31067-25-1

Basic information

• Product Name: 1,9-Cyclohexadecanedione
• Synonyms: 1,9-Cyclohexadecanedione
• CAS NO: 31067-25-1
• Molecular Formula: C₁₆H₂₈O₂
• Molecular Weight: 252.39
• Mol File: 31067-25-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 394.9°C at 760 mmHg
• Flash Point: 148°C
• Appearance: /
• Density: 0.911g/cm³
• Vapor Pressure: 1.91E-06mmHg at 25°C
• Refractive Index: 1.447
• CAS DataBase Reference: 1,9-Cyclohexadecanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,9-Cyclohexadecanedione(31067-25-1)
• EPA Substance Registry System: 1,9-Cyclohexadecanedione(31067-25-1)

Safety Data

• Hazardous Substances Data: 31067-25-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H28O2/c17-15-11-7-3-1-4-8-12-16(18)14-10-6-2-5-9-13-15/h1-14H2

Upstream product

• 56-23-5 tetrachloromethane 
• 624-17-9 diethyl azelate 
• 865-47-4 potassium tert-butylate 
• 123-98-8 azelaoyl chloride 
• 123-99-9 azelaic acid 
• 3100-36-5 (E/Z)-cyclohexa-dec-8-enone 
• 876498-58-7 2,10-dioxo-cyclohexadecane-1,9-dicarbonitrile 

Downstream Products

• 295-65-8 cyclohexadecane 
• 2550-52-9 cyclohexadecanone 
• 3100-36-5 (E/Z)-cyclohexa-dec-8-enone 

Relevant articles and documents

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Selective Wacker type oxidation of a macrocyclic diene to the corresponding monounsaturated ketone used as fragrance

A selective reaction method for the efficient conversion of an isomeric mixture of 1,9-cyclohexadecadiene (1,9-CHDD) to the corresponding monounsaturated cyclohexadec-8-en-1-one (8-CHD) is described. 8-CHD was synthesized via Wacker type oxidation at room temperature using a highly electrophilic in situ formed dicationic palladium species. Isomerisation of the diene and over-oxidation of the substrate could be nearly suppressed by suitable reaction control, which has a positive effect on selectivity. The utilization of molecular oxygen as a green oxidant and environmentally benign iron(iii) salts as co-catalysts was successfully applied. This reaction strategy is promising to overcome the low overall reactivity of internal olefins in Wacker type oxidations. In addition, larger scale experiments showed further potential for industrial application.