294-41-7

Basic information

• Product Name: cycloundecane
• Synonyms: Cycloundecane
• CAS NO: 294-41-7
• Molecular Formula: C₁₁H₂₂
• Molecular Weight: 154.2924
• Mol File: 294-41-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: -21.7°C
• Boiling Point: 218.4°C at 760 mmHg
• Flash Point: 73.7°C
• Density: 0.79g/cm³
• Vapor Pressure: 0.185mmHg at 25°C
• Refractive Index: 1.433
• CAS DataBase Reference: cycloundecane(CAS DataBase Reference)
• NIST Chemistry Reference: cycloundecane(294-41-7)
• EPA Substance Registry System: cycloundecane(294-41-7)

Safety Data

• Hazardous Substances Data: 294-41-7(Hazardous Substances Data)

Usage

Description

Cycloundecane, also known as cyclohexadecane, is a saturated hydrocarbon with eleven carbon atoms arranged in a cyclic or ring structure. It is a colorless, odorless solid at room temperature and is insoluble in water. Cycloundecane is characterized by its high boiling point, stability, and versatility, making it a valuable chemical for various industrial and research applications.

Uses

Used in Chemical Industry:
Cycloundecane is used as a high boiling point solvent for various chemical reactions due to its stability and inertness under normal conditions.
Used in Thermal Energy Storage:
Cycloundecane is used as a phase change material in thermal energy storage applications, taking advantage of its high boiling point and heat capacity to store and release thermal energy efficiently.
Used in Organic Synthesis:
Cycloundecane serves as a precursor in the synthesis of various organic compounds, contributing to the production of pharmaceuticals, polymers, and other chemical products.
Used in Pharmaceutical Industry:
Cycloundecane has potential applications in the pharmaceutical industry, where its unique chemical properties can be utilized for the development of new drugs and therapeutic agents.
Used in Environmental Remediation:
Cycloundecane's properties make it a candidate for environmental remediation processes, where it can be employed to remove contaminants or pollutants from the environment.

Upstream product

• 878-13-7 cycloundecanone 
• 40146-40-5 cis-Bicyclo<5.4.0>undeca-8,10-diene 
• 40095-24-7 trans-Bicyclo<5.4.0>undeca-8,10-diene 
• 830-13-7 cyclododecanone 
• 7129-72-8 cycloundeca-1,2-diene 

Relevant articles and documents

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The effect of pressure on cyclizations. The ring-size dependent reaction volumes of the cyclization of 1-alkenes to cycloalkanes. Experimental measurement of activation and reaction volumes of the intramolecular diels - Alder reaction of 1,3,8-nonatriene and 1,3,9-decatriene. Temperature dependence of activation and reaction volumes

The volumes of reaction determined for the hypothetical cyclization of 1-alkenes to cycloalkanes decrease continUOusly from the formation of cyclopropane (ΔV(R) = -5.5 cm3 mol-1) up to the formation of cyclodecane (ΔV(R) = -32.3 cm3 mol-1) and seem to be constant for the larger rings. The analysis of the packing coefficients (η = V(w)/V) leads to the conclusion that this ring-size dependent decrease in volume results from the different packing of cyclic and acyclic compounds rather than from the changes in their intrinsic molecular volumes. The investigation of the intramolecular Diels-Alder reactions of (E)-l,3,8-nonatriene (E)-1 and (E)- 1,3,9-decatriene (E)-2 leading to the bicyclo[4.3.0]nonenes cis- and trans-4 (ΔV≠/ΔV(R) [cm3 mol-1] -24.8/-32.0 and -24.8/-28.5, respectively) or bicyclo[4.4.0]decenes cis- and trans-6 (-37.6/-45.4 and -35.0/-37.4, respectively) confirms the ring-size dependence of the activation and reaction volumes. The dependence of the effect of pressure from the number of newly forming rings is illustrated with the thermolysis of (Z)-1,3,8- nonatriene (Z)-1 in which an intramolecular Diels-Alder reaction leading to bicyclo [4.3.0]nonene cis-4 competes with a sigmatropic [1,5] hydrogen shift leading to (E,Z)-1,5,7-nonatriene 7. The use of high pressure causes a reversal of selectivity.

Selective Ketone Pyrolysis: New Examples

The known ketone 4, the new paracyclophane ketones 6, 7, and 9-12 and the known hydrocarbons 5, 8, and 13 are obtained by successive thermal extrusion of carbon monoxide from the n>paracyclophane(ones)n 1, 2, and 3 (n=2,3,4).The X-ray structure analyses of the 20-membered 6 and the 26-membered ring 10 are reported. Key Words: Cyclophanes / Decarbonylation / Paracyclophanes / Pyrolysis / Ketone pyrolysis, selective