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Phenylacetaldehyd

Phenylacetaldehyde Struktur
122-78-1
CAS-Nr.
122-78-1
Bezeichnung:
Phenylacetaldehyd
Englisch Name:
Phenylacetaldehyde
Synonyma:
Benzeneacetaldehyde;2-PHENYLACETALDEHYDE;Hyacinthin;Phenylethanal;2-Phenylethanal;phenylacetadehyde;FEMA 2874;α-Tolualdehyde;ALPHA-TOLUALDEHYDE;Benzenacetaldehyde
CBNumber:
CB7852954
Summenformel:
C8H8O
Molgewicht:
120.15
MOL-Datei:
122-78-1.mol

Phenylacetaldehyd Eigenschaften

Schmelzpunkt:
−10 °C(lit.)
Siedepunkt:
195 °C
Dichte
1.079 g/mL at 20 °C
Dampfdruck
2.09hPa at 20℃
Brechungsindex
n20/D 1.535(lit.)
FEMA 
2874 | PHENYLACETALDEHYDE
Flammpunkt:
188 °F
storage temp. 
2-8°C
L?slichkeit
2.21g/l slightly soluble
Aggregatzustand
Liquid
Farbe
Clear colorless to pale yellow
Wichte
1.075 (20/4℃)
Geruch (Odor)
at 10.00 % in dipropylene glycol. green sweet floral hyacinth clover honey cocoa
Geruchsart
green
Wasserl?slichkeit
2.210 g/L (25 ºC)
Sensitive 
Air Sensitive
Merck 
14,7265
JECFA Number
1002
BRN 
385791
Dielectric constant
4.8(20℃)
Stabilit?t:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
LogP
1.44 at 25℃
CAS Datenbank
122-78-1(CAS DataBase Reference)
NIST chemische Informationen
Benzeneacetaldehyde(122-78-1)
EPA chemische Informationen
Phenylacetaldehyde (122-78-1)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,F
R-S?tze: 22-36/37/38-43-11
S-S?tze: 26-36-37-24-16-7
RIDADR  UN 1170 3/PG 2
WGK Germany  2
RTECS-Nr. CY1420000
TSCA  Yes
HS Code  29122990
Toxizit?t LD50 orl-rat: 1550 mg/kg FCTXAV 17,377,79
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H314 Verursacht schwere Ver?tzungen der Haut und schwere Augensch?den. ?tzwirkung auf die Haut Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H412 Sch?dlich für Wasserorganismen, mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 3 P273, P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P303+P361+P353 BEI BERüHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

Phenylacetaldehyd Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt m?glich.
R11:Leichtentzündlich.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37:Geeignete Schutzhandschuhe tragen.
S24:Berührung mit der Haut vermeiden.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S7:Beh?lter dicht geschlossen halten.

Beschreibung

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.

Chemische Eigenschaften

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.

Verwenden

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.

Allgemeine Beschreibung

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.

Sicherheitsprofil

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

Synthese

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

Vorbereitung Methode

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.

Phenylacetaldehyd Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Phenylacetaldehyd Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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122-78-1(Phenylacetaldehyd)Verwandte Suche:


  • 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
  • Nat.Phenylacetaldehyde
  • Phenylacetaldehyde / Phenylethanal
  • Ipratropium Bromide Impurity 38
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