2-Phenylpropanal (HCID 7146)

Überblick

2-phenylpropanal is a member of the class of phenylacetaldehydes that is phenylacetaldehyde in which a hydrogen alpha to the aldehyde carbonyl group has been replaced by a methyl group. The major species at pH 7.3.

Namen und Bezeichner

Bevorzugter Name: 2-Phenylpropanal
IUPAC: 2-phenylpropanal
Lokaler Name: Hydratropaldehyd
Englischer Name: 2-PHENYLPROPIONALDEHYDE
Summenformel: C9H10O
Molmasse: 134.18

Namen und Synonyme

2-Phenylpropanal2-PhenylpropionaldehydeHydratropaldehyde93-53-8Hydratropic aldehydeHyacinthalCumene aldehydeHydratropa aldehydeHydrotropic aldehyde2-Phenyl-1-propanalalpha-Phenylpropionaldehydealpha-Formylethylbenzene

Weitere Namen anzeigen

2-PHENYLPROPANOLFEMA 2886NSC 5231cumenealdehyde2-PHENYLPRPANAL

Aldehyd hydratropovyalpha-Methylphenylacetaldehydealpha-Methylbenzeneacetaldehyde2-phenylpropanaldehydealpha-Methyl-alpha-toluic aldehydeFEMA No. 2886DTXSID00526298JKX55PKZQ

Datenbank-Bezeichner

CAS: 93-53-8
PubChem CID: 7146
DTXSID: DTXSID0052629
ChEMBL: CHEMBL3730701
ChEBI: CHEBI:149463
UNII: 8JKX55PKZQ
EC Number: 202-255-5
Nikkaji: J35.593C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,9
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 2
Schwere Atome: 10
Formalladung: 0
Komplexität: 103

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Aldehydes

FragrancesFragrance Ingredient (2-Phenylpropionaldehyde) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.998-1.006

Flavoring AgentsEU Flavoring substances

Solubility · 2 Einträge

Soluble in most fixed oils; Slightly soluble in propylene glycol; Insoluble in glycerin

Soluble (in ethanol)

Physikochemische Eigenschaften

Schmelzpunkt: 60 °C · 60°C
Siedepunkt: 92 · 92-94 °C/12 mmHg (lit.)
Dichte: 1.002 g/mL · 1.002 g/mL at 25 °C (lit.)
Dampfdruck: 40 Pa · 40Pa at 20℃
FEMA: 2886 · 2886 | 2-PHENYLPROPIONALDEHYDE
Brechungsindex: 20 · n20/D 1.517(lit.)
Flammpunkt: 169 °F · 169 °F
storage temp.: 2 · 2-8°C
Löslichkeit: Soluble in most fixed oils, propylene glycol. Insoluble in glycerin.
Aggregatzustand: Liquid
Farbe: Clear colorless
Geruch (Odor): 10 % · at 10.00 % in dipropylene glycol. fresh sharp green hyacinth leaf lilac
Geruchsart: green
Biologische Quelle: synthetic
Wasserlöslichkeit: 10 μg/L · 10μg/L
JECFA Number: 1467 · 1467
BRN: 4291321 · 4291321
Major Application: cleaning productscosmeticsfood and beveragespersonal care
Kosmetik-Inhaltsstoffe Funktionen: PERFUMING
InChI: 1S/C9H10O/c1-8(7-10)9-5-3-2-4-6-9/h2-8H,1H3
InChIKey: IQVAERDLDAZARL-UHFFFAOYSA-N
SMILES: [H]C(=O)C(C)c1ccccc1
LogP: 1.96 · 1.96
CAS Datenbank: 93 · 93-53-8(CAS DataBase Reference)
EPA chemische Informationen: Benzeneacetaldehyde, .alpha.-methyl- (93-53-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1680 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Benzeneacetaldehyde, .alpha.-methyl-

Regulation (EC) No 1831/2003 (amended)

Status: Active Update: 30-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/17307

2-Phenylpropionaldehyde: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzeneacetaldehyde, .alpha.-methyl-: Environment tier I assessment

Hazards Summary · 1 Eintrag

Decreased sperm counts in 14-day oral study of male rats at 75 and 250 mg/kg/day; [EPA - TSCATS] Causes coma in oral lethal-dose studies of rats; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F: 9-23
wgk: 3
tsca: TSCA listed
hs_code: 29122990
RTECS-Nr.: CY1460000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36/37/39
Speicherklasse: 10 - Combustible liquids

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

UsesUsed as a flavoring agent; [FDA]

IFRA Fragrance Standards · 6 Einträge

2-Phenylpropionaldehyde

Benzeneacetaldehyde, Î±-methyl-; Hydratropaldehyde; Î±-Methylphenylacetaldehyde; Î±-Methyltolualdehyde; 2-Phenylpropanal; Î±-Phenylpropionaldehyde; (R)-2-Phenylpropionaldehyde; (S)-2-Phenylpropionaldehyde; Hydratropic aldehyde (commercial name)

IFRA_STD_075.pdf

49

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Restriction: This material should be used only in the limited quantity as stated in the Standard

Use Classification · 4 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationBenzeneacetaldehyde, .alpha.-methyl-: ACTIVE

Restriction Limits in the Finished Product (%) · 6 Einträge

0.029 [Products applied to the lips]

0.0087 [Products applied to the axillae]

0.096 [Products applied to the face/body using fingertips]

0.16 [Products related to fine fragrances]

0.041 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]

0.041 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]

Anwendungen

OccurrenceReported found in microbially fermented tea and some varieties of mushrooms.

Verwenden2-Phenylpropionaldehyde is a precursor in the synthesis of N,N,β-Trimethyl-phenethylamine Hydrochloride (T796625).

Darstellung

synthetischeBy alkaline condensation of acetophenone and ethyl chloroacetate; also by distillation of methylphenyl ethylene glycol in 91% yields (under atmospheric pressure).