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Phenylacetaldehyde

CAS No.
122-78-1
Chemical Name:
Phenylacetaldehyde
Synonyms
Benzeneacetaldehyde;2-PHENYLACETALDEHYDE;Hyacinthin;Phenylethanal;2-Phenylethanal;phenylacetadehyde;FEMA 2874;α-Tolualdehyde;ALPHA-TOLUALDEHYDE;Benzenacetaldehyde
CBNumber:
CB7852954
Molecular Formula:
C8H8O
Molecular Weight:
120.15
MDL Number:
MFCD00006993
MOL File:
122-78-1.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Phenylacetaldehyde Properties

Melting point −10 °C(lit.)
Boiling point 195 °C
Density 1.079 g/mL at 20 °C
vapor pressure 2.09hPa at 20℃
refractive index n20/D 1.535(lit.)
FEMA 2874 | PHENYLACETALDEHYDE
Flash point 188 °F
storage temp. 2-8°C
solubility 2.21g/l slightly soluble
form Liquid
color Clear colorless to pale yellow
Specific Gravity 1.075 (20/4℃)
Odor at 10.00 % in dipropylene glycol. green sweet floral hyacinth clover honey cocoa
Odor Type green
Water Solubility 2.210 g/L (25 ºC)
Sensitive Air Sensitive
JECFA Number 1002
Merck 14,7265
BRN 385791
Dielectric constant 4.8(20℃)
Stability Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
LogP 1.44 at 25℃
Substances Added to Food (formerly EAFUS) PHENYLACETALDEHYDE
CAS DataBase Reference 122-78-1(CAS DataBase Reference)
EWG's Food Scores 1-2
FDA UNII U8J5PLW9MR
NIST Chemistry Reference Benzeneacetaldehyde(122-78-1)
EPA Substance Registry System Phenylacetaldehyde (122-78-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H314-H317-H412
Precautionary statements  P261-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
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
Toxicity LD50 orl-rat: 1550 mg/kg FCTXAV 17,377,79
NFPA 704
2
1 0

Phenylacetaldehyde price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W287407 Phenylacetaldehyde ≥95%, FCC, FG 122-78-1 1kg $186 2024-03-01 Buy
Sigma-Aldrich W287407 Phenylacetaldehyde ≥95%, FCC, FG 122-78-1 5kg $713 2024-03-01 Buy
Sigma-Aldrich W287407 Phenylacetaldehyde ≥95%, FCC, FG 122-78-1 10Kg $1180 2024-03-01 Buy
Sigma-Aldrich 107395 Phenylacetaldehyde ≥90% 122-78-1 25ml $23.7 2024-03-01 Buy
Sigma-Aldrich 107395 Phenylacetaldehyde ≥90% 122-78-1 100ml $85.6 2024-03-01 Buy
Product number Packaging Price Buy
W287407 1kg $186 Buy
W287407 5kg $713 Buy
W287407 10Kg $1180 Buy
107395 25ml $23.7 Buy
107395 100ml $85.6 Buy

Phenylacetaldehyde Chemical Properties,Uses,Production

Description

Phenylacetaldehyde 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.

Chemical Properties

Phenylacetaldehyde 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. 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.

Occurrence

Identified 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.

Uses

Phenylacetaldehyde 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.

Definition

ChEBI: Phenylacetaldehyde is an aldehyde that consists of acetaldehyde bearing a methyl 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.

Aroma threshold values

Detection: 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 values

Taste 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 Actions

Phenylacetaldehyde 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 Profile

Moderately toxic by ingestion. Human skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Production Methods

The most important method industrially is the isomerization of styrene oxide. Ion-exchange resins, catalysis by chromium trioxide–tungsten trioxide on graphite or silicon dioxide–aluminum trioxide, and thermolysis are recommended for the rearrangement. Phenylacetaldehyde can also be synthesized by the direct oxidation of styrene in the presence of palladium salts and copper(II) chloride in aqueous solutions of glycol ethers. Other possibilities include the catalytic dehydrogenation of 2-phenylethanol on silver or gold catalysts, the hydroformylation of benzyl halides in the presence of dicobalt octacarbonyl and sodium carbonate in acetonitrile, and the Darzens glycide ester synthesis from benzaldehyde and alkyl chloroacetates.

Synthesis

Phenylacetaldehyde can be synthesized by Darzen glycidic ester synthesis from benzaldehyde; readily oxidizable to phenyl acetic acid.

References

https://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

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View Lastest Price from Phenylacetaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phenylacetaldehyde pictures 2024-12-10 Phenylacetaldehyde
122-78-1
US $200.00-95.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Phenylacetaldehyde / Phenylethanal  pictures 2024-12-10 Phenylacetaldehyde / Phenylethanal
122-78-1
US $120.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
Phenylacetaldehyde solution pictures 2024-12-10 Phenylacetaldehyde solution
122-78-1
US $100.00 / kg 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Phenylacetaldehyde pictures
  • Phenylacetaldehyde
    122-78-1
  • US $200.00-95.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
alpha-Tolualdehyde alpha-Toluic Aldehyde Phenylacetaldehyde, stabilized with 100 ppM citric acid Phenylacetaldehyde (40-55% in Diethyl Phthalate) α-Tolyaldehyde alpha-Tolualdehyde alpha-Toluic Aldehyde Phenyl acetic aldehyde for synthesis ALPHA-TOLUIC ALDEHYDE α-Toluic aldehyde PHENYLACETALDEHYDE PHENYL ACETIC ALDEHYDE Phenylacetaldehyde solution Phenylacetaldehydetech PHENYLACETALDEHYDE, 90+% PHENYLACETALDEHYDE 90+% FCC PHENYLACETALDEHYDE SOLUTION, ~50% IN DIE THYL PHTHALATE Phenylacetaldehyde, tech., 90+% Phenylacetaldehyde, stabilized, 98% phenylethanal,phenylacetaldehyde α-tolyaldehyde PHENYLACETALDEHYD 98 P. Phenylacetaldehyde (30-50% in Diethyl Phthalate) PHENYLACETALDEHYDE 50% IN DEP PHENYLACETALDEHYDE 50% IN PEA PHENYLACETALDEHYDE 50% IN PG PHENYLACETALDEHYDE 85% IN PEA PHENYLACETALDEHYDE, NATURAL Phenylacetataldehyde Phenylacetaldehyde, 98%, stabilized α-Toluylaldehyde Phenylacetaldehyde,85% Phenylacetaldehyde,tech., 50 wt % in isopropyl alcohol Acetaldehyde, phenyl- phenyl-acetaldehyd Phenylacetaldehyde,50% Phenylacetaldehyde,α-Tolyaldehyde PHENYLACETALDEHYDE, MONOMER (40-55% in Diethyl Phthalate) Phenylacetaldehyde  Phenylacetaldehyde, stabilized, 98% 100GR Phenylacetaldehyde, stabilized, 98% 500GR Phenylacetaldehyde, 97.5%, stabilized with 100 ppm citric acid Phenylacetaldehyde (90% Purity) Phenylacetaldehyde USP/EP/BP 2-PHENYLACETALDEHYDE ALPHA-TOLUALDEHYDE FEMA 2874 2-Phenylethanal Benzenacetaldehyde Benzeneacetaldehyde Hyacinthin phenylacetadehyde Phenylethanal α-Tolualdehyde 122-78-1 Phenylacetaldehyde Phenyl ? ?Acetaldhyde PHENYLACETALDEHYDE 50% PEA Ipratropium Bromide Impurity 38 Nat.Phenylacetaldehyde Phenylacetaldehyde / Phenylethanal