14292-27-4

Basic information

• Product Name: 3-HYDROXYOCTANOIC ACID
• Synonyms: 3-HYDROXY C8:0 ACID;(+/-)-3-HYDROXYOCTANOIC ACID;3-HYDROXYOCTANOIC ACID;DL-BETA-HYDROXYCAPRYLIC ACID;3-Hydroxyoctanoic acid, 98 % (GC);3-Hydroxycaprylic acid;Chebi:37098
• CAS NO: 14292-27-4
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.21
• Product Categories: Aliphatics;Fatty Acid Derivatives & Lipids;Glycerols;Isotope Labelled Compounds
• Mol File: 14292-27-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 38-38.5 °C
• Boiling Point: 288.3 °C at 760 mmHg
• Flash Point: 142.4 °C
• Appearance: /
• Density: 1.046 g/cm³
• Storage Temp.: 2-8°C
• PKA: 4.38±0.10(Predicted)
• CAS DataBase Reference: 3-HYDROXYOCTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYOCTANOIC ACID(14292-27-4)
• EPA Substance Registry System: 3-HYDROXYOCTANOIC ACID(14292-27-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 14292-27-4(Hazardous Substances Data)

Usage

Description

3-HYDROXYOCTANOIC ACID, also known as β-Hydroxyoctanoic acid, is an 8-carbon, beta-hydroxy fatty acid that serves as a potential marker for primary defects in beta-hydroxy fatty acid metabolism. It is a key component in the formation of poly(3-hydroxyoctanoic acid), a biopolymer utilized by various bacterial species for carbon and energy storage.

Uses

Used in Biopolymer Production:
3-HYDROXYOCTANOIC ACID is used as a monomer for the synthesis of poly(3-hydroxyoctanoic acid) biopolymers, which are employed by numerous bacterial species as carbon and energy reserves. This biopolymer has potential applications in the production of biodegradable plastics and other biomaterials.
Used in Metabolic Research:
3-HYDROXYOCTANOIC ACID is used as a biochemical marker for studying primary defects in beta-hydroxy fatty acid metabolism. This application aids in understanding the underlying mechanisms of certain metabolic disorders and can contribute to the development of targeted therapies.
Used in Pharmaceutical Industry:
3-HYDROXYOCTANOIC ACID may be used as a starting material or intermediate in the synthesis of various pharmaceutical compounds, particularly those targeting metabolic disorders related to beta-hydroxy fatty acid metabolism.
Used in Energy Storage and Carbon Sequestration:
3-HYDROXYOCTANOIC ACID, as a component of poly(3-hydroxyoctanoic acid) biopolymers, can be utilized in the development of novel energy storage systems and carbon sequestration technologies, contributing to sustainable and environmentally friendly solutions.

InChI:InChI=1/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)

Upstream product

• 22348-95-4 methyl 3-oxooctanoate 
• 66-25-1 hexanal 
• 105-36-2 ethyl bromoacetate 
• 10488-95-6 ethyl 3-oxooctanoate 
• 7367-87-5 3-hydroxyoctanoic acid methyl ester 
• 7367-90-0 ethyl β-hydroxyoctanoate 
• 142-61-0 Hexanoyl chloride 

Downstream Products

• 7367-87-5 3-hydroxyoctanoic acid methyl ester 
• 541-50-4 2-acetoacetic acid 
• 192883-14-0 N-(3-hydroxyoctanoyl)-L-homoserine lactone 

Relevant articles and documents

Method for producing aliphatic carboxylic acid compound and pyridine compound adduct of aliphatic ketone compound

Provided are: a method for producing an aliphatic carboxylic acid compound safely and easily from a starting material that can be obtained or produced industrially without generating a harmful substance such as haloform; and a pyridine compound adduct of an aliphatic ketone compound. The method for producing an aliphatic carboxylic acid compound is a method for producing an aliphatic carboxylic acid compound represented by Formula (I), and comprises: a first step for obtaining a pyridine compound adduct by adding a pyridine compound to an aliphatic ketone compound having an alpha-methyl groupin the presence of an oxidizing agent; and a second step of hydrolyzing the pyridine compound adduct in the presence of a base. In the Formula, R1 represents a substituted or unsubstituted linear alkyl group having 4-8 carbon atoms or a substituted or unsubstituted branched alkyl group having 4-8 carbon atoms; M represents hydrogen, a metal belonging to Group 1 or Group 2 of the periodic table, amethyl group, an ethyl group, an n-propyl group or an isopropyl group.

The synthesis of medium-chain-length β-hydroxy esters via the reformatsky reaction

The synthesis of medium-chain-length β-hydroxy esters in good yield via the Reformatsky reaction is described. This work will be used as the basis for further investigation of hydroxyalkanoate polymers as potential feedstock for biofuel production.

Formation of an enolate intermediate is required for the reaction catalyzed by 3-hydroxyacyl-CoA dehydrogenase

Fluorinated substrate analogs were synthesized and incubated with rat liver 3-hydroxyacyl-CoA dehydrogenase, which reveals that the formation of an enolate intermediate is required for the reaction catalyzed by the enzyme.