Benzene acetaldehyde

Benzene acetaldehyde
Compound Structure:
Synonyms: Phenylacetaldehyde;2-phenylacetaldehyde; Benzeneacetaldehyde; Hyacinthin;Phenylethanal;alpha-Tolualdehyde;2-Phenylethanal;Phenylacetic aldehyde;Oxophenylethane;alpha-Toluic aldehyde;Acetaldehyde, phenyl-
Compound ID: NMPC-620
PubChem ID:

998

Molecular Formula: C8H8O
Canonical SMILES: C1=CC=C(C=C1)CC=O
InChIKey: DTUQWGWMVIHBKE-UHFFFAOYSA-N
About the compound:

Phenylacetaldehyde is an organic compound with diverse applications and a natural occurrence in various sources. Here's some information about phenylacetaldehyde: Chemical Structure: Phenylacetaldehyde is an aldehyde compound that consists of an acetaldehyde molecule with a phenyl (C6H5) substituent attached. This structure gives it its name as a member of the phenylacetaldehyde class of compounds. Fragrances and Polymers: Phenylacetaldehyde is used in the synthesis of fragrances and polymers. It contributes to the aroma of various scents and is utilized in the fragrance industry to impart sweet, floral, and honey-like notes to perfumes and fragrances. Polyester Synthesis: It serves as a rate-controlling additive during the polymerization process in the synthesis of polyesters. Aspartame Production: Historically, phenylacetaldehyde was used in the production of the artificial sweetener aspartame via the Strecker reaction, before modern biotechnological methods were developed. Antibiotic Activity: Phenylacetaldehyde is responsible for the antibiotic activity observed in maggot therapy, a treatment method that involves the application of live maggots to wounds to promote healing.Natural Occurrence: Biosynthesis: Phenylacetaldehyde is naturally produced in living organisms through biosynthesis. It can be derived from the amino acid phenylalanine, which is present in various organisms. Natural Sources: Natural sources of phenylacetaldehyde include chocolate, buckwheat, flowers, and communication pheromones emitted by different insect species. It is particularly attractive to certain Lepidoptera species, serving as a floral attractant. Aroma and Flavor: The aroma of pure phenylacetaldehyde is described as honey-like, sweet, rose, green, and grassy. It is used to impart nuances of hyacinth, narcissi, or rose to fragrances. Additionally, it can be found in flavored cigarettes and beverages, contributing to their aroma and taste.

GHS Hazard Statements

H302 (99.83%): Harmful if swallowed [Warning Acute toxicity, oral]

H314 (79.74%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

H317 (96.86%): May cause an allergic skin reaction [Warning Sensitization, Skin]

H318 (78.47%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Properties:

Chemical and Physical Properties


Property Name

Property Value

Molecular Weight

120.15 g/mol

XLogP3

1.8

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

2

Exact Mass

120.057514874 g/mol

Monoisotopic Mass

120.057514874 g/mol

Topological Polar Surface Area

17.1Ų

Heavy Atom Count

9

Formal Charge

0

Complexity

82.6

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Colorless oily liquid that polymerizes and becomes thicker on standing; Odor like lilac and hyacinth; mp = 33-34 deg C; [Merck Index] Colorless to yellow liquid; [Acros Organics MSDS]

Boiling Point

195°C

Melting Point

33.5°C

Density

1.023-1.045

Solubility 

Slightly soluble in water; insoluble in water; soluble in oils, propylene glycol

Vapor Pressure

0.39 [mmHg]

Source: PubChem

Source Species: Plumeria alba
Pteris togoensis
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