phenylacetaldehyde is a colorless liquid, although older samples may appear yellowish, immiscible with water, but more miscible with organic solvents.

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.

Availability

Phenylacetaldehyde is sold by chemical suppliers.

Preparation

The most direct route involves the reduction of phenethyl alcohol.

Can be prepared from the Wacker oxidation of styrene.

Isomerization of styrene oxide is another route.[1]

Strecker degradation of phenylalanine has been described to produce this compound.[2]

Projects

  • Make phenylacetic acid
  • Fragrance collection
  • Insect attractant

Handling

Safety

Phenylacetaldehyde is irritant and ingestion may be harmful.

Storage

In closed amber glass bottles, airtight.

Disposal

Can be neutralized by destroying it using an oxidizing mixture.

References

  1. https://onlinelibrary.wiley.com/doi/10.1002/14356007.m01_m03.pub2
  2. https://pubs.acs.org/doi/abs/10.1021/cr60156a002

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