609-69-8

Basic information

• Product Name: 2-HYDROXYCYCLOHEXANECARBOXYLIC ACID
• Synonyms: 2-HYDROXYCYCLOHEXANECARBOXYLIC ACID;2-Hydroxycyclohexanecarboxylic Acid (cis- and trans- Mixture);2-Hydroxycyclohexanecarboxylic Acid (cis- and trans- mixture)
• CAS NO: 609-69-8
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Product Categories: pharmacetical
• Mol File: 609-69-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 67.0 to 71.0 °C
• Boiling Point: 307.9 °C at 760 mmHg
• Flash Point: 154.2 °C
• Appearance: /
• Density: 1.246 g/cm³
• Vapor Pressure: 6.47E-05mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.95±0.28(Predicted)
• CAS DataBase Reference: 2-HYDROXYCYCLOHEXANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYCYCLOHEXANECARBOXYLIC ACID(609-69-8)
• EPA Substance Registry System: 2-HYDROXYCYCLOHEXANECARBOXYLIC ACID(609-69-8)

Safety Data

• Hazardous Substances Data: 609-69-8(Hazardous Substances Data)

Usage

General Description

2-Hydroxycyclohexanecarboxylic Acid is a chemical compound that belongs to the class of organic compounds known as cyclohexylacetic acids. This implies that it contains a cyclohexylacetic acid moiety, which consists of a cyclohexane ring bearing an acetic acid group. It's a less commonly encountered monohydroxylic acid that has the hydroxyl group on a ring carbon. Its applications aren't widely seen in industrial chemistry, but it's routinely used in academic and research-related works, particularly in the field of organic synthesis. Its derivatives obtain applications in the pharmaceutical industry. This chemical is usually available in a solid and stable form but should be handled carefully as it can cause eye, skin, and respiratory irritation.

InChI:InChI=1/C7H12O3/c8-6-4-2-1-3-5(6)7(9)10/h5-6,8H,1-4H2,(H,9,10)

Upstream product

• 98-89-5 Cyclohexanecarboxylic acid 
• 7732-18-5 water 
• 69-72-7 salicylic acid 
• 18709-01-8 cyclohexanone-2-carboxylic acid 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 64-19-7 acetic acid 
• 124-38-9 carbon dioxide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 936-03-8 (+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester 
• 609-69-8 (+/-)-(1R,2S)-cis-2-hydroxy-1-cyclohexanecarboxylic acid 
• 63301-31-5 trans-2-cyanocyclohexanol 
• 74502-20-8 (+/-)-cis-2-acetoxy-cyclohexene-⁽³⁾-carboxylic acid-⁽¹⁾ 

Downstream Products

• 1655-01-2 (1S,2R)-2-hydroxycyclohexanecarboxylic acid 
• 1655-00-1 (1R,2S)-2-hydroxycyclohexanecarboxylic acid 
• 4187-60-4 cis-2-(hydroxymethyl)cyclohexanol 
• 609-69-8 trans-2-hydroxycyclohexanecarboxylic acid 
• 1654-67-7 (1R)-trans-2-hydroxy-cyclohexanecarboxylic acid 
• 1654-66-6 (1S)-trans-2-hydroxy-cyclohexanecarboxylic acid 
• 4187-59-1 trans-2-hydroxymethylcyclohexanol 
• 111-16-0 heptanedioic acid 
• 29569-80-0 (1R,2S)-2-(hydroxymethyl)cyclohexanol 
• 4187-59-1 (+)-(1S,2R)-2-(hydroxymethyl)cyclohexan-1-ol 
• 24947-95-3 cis-2-aminocyclohexanecarboxylic acid amide 
• 936-03-8 trans-2-carbomethoxycyclohexan-1-ol 
• 114250-44-1 trans-2-(acetyloxy)-1-cyclohexanecarboxylic acid 
• 13375-13-8 (+/-)-trans-2-hydroxy-cyclohexane-carboxylic acid-⁽¹⁾-p-toluidide 

Relevant articles and documents

Production process of cyclohexanecarboxylic acid

The invention discloses a production process of cyclohexanecarboxylic acid and belongs to the field of chemical synthesis. Cyclohexene oxide is used herein as a starting material to react with carbondioxide, Mg powder and TMSCl (trimethylsilyl chloride); Pd/C catalytic hydrogenation is performed in the presence of an acid to obtain the cyclohexanecarboxylic acid. The production process has good safety and good operational simplicity and is suitable for industrial production.

Oxidative decarboxylation of cyclohexane monocarboxylic acid as a degenerate branching chain reaction II. Mechanism

Based on the experimental results obtained studying the oxidative decarboxylation of cyclohexane monocarboxylic acid and published earlier, a mechanism is suggested, according to which in the thermal oxidation two main chain carrier radicals exist: tertiary and secondary peroxy radicals yielding cyclohexanone as well as hydroxy and keto acids in parallel reaction sequences. Carbon dioxide is formed in both pathways independently. The corresponding hydroperoxide molecules, formed during oxidation, decompose partly into radicals and partly into molecules resulting in degenerate branching and chemiluminescence phenomena, respectively. The rate determining termination is the cross combination process between secondary and tertiary peroxy radicals. The combinatorial generation of the mechanism of the thermal process and its reduction enabled the construction of the sequence network of the formation of products indicating that the primary attack of the hydrogen abstraction (secondary or tertiary) determines the product distribution.

Selective transformation of nitriles into amides and carboxylic acids by an immobilized nitrilase

Using an immobilized nitrilase from Rhodococcus sp. mild and selective hydrolysis of nitriles can be achieved even in the presence of acid or base sensitive groups under neutral conditions. This method is applicable to a broad range of substrates as exemplified by aliphatic, alicyclic, heterocyclic and carbohydrate type nitriles.