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Phenylacetaldehyde

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Phenylacetaldehyde manufacturers

  • Phenylacetaldehyde
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  • 2022-01-14
  • CAS:122-78-1
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  • Purity: 99%
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  • Phenylacetaldehyde
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  • 2022-01-14
  • CAS:122-78-1
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  • phenylacetaldehyde
  • $200.00 / KG
  • 2022-01-13
  • CAS:122-78-1
  • Min. Order: 1KG
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Phenylacetaldehyde Basic information
Description Chemical Properties Uses Preparation References
Product Name:Phenylacetaldehyde
Synonyms:2-Phenylethanal;Phenylacetaldehyde, 98%, stabilized;α-Toluylaldehyde;Phenylacetaldehyde,85%;Phenylacetaldehyde,tech., 50 wt % in isopropyl alcohol;Acetaldehyde, phenyl-;Benzenacetaldehyde;Benzeneacetaldehyde
CAS:122-78-1
MF:C8H8O
MW:120.15
EINECS:204-574-5
Product Categories:Aldehydes;C8;Carbonyl Compounds;Alphabetical Listings;Flavors and Fragrances;O-P;VX:15689727968
Mol File:122-78-1.mol
Phenylacetaldehyde Structure
Phenylacetaldehyde Chemical Properties
Melting point −10 °C(lit.)
Boiling point 195 °C
density 1.079 g/mL at 20 °C
refractive index n20/D 1.535(lit.)
FEMA 2874 | PHENYLACETALDEHYDE
Fp 188 °F
storage temp. 2-8°C
solubility 2.21g/l slightly soluble
form Liquid
Specific Gravity1.075 (20/4℃)
color Clear colorless to pale yellow
Water Solubility 2.210 g/L (25 ºC)
Sensitive Air Sensitive
Merck 14,7265
JECFA Number1002
BRN 385791
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
CAS DataBase Reference122-78-1(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetaldehyde(122-78-1)
EPA Substance Registry SystemPhenylacetaldehyde (122-78-1)
Safety Information
Hazard Codes Xn,F
Risk Statements 22-36/37/38-43-11
Safety Statements 26-36-37-24-16-7
RIDADR UN 1170 3/PG 2
WGK Germany 2
RTECS CY1420000
TSCA Yes
HS Code 29122990
ToxicityLD50 orl-rat: 1550 mg/kg FCTXAV 17,377,79
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Phenylacetaldehyde Usage And Synthesis
DescriptionPhenylacetaldehyde is an organic compound which can be naturally found in buckwheat, flowers, and communication pheromones from various insect orders. It is commonly used for the preparation of fragrance as well as flavors, and applied in flavored cigarettes and beverages because of its honey-like sweet character. It is also applied in the synthesis of polymers, such as polyesters, as a rate controlling additive in polymerization reactions and used in the preparation of more complex chemicals like resmethrin, where it acts as a building block. Besides, the naturally sweet odor of phenylacetaldehyde makes it an insect attractant, which is effective to ensnare pests in blacklight trap. Its application also involves in the field of medicine, in which it is responsible for the antibiotic activity of maggot therapy.
Chemical PropertiesPhenylacetaldehyde has been identified in many essential oils and as a volatile constituent of foods. It is a colorless liquid with a sweet, green odor, reminiscent of hyacinth. Since it readily undergoes oxidation and polymerizes, it must be stabilized by addition of antioxidants and by dilution with, for example, diethyl phthalate before use in compositions.
UsesPhenylacetaldehyde is used in perfume compositions, in particular for hyacinth and rose notes.
Phenylacetaldehyde was used in a study to analyse the role of plant derived volatile chemicals on foraging of 1st instar Helicoverpa armigera.
Phenylacetaldehyde is an insect attractant and can be used in blacklight trap for pests.
PreparationPhenylacetaldehyde can be obtained in high yield by vapor-phase isomerization of styrene oxide, for example, with alkali-treated silica–alumina. Another process starts from phenylethane-l,2-diol, which can be converted into phenylacetaldehyde in high yield. The reaction is performed in the vapor phase in the presence of an acidic silica–alumina catalyst.
Referenceshttps://en.wikipedia.org/wiki/Phenylacetaldehyde
https://www.alfa.com/zh-cn/catalog/A14263/
http://www.sigmaaldrich.com/catalog/product/aldrich/107395?lang=en&region=US
Chemical PropertiesPhenylacetaldehyde has a harsh, green odor reminiscent of hyacinth on dilution. It has an unpleasant, pungent, bitter flavor, turning sweet and fruit-like at low levels.
OccurrenceIdentified among the constituents of several essential oils: neroli, Citrus sinensis leaves, other citrus species (flowers and leaves), narcissus, magnolia, lily, rose and tea. It is reported found in over 170 natural products including apricot, sour cherry, cooked apple, peach, fresh blackberry, crispbread, other types of bread, green tea, unprocessed rice, lemon balm, red sage, black currant, bilberry, cranberry, other berries, grapes, raisins, melon, papaya, guava fruit, pineapple, asparagus, celery leaves, carrot, parsley, peas, bell pepper, sweet pepper, peach, cabbage, peppermint oil, Scotch spearmint oil, mustard, vinegar, onion, cooked potato, tomato, cinnamon bark, cassia leaf, ginger, many cheeses, milk, yogurt, boiled egg, cooked and cured meats, beer, cognac, grape wines, cocoa, coffee, tea, roasted filbert, roasted peanut, soybean, pecans, cauliflower, broccoli, honey, avocado, passion fruit, beans, mushrooms, trassi, mango, tamarind, rice, licorice, buckwheat, lovage root, pumpkin, sweet potato, cassava, corn oil, malt, wort, dried bonito, loquat, pawpaw, maté, sweet grass oil, orange peel oil, grapefruit juice, endive, clam and Chinese quince.
UsesIn perfumery; intermediate in organic synthesis.
UsesPhenylacetaldehyde is used for the preparation of fragrances and polymers like polyesters, which find application as a rate controlling additive in polymerization reactions. It is an active component of fragrances and floral scent due to its honey-like sweet character and finds application in flavored cigarettes and beverages. It is an insect attractant and utilized in blacklight trap for pests. It is also used as a building block in the synthesis of more complex chemicals, such as resmethrin. Furthermore, it is used in association with acetic anhydride and allyltrimethylsilane in three-component coupling process catalyzed by LiBF4 providing homoallylic acetates.
DefinitionChEBI: An aldehyde that consists of acetaldehyde bearing a methyl substituent; the parent member of the phenylacetaldehyde class of compounds.
Aroma threshold valuesDetection: 4 ppb. Aroma characteristics at 1.0%: sweet, floral honey, rosy and slightly powdery with a fermented note, cocoa and tobacco with a yellow tropical fruity nuance.
Taste threshold valuesTaste characteristics at 5 ppm: floral and honey-like with a sweet floral, fruity, tobacco, with a yellow tropical fruity waxy nuance.
Synthesis Reference(s)Journal of the American Chemical Society, 99, p. 4536, 1977 DOI: 10.1021/ja00455a071
Tetrahedron Letters, 29, p. 1471, 1988 DOI: 10.1016/S0040-4039(00)80328-7
General Description
Phenylacetaldehyde is an important aroma volatile found in tomato and roses. It has also been identified in potato, roasted cocoa beans and honey. Phenylacetaldehyde is also a potent moth attractant.
Biochem/physiol ActionsPhenylacetaldehyde is an insect attractant and can be used in blacklight trap for pests. It is constituent of floral scent. It is an intermediate in a variety of biochemical pathways.
Safety ProfileModerately toxic by ingestion. Human skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Chemical SynthesisBy Darzen glycidic ester synthesis from benzaldehyde; readily oxidizable to phenyl acetic acid.
Tag:Phenylacetaldehyde(122-78-1) Related Product Information
Phenylacetylene 2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE Phenylacetyl chloride 1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID 2-BROMO-2-PHENYLACETOPHENONE DESYL CHLORIDE 2-Acetoxy-2-phenylacetyl chloride Phenanthrenequinone 1-(4-CHLOROPHENYL)-1-CYCLOPENTANECARBOXYLIC ACID 4-Fluorophenylacetone 1-Phenyl-1-cyclopropanecarboxylic acid 2-Fluorophenylacetone Benzocyclobutyl-1-carboxylic acid 4,4'-DIBROMOBENZIL 9-HYDROXYFLUORENE-9-CARBOXYLIC ACID 3-(Trifluoromethyl)phenylacetone 2-CHLORO-2-PHENYLACETYL CHLORIDE Phenylacetaldehyde