(3E)-4-phenylbut-3-en-2-one

• ChemBase ID: 126102
• Molecular Formular: C10H10O
• Molecular Mass: 146.1858
• Monoisotopic Mass: 146.07316494
• SMILES: CC(=O)/C=C/c1ccccc1
• Canonical SMILES: CC(=O)/C=C/c1ccccc1
• InChI: InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3
• InChIKey: BWHOZHOGCMHOBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-4-phenylbut-3-en-2-one; 4-phenylbut-3-en-2-one
• IUPAC Traditional name: BENZ; 4-phenyl-but-3-en-2-one
• Synonyms: Benzalacetone; (3E)-4-Phenyl-3-buten-2-one; (E)-4-Phenyl-3-buten-2-one; (E)-Benzalacetone; (E)-Benzylideneacetone; (E)-Methyl Styryl Ketone; Methyl (E)-2-Phenylethenyl Ketone; Methyl trans-Styryl Ketone; trans-1-Phenylbut-1-en-3-one; trans-4-Phenyl-3-buten-2-one; trans-4-Phenyl-3-butene-2-one; trans-Benzalacetone; trans-Benzylideneacetone; trans-Phenylvinyl Methyl Ketone; trans-4-Phenyl-3-buten-2-one; (E)-4-Phenylbut-3-en-2-one; 4-Phenyl-3-buten-2-one; trans-4-Phenyl-3-buten-2-one; Benzylideneacetone; Methyl styryl ketone; Benzylidene acetone; Benzylideneacetone; Benzalacetone; Benzylideneacetone; 4-Phenyl-3-buten-2-one; 4-Phenylbut-3-en-2-one; 4-苯基-3-丁烯-2-酮; 反式-4-苯基-3-丁烯-2-酮; 亚苄基丙酮; 甲基苯乙烯基酮; 苄叉丙酮; 亚苄基丙酮

Database IDs

• CAS Number: 122-57-6; 1896-62-4
• EC Number: 204-555-1; 217-587-6
• MDL Number: MFCD00008779
• Beilstein Number: 742047; 742046
• Merck Index: 141137
• PubChem SID: 24901370; 24854463; 24847404; 162220443; 24848836
• PubChem CID: 637759
• CHEBI ID: 217301
• CHEMBL: 73639
• Chemspider ID: 21106584
• FEMA ID: 2881
• Wikipedia Title: Benzylideneacetone
• Council of Europe Number: 158
• Flavis Number: 7.024

CALCULATED PROPERTIES

• Acid pKa: 19.682928
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4657118
• LogD (pH = 7.4): 2.4657118
• Log P: 2.4657118
• Molar Refractivity: 46.611 cm^3
• Polarizability: 17.628319 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1.3 g/L in water; Chloroform; Dichloromethane; nonpolar solvents
• Apperance: pale yellow solid; Yellow Solid
• Melting Point: 38-42°C; 39-40 °C; 39-41 °C(lit.); 39-42 °C(lit.); 39–42 °C
• Boiling Point: 260-262 °C(lit.); 260–262 °C; 261°C
• Flash Point: >110 °C; >230 °F; 116 °C; 116°C(241°F); 123 °C; 253.4 °F
• Density: 1.008 g/cm^3; 1.038
• Vapor Pressure: 0.01 mmHg ( 25 °C)
• Organoleptic: almond; anise; balsam; butter; cherry; cinnamon; creamy; jam; herbaceous; floral; sweet; vanilla; woody

Safety Information

• Storage Warning: Light Sensitive
• RTECS: EN0330000; EN0330050
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38-42/43; 36/37/38-43; 36/38-43
• Safety Statements: 22-26-36/37; 24-26-37; 7-26-36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: irritant
• GHS Hazard statements: H315-H317-H319-H335; H315-H319-H317
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P280-P305+P351+P338-P302+P352-P321-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98%; ≥98.0% (GC); ≥99%; 95+%; 97%; 98+%; 99%
• Grade: Halal; Kosher; NI; purum
• Linear Formula: C6H5CH=CHCOCH3

DETAILS

Sigma Aldrich - 241091

Packaging
50 g in glass bottle

Sigma Aldrich - 147885

Packaging
250 g in glass bottle

Sigma Aldrich - W288101

Biochem/physiol Actions
Taste at 5-10 ppm
Other Notes
Natural occurrence: Soybeans and Virginia tobacco.
Packaging
1 kg in glass bottle
10 kg in steel drum
1 sample in glass bottle
25 kg in poly drum

Sigma Aldrich - 11960

Other Notes
Reagent for annelations. Reviews1,2