alpha-Irone

Base Information

• Chemical Name: alpha-Irone
• CAS No.: 79-69-6
• Deprecated CAS: 54082-69-8
• Molecular Formula: C14H22 O
• Molecular Weight: 206.328
• European Community (EC) Number: 201-219-6
• Nikkaji Number: J4.239K
• Wikidata: Q27108610
• Metabolomics Workbench ID: 46996
• ChEMBL ID: CHEMBL3183603
• Mol file: 79-69-6.mol

Synonyms:alpha-irone

Chemical Property of alpha-Irone

Chemical Property:

• Vapor Pressure: 0.00419mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: n20/D 1.492
• Boiling Point: 278.7oC at 760 mmHg
• Flash Point: 118.4oC
• PSA: 17.07000
• Density: 0.914g/cm3
• LogP: 3.76010
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 206.167065321
• Heavy Atom Count: 15
• Complexity: 307

Purity/Quality:

99.9% ^*data from raw suppliers

Irone technical, mixture of isomers (mainly the α-isomer), ≥90% (GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC=C(C(C1(C)C)C=CC(=O)C)C
• Isomeric SMILES: CC1CC=C(C(C1(C)C)/C=C/C(=O)C)C
• Description: α-Irone has a characteristic orris and violet-like odor. The commercially prepared product corresponds generally to the α-isomer.
• Uses: Perfumery, violet odor. The α isomer is also used as a flavoring agent.

Technology Process of alpha-Irone

There total 10 articles about alpha-Irone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 6-methyl-α-ionone (79-69-6,54082-69-8)

Guidance literature:

α- u. γ-6-Methylcyclocitralen, Verseifung (Aceton/NaH);

Reference yield:

pseudoirone (645-68-1,6754-31-0) → (+-)-4t-(2,5t,6,6-Tetramethyl-cyclohex-2-en-r-yl)-but-3-en-2-on (72074-86-3,54082-69-8) + (+/-)-α-Iron (79-69-6,472-46-8,564-77-2,599-45-1,35124-13-1,35124-14-2,72074-85-2,72074-86-3,89888-03-9,90242-81-2,108032-56-0,108033-18-7,54082-69-8)

Guidance literature:

With sulfuric acid; at 50 ℃;

DOI:10.1002/hlca.19470300625 DOI:10.1002/hlca.19480310331 DOI:10.1002/hlca.19490320637

Reference yield:

3,6,7-trimethyl-oct-6-en-1-yn-3-ol (52567-96-1) → (+/-)-α-Iron (79-69-6,472-46-8,564-77-2,599-45-1,35124-13-1,35124-14-2,72074-85-2,72074-86-3,89888-03-9,90242-81-2,108032-56-0,108033-18-7,54082-69-8)

Guidance literature:

Multi-step reaction with 5 steps

1: active iron; ethanol / Hydrogenation

2: pyridine; petroleum ether; PBr₃

3: potassium acetate; acetone / Verseifen des Acetats mit methylalkoholischer KOH

4: aluminium tert-butylate; benzene

5: aqueous sulfuric acid / 50 °C

With pyridine; ethanol; sulfuric acid; potassium acetate; phosphorus tribromide; iron; aluminum tri-tert-butoxide; acetone; Petroleum ether; benzene;

DOI:10.1002/hlca.19470300625

upstream raw materials:

pseudoirone

3,6,7-trimethyl-oct-6-en-1-yn-3-ol

5,6-dimethyl-5-hepten-2-one

(E)-3,6,7-trimethylocta-2,6-dien-1-ol

Downstream raw materials:

optically inactive 2,2'-dimethyl-ε,ε-carotene