175-93-9

Basic information

• Product Name: spiro[4.4]nonane
• Synonyms: Spiro(4.4)nonane; Spiro[4.4]nonane
• CAS NO: 175-93-9
• Molecular Formula: C₉H₁₆
• Molecular Weight: 124.2233
• Mol File: 175-93-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 173.1°C at 760 mmHg
• Flash Point: 40.7°C
• Density: 0.88g/cm³
• Vapor Pressure: 1.72mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: spiro[4.4]nonane(CAS DataBase Reference)
• NIST Chemistry Reference: spiro[4.4]nonane(175-93-9)
• EPA Substance Registry System: spiro[4.4]nonane(175-93-9)

Safety Data

• Hazardous Substances Data: 175-93-9(Hazardous Substances Data)

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 64-17-5 ethanol 
• 14727-58-3 spiro[4.4]nonan-1-one 
• 7803-57-8 hydrazine hydrate 
• 53544-43-7 1-(but-3-en-1-yl)cyclopentan-1-ol 
• 766-29-0 spiro[4.4]nona-1,3-diene 

Downstream Products

• 611-14-3 2-Ethyltoluene 

Relevant articles and documents

Polyspiranes, 16. - Cascade Rearrangements, 11. - Synthesis, Structure, Conformation, and Dynamics of Heptacyclo1,5.05,9.09,13.013,17.017,21>tetracosane (Coronane)

Coronane (2) was synthesized by addition of allylmagnesium bromide to ketone 7, rearrangement of the resulting homoallyl alcohol 8a to diene 9, hydrozirconization of 9 followed by bromination to give 11, and finally radical cyclization of 11.A direct cyclization of 9 using tri(n-butyl)tin hydride failed. 2 is all-cis-configurated, adopts a chair conformation in the crystal state and in solution and exhibits an extremely low barrier of inversion (ΔG(excit.)173 /= 8.6 kcal/mol).