5962-88-9

Basic information

• Product Name: CYCLOHEXANEPENTANOIC ACID
• Synonyms: CYCLOHEXANEVALERIC ACID;CYCLOHEXANEPENTANOIC ACID;CYCLOHEXYLVALERIC ACID;5-CYCLOHEXYLVALERIC ACID;5-CYCLOHEXYLPENTANOIC ACID;AI3-14245;Cyclohexanepentanoic acid,5-Cyclohexylvaleric acid;Cyclohexanepentanoic acid 98%
• CAS NO: 5962-88-9
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.28
• Mol File: 5962-88-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 16-17 °C(lit.)
• Boiling Point: 126-127 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.96 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.39E-05mmHg at 25°C
• Refractive Index: n20/D 1.4656(lit.)
• CAS DataBase Reference: CYCLOHEXANEPENTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXANEPENTANOIC ACID(5962-88-9)
• EPA Substance Registry System: CYCLOHEXANEPENTANOIC ACID(5962-88-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 5962-88-9(Hazardous Substances Data)

Usage

Description

Cyclohexanepentanoic acid, also known as 5-Cyclohexylvaleric acid, is an organic compound with a unique structure that features a cyclohexane ring and a pentanoic acid chain. It is characterized by its ability to serve as a building block for various chemical syntheses and has potential applications in different industries due to its distinctive properties.

Uses

Used in Pharmaceutical Industry:
Cyclohexanepentanoic acid is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to the advancement of medical treatments.
Used in Chemical Synthesis:
In the chemical industry, Cyclohexanepentanoic acid is used as a key component in the synthesis of various chemicals and materials. Its versatile structure enables the creation of a wide range of products, from specialty chemicals to advanced materials with specific properties.
Used in Biotechnology:
Cyclohexanepentanoic acid is used as a growth medium for specific microorganisms, such as Pseudomonas oleovorans, which are involved in the production of polymers containing cyclohexyl units. This application highlights the potential of Cyclohexanepentanoic acid in the development of novel biotechnological processes and materials with diverse applications.

InChI:InChI=1/C11H20O2/c12-11(13)9-5-4-8-10-6-2-1-3-7-10/h10H,1-9H2,(H,12,13)

Upstream product

• 75649-61-5 6-cyclohex-1-enyl-tetrahydro-pyran-2-one 
• 2270-20-4 5-Phenylpentanoic acid 
• 60439-16-9 1-bromo-4-cyclohexylbutane 
• 100315-79-5 (3-cyclohexyl-propyl)-malonic acid 
• 591-80-0 pent-4-enoic acid 
• 110-82-7 cyclohexane 
• 110604-56-3 1-diazo-5-cyclohexylpentan-2-one 
• 875247-76-0 5-cyclohexylpentan-2-one 
• 2049-80-1 (2-propenyl)propanedioic acid diethyl ester 
• 28028-86-6 (E)-2-(3-phenylallylidene)malonic acid 
• 1501-26-4 methyl 4-(chlorocarbonyl)butyrate 
• 91765-15-0 5-cyclohex-1-enyl-5-oxo-valeric acid methyl ester 
• 110-83-8 cyclohexene 
• 1124-63-6 3-cyclohexylpropan-1-ol 

Downstream Products

• 17851-39-7 5-cyclohexyl-valeric acid ethyl ester 
• 5693-80-1 5-cyclohexylpentanoyl chloride 
• 105583-16-2 2-bromo-5-cyclohexyl-valeric acid 
• 1129-66-4 5-Cyclohexyl-1-pentanol 
• 16076-64-5 cyclohexyl-5 valerate de methyle 
• 62221-39-0 1,9-dicyclohexyl-5-nonanone 

Relevant articles and documents

Palladium(II)-Catalyzed Enantioselective Arylation of Unbiased Methylene C(sp3)?H Bonds Enabled by a 2-Pyridinylisopropyl Auxiliary and Chiral Phosphoric Acids

Enantioselective functionalizations of unbiased methylene C(sp3)?H bonds of linear systems by metal insertion are intrinsically challenging and remain a largely unsolved problem. Herein, we report a palladium(II)-catalyzed enantioselective arylation of unbiased methylene β-C(sp3)?H bonds enabled by the combination of a strongly coordinating bidentate PIP auxiliary with a monodentate chiral phosphoric acid (CPA). The synergistic effect between the PIP auxiliary and the non-C2-symmetric CPA is crucial for effective stereocontrol. A broad range of aliphatic carboxylic acids and aryl bromides can be used, providing β-arylated aliphatic carboxylic acid derivatives in high yields (up to 96 %) with good enantioselectivities (up to 95:5 e.r.). Notably, this reaction also represents the first palladium(II)-catalyzed enantioselective C?H activation with less reactive and cost-effective aryl bromides as the arylating reagents. Mechanistic studies suggest that a single CPA is involved in the stereodetermining C?H palladation step.

Unusual products from dirhodium tetraacetylate-catalyzed decomposition of diazoacetylcycloalkanes

Rh2(OAc)4-assisted decompositions of diazoacetylcycloalkanes are shown to yield cycloalkylacetic acids (Wolff rearrangement), unexpected cycloalkylcarboxylic acids and bicyclic ketones (intramolecular C-H bond insertion). Rh2(OCOF3)4-promoted reactions, on the other hand, have furnished bicyclic ketones and ketene dimers.