Allyl alpha-ionone

Base Information

• Chemical Name: Allyl alpha-ionone
• CAS No.: 79-78-7
• Molecular Formula: C16H24 O
• Molecular Weight: 232.40
• European Community (EC) Number: 201-225-9
• UNII: 8IP66F9ODG
• Nikkaji Number: J58.117H
• Wikidata: Q27270593
• RXCUI: 2396431
• Metabolomics Workbench ID: 43995
• ChEMBL ID: CHEMBL3184724
• Mol file: 79-78-7.mol

Synonyms:allyl alpha-ionone

Chemical Property of Allyl alpha-ionone

Chemical Property:

• Appearance/Colour: colourless to yellow liquid with a fruity, woody odour
• Vapor Pressure: 0.000498mmHg at 25°C
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 313.4 °C at 760 mmHg
• Flash Point: 137.6 °C
• PSA: 17.07000
• Density: 0.928 g/mL at 25 °C(lit.)
• LogP: 4.46040
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 232.182715385
• Heavy Atom Count: 17
• Complexity: 345

Purity/Quality:

Allylionone,AssayLi:70-85%Assay(sumofisomers):90-100%,meetsFGspecifications,KOSHER,FEMA2033 AssayLi:70-85%Assay(sumofisomers):90-100% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCC(C1C=CC(=O)CCC=C)(C)C
• Isomeric SMILES: CC1=CCCC(C1/C=C/C(=O)CCC=C)(C)C

Refernces

Photochemistry of arylidene-β-ionones: A highly efficient route to novel tricyclic ketones through intramolecular, exoselective photochemical (4 + 2) cycloadditions, occurring only in an aqueous-organic solvent

10.1021/jo010963w

The research aims to investigate the photochemical transformations of (E,E)-arylidene--ionones (1a-f) and their derivatives under various conditions. The study's purpose is to correct structural assignments, establish the exo-selectivity of photocycloadditions, and discover alternative modes of phototransformation, particularly focusing on the formation of tricyclic ketones. The research concludes that these phototransformations provide a highly efficient route to complex molecular frameworks and versatile synthons, which are important in the synthesis of biologically active molecules. The chemicals used in the process include arylidene--ionones (1a-f), their corresponding pyrans (3a-f), and various aryl groups such as phenyl, p-tolyl, p-anisyl, p-bromophenyl, p-chlorophenyl, and furan-2-yl, among others. The reactions were carried out in anhydrous solvents and aqueous methanol, with irradiation playing a crucial role in the transformations.