4-Phenylbutenon
4-Phenyl-3-Buten-2-one
Daten werden ergänzt – lade die Seite später neu, um den aktuellen Stand zu sehen
Grundinformationen
- CAS
122-57-6- Standard-SMILES
CC(=O)C=Cc1ccccc1- InChIKey
BWHOZHOGCMHOBV-UHFFFAOYSA-N- Summenformel
- C10H10O
- Durchschnittliche Molmasse
- 146,19 g/mol
- Monoisotopische Masse
- 146,07316494
Überblick
Benzylideneacetone is a flavouring ingredient. Benzylideneacetone is present in hydrolysed soy protein Benzylideneacetone belongs to the family of Phenylpropenes. These are compounds containing a phenylpropene moeity, which consists of a propene substituent bound to a phenyl group.
Namen und Bezeichner
- Bevorzugter Name
- 4-Phenyl-3-Buten-2-one
- IUPAC
- 4-phenylbut-3-en-2-one
- Lokaler Name
- 4-Phenylbutenon
- Englischer Name
- Benzalacetone
- Summenformel
- C10H10O
- Molmasse
- 146.19
Namen und Synonyme
DTXSID4025662DTXCID305662RefChem:1071402122-57-63-Buten-2-one, 4-phenyl-4-Phenyl-3-Buten-2-oneMethyl styryl ketone4-Phenyl-but-3-en-2-onebenzalacetone-d4acetylstyroltrans-Benzylideneacetone;BenzalacetoneBENZAL ACETONE
Weitere Namen anzeigen
(E)-4-Phenylbut-3-en-2-oneBENZYLIDENEACETONEbenzylidene4-Phenylbut-3-en-2-oneBenzalaceton(3E)-4-phenylbut-3-en-2-oneACETOCINNAMONEFEMA 2881
1-Phenylbut-1-en-3-one4-phenyl-3 -buten-2-oneSCHEMBL312972orb1222576orb1679996orb2900216orb3025863SCHEMBL7226394
Datenbank-Bezeichner
- CAS
122-57-6- PubChem CID
- 15909
- DTXSID
DTXSID4025662
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 2,1
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 152
Experimentelle und physikochemische Eigenschaften
SpringerMaterials PropertiesBoiling point
FragrancesFragrance substance (Benzylidene acetone) -> IFRA amendment 40
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water; soluble in organic solvents, oils
very soluble (in ethanol)
Boiling Point260 °C
Physical Descriptioncolourless to slightly yellow crystalline solid with a sweet, pungent, creamy, floral odour
Physikochemische Eigenschaften
- Schmelzpunkt
- 39 · 39-42 °C(lit.)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 2.6% (50 of 1901) of reports.
Warning
H315 (84.2%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1901 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 3-Buten-2-one, 4-phenyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Status: Active Update: 17-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5367
Benzylideneacetone: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (84.2%)
Toxikologische Informationen
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Sicherheitsdaten
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29143900
- RTECS-Nr.
- EN0330050
Chemie und Industrie
Verwendung und Herstellung
IFRA Fragrance Standards
Benzylidene acetone
4-Phenyl-3-buten-2-one; 3-Buten-2-one, 4-phenyl-; Benzilideneacetone; Methyl styryl ketone
IFRA_STD_113.pdf
40
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Prohibition: This material should not be used as a fragrance ingredient
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information3-Buten-2-one, 4-phenyl-: ACTIVE
Anwendungen
BeschreibungBenzylidenaceton bildet farblose nach Cumarin riechende Tafeln. Es schmilzt bei 42 ℃ und siedet bei Normaldruck zwischen 260 und 262 ℃. Benzylidenaceton ist löslich in Alkohol, Benzol, Chloroform und Ether, während es in Wasser kaum löslich ist. In der organischen Chemie ist es ein wichtiger Synthese-Baustein für Michael-Additionen, Kondensation-, Cycloadditions- und Grignard-Reaktionen.
OccurrenceOccasionally Benzalacetone is used in perfumery for Sweet Pea (used to be a “must” in this type of fragrance), in Appleblossom, etc., often in combination with Neroli and Hyacinth bases. Also used in flavors, particularly in Chocolate, Cocoa, Cherry, Fruit, Nut, Vanilla, etc. - but usually at very low concentration. Concentration in finished product will rarely exceed 0.2 to 0.5 ppm.
Verwendenbrightener in acid zinc electroplating,also used as an organic synthesis intermediate in flavor and fragrance, pharmaceutical industries
Darstellung
synthetischeBy condensing benzaldehyde and acetone in the presence of an alkaline condensing agent.
Zugehörige Reaktionen
60
Notizen zur Verbindung
Wird geladen…