16189-57-4

Basic information

• Product Name: 1-Cyclohexylcyclopentanol
• Synonyms: 1-Cyclohexylcyclopentanol
• CAS NO: 16189-57-4
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.2759
• Mol File: 16189-57-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 258.3°C at 760 mmHg
• Flash Point: 106.9°C
• Appearance: /
• Density: 1.024g/cm³
• Vapor Pressure: 0.00204mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: 1-Cyclohexylcyclopentanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclohexylcyclopentanol(16189-57-4)
• EPA Substance Registry System: 1-Cyclohexylcyclopentanol(16189-57-4)

Safety Data

• Hazardous Substances Data: 16189-57-4(Hazardous Substances Data)

Usage

Type of compound

Saturated bicyclic alcohol

Industrial uses

Pharmaceutical and agrochemical industries (as a key building block for synthesis of various products)

Other applications

Solvent in the production of perfumes and flavors

Molecular structure

Cyclohexyl and cyclopentyl ring fused together

Specific properties

Unique molecular structure leading to specific reactivity

Toxicity

Low toxicity

Stability

High stability

Value in industrial applications

Versatile chemical

InChI:InChI=1/C11H20O/c12-11(8-4-5-9-11)10-6-2-1-3-7-10/h10,12H,1-9H2

Upstream product

• 120-92-3 cyclopentanone 
• 931-50-0 cyclohexylmagnesium bromide 
• 931-52-2 cyclohexylmagnesium iodide 

Downstream Products

• 253869-05-5 5-cyclohexyl-5-oxopentanal 
• 15972-18-6 5-cyclohexyl-5-pentanolide 
• 16189-56-3 cyclohexylcyclopentene 

Relevant articles and documents

Stereoselective synthesis of δ-lactones from 5-oxoalkanals via one-pot sequential acetalization, tishchenko reaction, and lactonization by cooperative catalysis of samarium ion and mercaptan

By the synergistic catalysis of samarium ion and mercaptan, a series of 5-oxoalkanals was converted to (substituted) δ-lactones in efficient and stereoselective manners. This one-pot procedure comprises a sequence of acetalization, Tishchenko reaction and lactonization. The deliberative use of mercaptan, by comparison with alcohol, is advantageous to facilitate the catalytic cycle. The reaction mechanism and stereochemistry are proposed and supported by some experimental evidence. Such samarium ion/mercaptan cocatalyzed reactions show the feature of remote control, which is applicable to the asymmetric synthesis of optically active δ-lactones. This study also demonstrates the synthesis of two insect pheromones, (2S,5R)-2-methylhexanolide and (R)-hexadecanolide, as examples of a new protocol for asymmetric reduction of long-chain aliphatic ketones.