27011-47-8

Basic information

• Product Name: 3-Chlorotricyclo[4.3.1.13,8]undecane
• Synonyms: 3-Chlorohomoadamantane;3-Chlorotricyclo[4.3.1.13,8]undecane
• CAS NO: 27011-47-8
• Molecular Formula: C₁₁H₁₇Cl
• Molecular Weight: 184.71
• Mol File: 27011-47-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 162-163 °C
• Boiling Point: 253.5±9.0 °C(Predicted)
• Appearance: /
• Density: 1.10±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 3-Chlorotricyclo[4.3.1.13,8]undecane(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chlorotricyclo[4.3.1.13,8]undecane(27011-47-8)
• EPA Substance Registry System: 3-Chlorotricyclo[4.3.1.13,8]undecane(27011-47-8)

Safety Data

• Hazardous Substances Data: 27011-47-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 

Downstream Products

• 7131-11-5 1-benzyl(adamantane) 
• 281-46-9 homoadamantane 
• 14504-80-4 3-Hydroxyhomoadamantan 
• 86550-19-8 3-Homoadamantyllithium 
• 32621-99-1 [3,3']Bi[tricyclo[4.3.1.1^3,8]undecyl] 

Relevant articles and documents

Solvent-equilibrated ion pairs from carbene fragmentation reactions

[R+ OC Cl-] ion pairs were generated in methanol/dichloroethane solutions, with R+ as the 1-bicyclo[2.2.2]octyl, 1-adamantyl, or 3-homoadamantyl cation. Ion pairs were produced either by the direct fragmentation of alkoxychlorocarbenes (ROCCl), with R = 1-bicyclo[2.2.2]octyl, 1-adamantyl, or 3-homoadamantyl, or by the ring expansion-fragmentation of R′CH2OCCl, with R′ = 1-norbornyl, 3-noradamantyl, or 1-adamantyl. Correlations of the [ROMe]/[RCl] product ratios as a function of the mole fraction of MeOH in dichloroethane showed that the homoadamantyl chloride ion pairs, produced by either the direct or ring expansion-fragmentations, were identical, solvent- and anion -equilibrated, and precursor independent. Laser flash photolysis experiments gave 20-30 ps as the time required for solvent equilibration and precursor independence. Methanol/chloride selectivities of the (less-stable) 1-adamantyl chloride and 1-bicyclo[2.2.2]octyl chloride ion pairs were not independent of their ROCCl or R′CH2OCCl precursors. Computational studies provided transition states for the fragmentations and for the structures of the ion pairs.