208-20-8

Basic information

• Product Name: Cyclohepta[de]naphthalene
• Synonyms: Cyclohepta[de]naphthalene;Pleiadiene
• CAS NO: 208-20-8
• Molecular Formula: C₁₄H₁₀
• Molecular Weight: 182.261
• Mol File: 208-20-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 87-90 °C(Solv: pentane (109-66-0))
• Boiling Point: 332.3°Cat760mmHg
• Flash Point: 163°C
• Appearance: /
• Density: 1.069g/cm³
• Vapor Pressure: 0.000285mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: Cyclohepta[de]naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohepta[de]naphthalene(208-20-8)
• EPA Substance Registry System: Cyclohepta[de]naphthalene(208-20-8)

Safety Data

• Hazardous Substances Data: 208-20-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 98, p. 2551, 1976 DOI: 10.1021/ja00425a026

InChI:InChI=1/C14H14/c1-2-6-12-8-4-10-13-9-3-7-11(5-1)14(12)13/h3-4,7-10H,1-2,5-6H2

Upstream product

• 14622-16-3 pleiadane 
• 66888-62-8 1-Acetoxy-1,2-dihydro-cyclohepta naphthalin 
• 18014-21-6 1,8-Bis-(trans-β-brom-vinyl)-naphthalin 
• 135905-00-9 cycloheptanaphthalene-7,8-diol 
• 135905-00-9 cycloheptanaphthalene-7,8-diol 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 102505-43-1 4a,7-dihydropleiadiene 
• 30736-79-9 Naphtho<1'.8'>bicyclo<3.2.0>hepta-2.5-dien 
• 64303-05-5 o-Pleiadienchinon 
• 49686-52-4 (6bR,7S,8R,8aS)-6b,7,8,8a-Tetrahydro-cyclobuta[a]acenaphthylene-7,8-dicarboxylic acid 
• 17935-67-0 1.8-Bis-<1.2-dibrom-aethyl>-naphthalin 

Downstream Products

• 81060-97-1 8-benzoyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene 
• 81068-35-1 2-deuteriated 1-benzoylnaphthotricyclo-<4.3.0.0^2,9>non-3-ene 
• 81068-37-3 9-deuteriated 1-benzoylnaphthotricyclo-<4.3.0.0^2,9>non-3-ene 
• 81068-36-2 6-deuteriated 1-benzoylnaphthotricyclo-<4.3.0.0^2,9>non-3-ene 
• 74832-25-0 6-deuteriated 1-benzoylnaphthotricyclo-<4.3.0.0^2,9>nona-3,7-diene 
• 81061-00-9 8-hydroxyphenylmethyl-9-deuterionaphthobicyclo<3.2.2>nona-2,8-diene 
• 81061-00-9 rac-8-hydroxyphenyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene(1S*) 
• 81061-00-9 rac-8-hydroxyphenyl-9-deuterionaphthobicyclo<3.2.2>nona-2,6,8-triene(1R*) 
• 55431-99-7 C₂₃H₁₈O 

Relevant articles and documents

Photodimerization of Solid Pleiadiene; Isomerization and Cycloreversion of the Dimer

Irradiation (λ>400 nm) of solid pleiadiene (1) yields a single, head-to-head ?4s+?4s>-photodimer (2) the structure of which was determined by X-ray analysis.The formation of 2 is entirely suppressed at 77 K, since properly oriented pairs of molecules arise only from thermal disorder in crystals of 1.Upon pyrolysis (80 deg), the strained photodimer 2 rearranges to the ?2s+?4s> dimer 3 by a 'forbidden' suprafacial -C-atom migration.Both 2 and 3 are reconverted to 1 by UV. irradiation in solution, but the latter, 'forbidden' photoreaction is suppressed at 77 K.Discrepancies of the experimental observations with the predictive schemes of Kaupp or Michl are discussed.

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