6,10-Dimethylundeca-5,9-dien-2-one

Base Information

• Chemical Name: 6,10-Dimethylundeca-5,9-dien-2-one
• CAS No.: 689-67-8
• Molecular Formula: C13H22O
• Molecular Weight: 194.317
• Hs Code.: 2914190090
• European Community (EC) Number: 211-711-2
• DSSTox Substance ID: DTXSID1021586
• Wikidata: Q72480171
• Metabolomics Workbench ID: 130627
• ChEMBL ID: CHEMBL3184326
• Mol file: 689-67-8.mol

Synonyms:6,10-dimethylundeca-5,9-dien-2-one

Chemical Property of 6,10-Dimethylundeca-5,9-dien-2-one

Chemical Property:

• Appearance/Colour: Colorless liquid or Light yellow liquid
• Refractive Index: n20/D 1.467(lit.)
• Boiling Point: 256.038 °C at 760 mmHg
• Flash Point: 107.443 °C
• PSA: 17.07000
• Density: 0.856 g/cm³
• LogP: 4.04830
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform, Dichloromethane (Slightly)
• Water Solubility.: Not miscible or difficult to mix in water. Soluble in alcohol.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99.9% ^*data from raw suppliers

(E/Z)-Geranylacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCCC(=O)C)C)C
• Uses: It is used as a flavoring agent and adjuvant. It is also employed as a substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.

Technology Process of 6,10-Dimethylundeca-5,9-dien-2-one

There total 36 articles about 6,10-Dimethylundeca-5,9-dien-2-one 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: 96.0%

pseudoionone (141-10-6,3548-78-5) → pseudo-ionone (689-67-8)

Guidance literature:

With phenylsilane; C₃H₇CuF*FH; In tetrahydrofuran; at 20 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.202001733

Reference yield: 95.0%

3,7-Dimethylocta-1,6-dien-3-yl acetoacetate (25456-03-5) → pseudo-ionone (689-67-8)

Guidance literature:

With aluminum oxide; at 60 ℃; for 3h;

DOI:10.1007/BF00962358

Reference yield: 93.1%

3,7-dimethylocta-1,6-dien-3-ol (78-70-6) + 2-Methoxypropene (116-11-0) → pseudo-ionone (689-67-8)

Guidance literature:

ammonium chloride; at 140 ℃; for 40h; Product distribution / selectivity; Autoclave;

upstream raw materials:

3,7-Dimethylocta-1,6-dien-3-yl acetoacetate

farnesal

squalene

pseudoionone

Downstream raw materials:

squalene

6,10-dimethyl-2-phenyl-5,9-undecadien-2-ol

2,6,10,15,19,23-hexamethyl-tetracosa-2,6,18,22-tetraene-10,15-diol

3,7,11-trimethyl-6,10-dodecadien-1-yn-3-ol

Refernces

• 1、 -. "Method for synthesizing geranyl acetone through Carroll reaction". Paragraph 0005; 0012-0016. . Retrieved 2021/01/29.
• 2、 -. "Method of preparing gamma-ketene from alpha, gamma-unsaturated diketene". Paragraph 0056-0058. . Retrieved 2020/04/06.