673-85-8

Basic information

• Product Name: 10-oxo-dodecanoic acid
• Synonyms: 10-oxo-dodecanoic acid
• CAS NO: 673-85-8
• Molecular Weight: 214.305
• Mol File: 673-85-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 10-oxo-dodecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 10-oxo-dodecanoic acid(673-85-8)
• EPA Substance Registry System: 10-oxo-dodecanoic acid(673-85-8)

Safety Data

• Hazardous Substances Data: 673-85-8(Hazardous Substances Data)

Usage

Type of compound

12-carbon organic compound

Classification

Medium-chain fatty acid, ketone family member

Natural occurrence

Found in small amounts in coconut oil

Bioactivity

Potential antimicrobial and antifungal properties

Industrial use

Flavoring agent in the food industry

Applications

Investigated for pharmaceuticals and cosmetics

Physical state

White crystalline solid

Melting point

49-50 °C

Solubility

Soluble in organic solvents such as methanol, ethanol, and diethyl ether

Upstream product

• 143-07-7 lauric acid 
• 76-05-1 trifluoroacetic acid 
• 74515-86-9 C₃₀H₅₄O₁₂ 
• 629-59-4 tetradecane 

Relevant articles and documents

From Alkanes to Carboxylic Acids: Terminal Oxygenation by a Fungal Peroxygenase

A new heme–thiolate peroxidase catalyzes the hydroxylation of n-alkanes at the terminal position—a challenging reaction in organic chemistry—with H2O2as the only cosubstrate. Besides the primary product, 1-dodecanol, the conversion of dodecane yielded dodecanoic, 12-hydroxydodecanoic, and 1,12-dodecanedioic acids, as identified by GC–MS. Dodecanal could be detected only in trace amounts, and 1,12-dodecanediol was not observed, thus suggesting that dodecanoic acid is the branch point between mono- and diterminal hydroxylation. Simultaneously, oxygenation was observed at other hydrocarbon chain positions (preferentially C2 and C11). Similar results were observed in reactions of tetradecane. The pattern of products formed, together with data on the incorporation of18O from the cosubstrate H218O2, demonstrate that the enzyme acts as a peroxygenase that is able to catalyze a cascade of mono- and diterminal oxidation reactions of long-chain n-alkanes to give carboxylic acids.

OZONOLYSIS OF ALKENES AND REACTIONS OF POLYFUNCTIONAL COMPOUNDS. XVIII. INVESTIGATION OF A NEW OZONOLYTIC SYNTHESIS OF CARBOXYLIC ACIDS

By identification of the 18O isotope label in the oligomeric peroxide obtained by ozonization of a cyclic olefin in the presence of heavy oxygen and also in the product from catalytic isomerization of this peroxide ( the α,ο-dicarboxylic acids or its dimethyl ester ) it was shown that oxygen enters the ozonolysis product when the reaction is carried out in ether solvents.It is suggested that the increased content of active oxygen in the ozonolysis peroxy product is due to oxidation of the ether solvent to form α-hydroperoxide and addition of the latter to the oligomeric zwitterion, solvated by the polar solvents.It was established that the catalytic and thermal isomerization of the oligomeric peroxides and ozonides of cyclic olefins to the α,ο-dicarboxylic acids and ο-formyl carboxylic acids occurs through the oligomeric α-hydroxy peresters and α-hydroxy esters respectively.