18229-17-9

Basic information

• Product Name: 8-hydroxytetradecan-7-one
• Synonyms: 8-hydroxytetradecan-7-one;8-Hydroxy-7-tetradecanone;Einecs 242-109-8
• CAS NO: 18229-17-9
• Molecular Formula: C₁₄H₂₈O₂
• Molecular Weight: 228.37092
• EINECS: 242-109-8
• Mol File: 18229-17-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 263.2 °C at 760 mmHg
• Flash Point: 109.3 °C
• Appearance: /
• Density: 0.896g/cm³
• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: 8-hydroxytetradecan-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-hydroxytetradecan-7-one(18229-17-9)
• EPA Substance Registry System: 8-hydroxytetradecan-7-one(18229-17-9)

Safety Data

• Hazardous Substances Data: 18229-17-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H28O2/c1-3-5-7-9-11-13(15)14(16)12-10-8-6-4-2/h13,15H,3-12H2,1-2H3

Upstream product

• 106-30-9 ethyl heptanoate 
• 111-71-7 heptanal 
• 624-49-7 dimethylfumarate 
• 201230-82-2 carbon monoxide 
• 21369-64-2 n-hexyllithium 
• 41446-63-3 (E)-7-tetradecene 
• 331672-95-8 1H-1,2,3-benzotriazol-1-yl(n-hexyl)methanone 
• 90467-78-0 Ethyl thioenanthate 
• 68-12-2 N,N-dimethyl-formamide 
• 592-41-6 1-hexene 
• 78-94-4 methyl vinyl ketone 

Relevant articles and documents

Carbonylation of dialkylcyanocuprates with carbon monoxide: Synthesis of α-hydroxyketones

Dialkylcyanocuprates, prepared from copper(I) cyanide and the corresponding alkyllithium or Gringard reagents, readily react with carbon monoxide in the presence of tri-n-butylphosphine at -78°C in THF to give α-hydroxyketones in high yields (65-85%).

NOVEL PROCESS FOR PREPARING SYNTHESIS INTERMEDIATES USING PRODUCTS OF NATURAL ORIGIN AND USE OF THE INTERMEDIATES OBTAINED

Disclosed is a process for preparing a product of formula I: wherein the reaction is catalyzed both by thiamine or a thiamine salt and by ascorbic acid in a form which is free or salified or an organic acid salt of an alkaline metal, preferably sodium acetate, potassium tartrate, sodium succinate, or a reductone, preferably 2-hydroxypropanedial or 2,3-dihydroxycyclopent-2-ene-1-one in an organic solvent.

Decreasing Side Products and Increasing Selectivity in the Tandem Hydroformylation/Acyloin Reaction

A highly selective catalyst system was developed for the recently discovered tandem hydroformylation/acyloin reaction by systematic investigations and changes of reaction conditions. This new catalyst system is characterized by an excellent selectivity of the desired reaction pathway with negligible amounts of side products. A successful application of the tandem hydroformylation/acyloin reaction to a variety of olefins is enabled with comparable excellent selectivities up to >99% for the first and second reaction step, therefore a general synthesis for the conversion of olefins into acyloins is found. Furthermore, very good to excellent yields for the intermediates and final acyloin products were observed within two catalysed reactions in one preparative step. The acyloin product was applied as a nonpolar precursor for surfactants. After attaching a polar head group to the acyloin and determination of tensiometric data, the molecule showed industrial relevant surface-active properties. Jointly successful: New catalyst systems for the tandem hydroformylation/acyloin reaction display excellent selectivities within two catalyzed reactions in one preparative step. A variety of olefins can be converted efficiently, and the acyloin product is applied successfully as a nonpolar precursor for surfactants.