13137-40-1

Basic information

• Product Name: 9-cyclohexyl-9H-xanthen-9-ol
• CAS NO: 13137-40-1
• Molecular Formula: C₁₉H₂₀O₂
• Molecular Weight: 280.3609
• Mol File: 13137-40-1.mol

Chemical Properties

• Boiling Point: 435.7°C at 760 mmHg
• Flash Point: 197.3°C
• Density: 1.205g/cm³
• Vapor Pressure: 2.31E-08mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 9-cyclohexyl-9H-xanthen-9-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 9-cyclohexyl-9H-xanthen-9-ol(13137-40-1)
• EPA Substance Registry System: 9-cyclohexyl-9H-xanthen-9-ol(13137-40-1)

Safety Data

• Hazardous Substances Data: 13137-40-1(Hazardous Substances Data)

Upstream product

• 90-47-1 xanth-9-one 
• 931-51-1 cyclohexylmagnesiumchloride 
• 931-50-0 cyclohexylmagnesium bromide 
• 108-85-0 1-bromocyclohexane 

Relevant articles and documents

Inclusion ability and selectivity of ethylenediamine derivatives for pyridine in the presence of methylpyridine isomers

The inclusion behaviour of compounds N,N′-bis(9-cyclohexyl-9-xanthenyl)ethylenediamine (OED) and N,N′-bis(9-cyclohexyl-9-thioxanthenyl)ethylenediamine (SED) was assessed in the presence of pyridine (PYR) and its three methylpyridine isomers (2MP, 3MP and 4MP). PYR, 3MP and 4MP were each enclathrated by OED when it was recrystallized independently from each guest solvent, but failed to include 2MP. The thio host derivative, SED, was less efficient, forming a complex only with PYR. When these guests were mixed in equimolar amounts and each host recrystallized from the mixture, OED constantly displayed a significantly enhanced preference for 4MP (near-complete in many instances), while complexation failed under these circumstances for SED, even when PYR was present in the guest mixture (despite PYR having been included in the single solvent experiment). A selectivity order of 4MP (92.8%) ? PYR (6.0%) > 3MP (0.9%) > 2MP (0.3%) was noted for OED when it was recrystallized from the equimolar quaternary mixed solvent system. The selectivity of OED towards 4MP was investigated using single crystal diffraction (SCXRD) and thermal (TA) analyses: interestingly, only 4MP experienced a strong classical hydrogen bond with OED, in direct relation to the enhanced selectivity of OED for 4MP while, additionally, this complex displayed an increased thermal stability relative to the other two complexes with OED.

Compounds N,N′-bis(9-cyclohexyl-9-xanthenyl)ethylenediamine and its thio derivative, N,N′-bis(9-cyclohexyl-9-thioxanthenyl)ethylenediamine, as potential hosts in the presence of xylenes and ethylbenzene: Conformational analyses and molecular modelling considerations

Two novel crystalline compounds, N,N′-bis(9-cyclohexyl-9-xanthenyl)ethylenediamine (OED) and its thio derivative, N,N′-bis(9-cyclohexyl-9-thioxanthenyl)ethylenediamine (SED), were designed and synthesized in our laboratories, and assessed for their potential as host compounds for the four C8 aromatic compounds, namely o-, m- and p-xylene (o-Xy, m-Xy, p-Xy), and ethylbenzene (EB). Despite the only difference between the two compounds being the heteroatoms in their B rings, immense behaviour differences were noted: only OED displayed host behaviour in these conditions, clathrating all but m-Xy, while SED failed to form complexes with any of the four organic solvents. These observations prompted an investigation into the conformations of OED and SED through single crystal diffraction (SCXRD) analyses as well as computational studies with surprising results. SCXRD was also employed to analyse the three complexes that successfully formed with OED, and thermal analyses (TA) assisted in understanding the selectivity behaviour of OED when presented with mixed guests.