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Phenylacetaldehyde information


Phenylacetaldehyde
Names
Preferred IUPAC name
Phenylacetaldehyde
Identifiers
CAS Number
  • 122-78-1 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
385791
ChEBI
  • CHEBI:16424
ChemSpider
  • 13876539 ☒N
ECHA InfoCard 100.004.159 Edit this at Wikidata
EC Number
  • 204-574-5
KEGG
  • C00601
PubChem CID
  • 998
UNII
  • U8J5PLW9MR checkY
CompTox Dashboard (EPA)
  • DTXSID3021483 Edit this at Wikidata
InChI
  • InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2 ☒N
    Key: DTUQWGWMVIHBKE-UHFFFAOYSA-N ☒N
SMILES
  • O=CCc1ccccc1
Properties
Chemical formula
C8H8O
Molar mass 120.15 g/mol
Appearance Colorless liquid
Density 1.079 g/mL
Melting point −10 °C (14 °F; 263 K)
Boiling point 195 °C (383 °F; 468 K)
Solubility in water
2.210 g/L
Magnetic susceptibility (χ)
-72.01·10−6 cm3/mol
Refractive index (nD)
1.526
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Harmful, Flammable
GHS labelling:
Pictograms
GHS05: CorrosiveGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H302, H314, H317
Precautionary statements
P260, P261, P264, P270, P272, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P333+P313, P363, P405, P501
Flash point 87 °C (189 °F; 360 K)
Related compounds
Related 2-phenyl aldehydes
3,4-Dihydroxyphenylacetaldehyde

Phenylglyoxal

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Phenylacetaldehyde is an organic compound used in the synthesis of fragrances and polymers.[1] 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.[2]

Phenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma–active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form.[2]

  1. ^ Kohlpaintner, Christian; Schulte, Markus; Jürgen, Falbe; Lappe, Peter; Jürgen, Weber; Frey, Guido (2014). "Aldehydes, Araliphatic". Ullmann's Encyclopedia of Industrial Chemistry. 1. doi:10.1002/14356007.m01_m03.pub2. ISBN 9783527334773.
  2. ^ a b "Phenylacetaldehyde". pubchem.ncbi.nlm.nih.gov. National Library of Medicine. Retrieved 16 July 2020. Public Domain This article incorporates text from this source, which is in the public domain.

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Phenylacetaldehyde

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Phenylacetaldehyde is an organic compound used in the synthesis of fragrances and polymers. Phenylacetaldehyde is an aldehyde that consists of acetaldehyde...

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Phenylacetaldehyde dehydrogenase

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In enzymology, a phenylacetaldehyde dehydrogenase (EC 1.2.1.39) is an enzyme that catalyzes the chemical reaction phenylacetaldehyde + NAD+ + H2O ⇌ {\displaystyle...

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Phenylacetaldoxime dehydratase

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(Z)-phenylacetaldehyde oxime ⇌ {\displaystyle \rightleftharpoons } phenylacetonitrile + H2O Hence, this enzyme has one substrate, (Z)-phenylacetaldehyde oxime...

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C8H8O

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2-Methylbenzaldehyde 3-Methylbenzaldehyde 4-Methylbenzaldehyde Oxonine Phenylacetaldehyde Phthalane Styrene oxide 4-Vinylphenol This set index page lists chemical...

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Phenylpyruvate decarboxylase

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chemical reaction phenylpyruvate ⇌ {\displaystyle \rightleftharpoons } phenylacetaldehyde + CO2 This enzyme belongs to the family of lyases, specifically the...

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Styrene oxide

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amount of water is not sufficient, acid-catalyzed isomerization for phenylacetaldehyde will occur. Styrene oxide in the body is metabolized to mandelic acid...

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Phenylacetic acid

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monoamine oxidase and subsequent metabolism of the intermediate product, phenylacetaldehyde, by the aldehyde dehydrogenase enzyme; these enzymes are also found...

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Cabbage looper

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the strongest attractor is phenylacetaldehyde, the cabbage looper is more attracted to a blend of odors than phenylacetaldehyde alone. Similar to other pheromone...

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Phenylglyoxal

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Phenylglyoxal Names Preferred IUPAC name 2-Oxo-2-phenylacetaldehyde Systematic IUPAC name 2-Oxo-2-phenylethanal Other names Phenylglyoxal 1-Phenylethanedione...

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Phenylalanine

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In 1882, Erlenmeyer and Lipp first synthesized phenylalanine from phenylacetaldehyde, hydrogen cyanide, and ammonia. The genetic codon for phenylalanine...

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Hericium erinaceus

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hexadecanoic acid (26% of total oil composition), linoleic acid (13%), phenylacetaldehyde (9%) and benzaldehyde (3%), and other oils, such as 2-methyl-3-furanthiol...

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Buckwheat

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aroma. 2,5-dimethyl-4-hydroxy-3(2H)-furanone, (E,E)-2,4-decadienal, phenylacetaldehyde, 2-methoxy-4-vinylphenol, (E)-2-nonenal, decanal and hexanal also...

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Phallus impudicus

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include methanethiol, hydrogen sulfide, linalool, trans-ocimene, phenylacetaldehyde, dimethyl sulfide, and dimethyl trisulfide. The latter compound has...

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Asclepias speciosa

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specific monarch butterfly food and habitat plant. Additionally, phenylacetaldehyde produced by the plants attracts Synanthedon myopaeformis, the red-belted...

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Phenethylamine

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oxidase metabolism and subsequent aldehyde dehydrogenase metabolism. Phenylacetaldehyde is the intermediate product which is produced by monoamine oxidase...

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Maggot therapy

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antimicrobial activity include allantoin, urea, phenylacetic acid, phenylacetaldehyde, calcium carbonate, proteolytic enzymes, and many others. In vitro...

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Honey

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Dominant VOCs in one study were linalool oxide, trans-linalool oxide, 2-phenylacetaldehyde, benzyl ethanol, isophorone, and methyl nonanoate. VOCs can also be...

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Truncocolumella

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two major odor compounds that were identified are hexanoic acid and phenylacetaldehyde. These compounds were not found on examination of immature fruiting...

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Decaffeination

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showed that most volatile, nonpolar compounds (such as linalool and phenylacetaldehyde), green and floral flavor compounds (such as hexanal and (E)-2-hexenal)...

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List of additives in cigarettes

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3-Phenyl-1-propanol 2-Phenyl-2-butenal 4-Phenyl-3-buten-2-ol 4-Phenyl-3-buten-2-one Phenylacetaldehyde Phenylacetic acid L-Phenylalanine 3-Phenylpropionaldehyde 3-Phenylpropionic...

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Cirsium arvense

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their antennae. High antennal response are seen in consequence to the phenylacetaldehyde as well as the terpenes (oxoisophoroneoxide, oxoisophorone, and...

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Gonepteryx rhamni

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Research suggests that there are antennal olfactory receptors for phenylacetaldehyde and the terpene compounds oxoisophoroneoxide, oxoisophorone, and...

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Cyclooctatetraene

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systems. For instance, oxidation with aqueous mercury(II) sulfate forms phenylacetaldehyde and photochemical rearrangement of its monoepoxide forms benzofuran...

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Thysanoplusia orichalcea

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sunflower, Coreopsis, potato and soybean. In managing their population, phenylacetaldehyde, a volatile floral compound attractive to many Lepidoptera and present...

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Pieris rapae

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identifies the flower through vision and odor. Chemical compounds such as Phenylacetaldehyde or 2-Phenylethanol was shown to provoke reflex proboscis extension...

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