90843-07-5

Upstream product

• 536-74-3 phenylacetylene 
• 1959-45-1 3,3-difluoro-1-phenylcyclobutene 
• 1813-84-9 1,1-Difluor-3-brom-3-phenyl-cyclobutan 
• 533-65-3 1,1-difluoro-3-phenyl-cyclobutane 
• 340-01-2 4,4-dichloro-3,3-difluoro-1-phenyl-cyclobutene 
• 100-42-5 styrene 
• 3470-35-7 4,4-dichloro-3-phenyl-2-cyclobuten-1-one 
• 38425-47-7 3-phenyl-2-cyclobuten-1-one 

Downstream Products

• 943921-13-9 C₁₂H₁₂O₃ 
• 943921-11-7 methyl 3-phenylcyclobut-2-enyl carbonate 

Relevant academic research and scientific papers

New access to a tricyclo[3.2.1.02,7]oct-3-ene structure

A thermally induced reaction cascade including an electrocyclic rearrangement, two Diels-Alder reactions and a 1,4-elimination from a simple cyclobutene carbonate can explain the synthesis of a complex tricyclo[3.2.1.02,7]oct-3-ene core structu

Experimental determination of the heat of hydrogenation of phenylcyclobutadiene

The heat of hydrogenation of phenylcyclobutadiene (ΔH° hyd = 57.4 ± 4.9 kcal mol-1) was determined via a thermodynamic cycle by carrying out gas-phase measurements on 1-phenylcyclobuten-3-yl cation. This leads to an antiaromatic destabilization energy of 27 ± 5 kcal mol-1, a difference of 9.6 ± 4.9 kcal mol-1 for the first and second C-H bond dissociation energies of 1-phenylcyclobutene, and an estimate of 96 ± 5 kcal mol-1 for the heat of formation of cyclobutadiene. These results are compared to G3, G3(MP2), and B3LYP computations and represent the first experimental measurements of the energy of a monocyclic cyclobutadiene.