13392-69-3

Basic information

• Product Name: 5-hydroxyvaleric acid
• Synonyms: 5-hydroxyvaleric acid;5-Hydroxy Pentanoic Acid;Pentanoic acid, 5-hydroxy-;5-hydroxyvaleric acid, solidum salt
• CAS NO: 13392-69-3
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Mol File: 13392-69-3.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 268.2°Cat760mmHg
• Flash Point: 130.3°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.00105mmHg at 25°C
• Refractive Index: 1.46
• PKA: 4.71±0.10(Predicted)
• CAS DataBase Reference: 5-hydroxyvaleric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxyvaleric acid(13392-69-3)
• EPA Substance Registry System: 5-hydroxyvaleric acid(13392-69-3)

Safety Data

• Hazardous Substances Data: 13392-69-3(Hazardous Substances Data)

Usage

Description

5-Hydroxyvaleric acid, also known as 5-hydroxypentanoic acid, is an omega-hydroxy fatty acid derived from pentanoic acid with a hydroxy group attached at the C-5 position. It is a naturally occurring organic compound that has potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
5-Hydroxyvaleric acid is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to be chemically modified and incorporated into drug molecules.
Used in Cosmetic Industry:
5-Hydroxyvaleric acid is used as a cosmetic ingredient for its potential skin conditioning and moisturizing properties, contributing to the overall health and appearance of the skin.
Used in Food Industry:
5-Hydroxyvaleric acid is used as a flavoring agent or a building block for the synthesis of flavor compounds, enhancing the taste and aroma of food products.
Used in Chemical Research:
5-Hydroxyvaleric acid is used as a research compound in the development of new chemical processes and the study of its reactivity and properties in various chemical reactions.
Used in Biochemical Studies:
5-Hydroxyvaleric acid is used in biochemical research to investigate its potential role in metabolic pathways and its interactions with enzymes and other biomolecules.

Synthesis Reference(s)

Synthetic Communications, 11, p. 583, 1981 DOI: 10.1080/00397918108063628

InChI:InChI=1/C5H10O3/c6-4-2-1-3-5(7)8/h6H,1-4H2,(H,7,8)

Upstream product

• 694-54-2 tetrahydro-2H-2-pyranol 
• 108-55-4 glutaric anhydride, 
• 111-29-5 1 ,5-pentanediol 
• 6280-87-1 δ-chlorovaleronitrile 
• 4221-03-8 5-hydroxypentanal 
• 6778-33-2 5-(trimethylammonio)pentanoate 
• 120-92-3 cyclopentanone 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 96-41-3 Cyclopentanol 
• 23523-56-0 1-(trimethylsiloxy)-4-pentenal 
• 109-99-9 tetrahydrofuran 
• 201230-82-2 carbon monoxide 
• 60-29-7 diethyl ether 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 110-94-1 1,5-pentanedioic acid 
• 2067-33-6 5-bromopentanoic acid 
• 2034-25-5 5-hydroxypentanoic acid hydrazide 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 6026-86-4 methyl 4-formylbutanoate 
• 56578-18-8 (E)-5-decen-1-ol 
• 38421-90-8 (E)-5-decen-1-yl acetate 
• 6155-99-3 5-bromo-2-chloro-valeric acid 
• 1450-81-3 2,5-dibromopentanoic acid 
• 609-36-9 rac-Pro-OH 
• 627-93-0 hexanedioic acid dimethyl ester 
• 4547-43-7 methyl 6-hydroxycaproate 
• 1119-40-0 Dimethyl glutarate 
• 14273-92-8 methyl 5-hydroxypentanoate 

Relevant articles and documents

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Pentafluoroperbenzoic acid as the efficient reagent for Baeyer–Villiger oxidation of cyclic ketones

The Baeyer–Villiger oxidation of cyclic ketones with pentafluoroperbenzoic acid provides the corresponding lactones in 40–98% yields.

Hydrogenolysis of tetrahydrofuran-2-carboxylic acid over tungsten-modified rhodium catalyst

Catalysts for reduction of tetrahydrofuran-2-carboxylic acid (THFCA), which can be synthesized from furfural via oxidation and hydrogenation, were explored among the combinations of noble metal and reducible metal oxide supported on SiO2. Rh-WOx/SiO2 catalysts showed activity in C-O hydrogenolysis at 2-position of THFCA (to δ-valerolactone and 5-hydroxyvaleric acid) and higher yield ratio of these C-O hydrogenolysis products to carboxylic acid hydrogenation products than other bimetallic catalysts. The activity of Rh-WOx/SiO2 catalysts was highest at W/Rh = 0.25 mol/mol. XRD, TPR, CO adsorption and XAFS characterizations showed that the Rh-WOx/SiO2 (W/Rh = 0.25) catalyst contained Rh metal particles with surface modification with isolated W2+ oxide species. The mechanism that hydride-like species formed on Rh atom attacks the C atom at the α-position (2-position) of adsorbed carboxylate on W atom is proposed based on the similar kinetics and similar catalyst structure to Rh-MOx/SiO2 (M = Re, Mo) which is known to be active in THFA hydrogenolysis to 1,5-pentanediol.

One-pot biosynthesis of 1,6-hexanediol from cyclohexane by: De novo designed cascade biocatalysis

1,6-Hexanediol (HDO) is an important precursor in the polymer industry. The current industrial route to produce HDO involves energy intensive and hazardous multistage (four-pot-four-step) chemical reactions using cyclohexane (CH) as the starting material, which leads to serious environmental problems. Here, we report the development of a biocatalytic cascade process for the biotransformation of CH to HDO under mild conditions in a one-pot-one-step manner. This cascade biocatalysis operates by using a microbial consortium composed of three E. coli cell modules, each containing the necessary enzymes. The cell modules with assigned functions were engineered in parallel, followed by combination to construct E. coli consortia for use in biotransformations. The engineered E. coli consortia, which contained the corresponding cell modules, efficiently converted not only CH or cyclohexanol to HDO, but also other cycloalkanes or cycloalkanols to related dihydric alcohols. In conclusion, the newly developed biocatalytic process provides a promising alternative to the current industrial process for manufacturing HDO and related dihydric alcohols. This journal is