118018-22-7

Upstream product

• 865-50-9 iodomethane-d3 
• 15729-58-5 diiodomethane-d2 
• 100-52-7 benzaldehyde 
• 934-85-0 styrene-d2 

Downstream Products

• 118018-21-6 <1,2,3,3-D4>Allylbenzol 
• 95-13-6 <1,2,3-D3>Inden 
• 118018-20-5 cis-<2,3,3,3-D4>-β-Methylstyrol 
• 78-75-1 trans-<2,3,3,3-D4>-β-Methylstyrol 

Relevant academic research and scientific papers

Aminofluorination of Cyclopropanes: A Multifold Approach through a Common, Catalytically Generated Intermediate

We have discovered a highly regioselective aminofluorination of cyclopropanes. Remarkably, four unique sets of conditions-two photochemical, two purely chemical-generated the same aminofluorinated adducts in good to excellent yields. The multiple, diverse ways in which the reaction could be initiated provided valuable clues that led to the proposal of a "unifying" chain propagation mechanism beyond initiation, tied by a common intermediate. In all, the proposed mechanism herein is substantiated by product distribution studies, kinetic analyses, LFERs, Rehm-Weller estimations of ΔGET, competition experiments, KIEs, fluorescence data, and DFT calculations. From a more physical standpoint, transient-absorption experiments have allowed direct spectroscopic observation of radical ion intermediates (previously only postulated or probed indirectly in photochemical fluorination systems) and, consequently, have provided kinetic support for chain propagation. Lastly, calculations suggest that solvent may play an important role in the cyclopropane ring-opening step.

Gas-Phase Pyrolysis of Phenylcyclopropane

The gas-phase pyrolysis of phenylcyclopropane (5) has been ivestigated in a quartz tubular reactor between 560 and 680 deg C and a contact time of about 1 s.Main reaction is the thermal isomerization to allylbenzene (4) as well as to cis-(1b) and trans--β-methylstyrene (3b).Besides 1, 3, and 4, indene (8) is formed, which is characterized by a statistical distribution of the H atom over the three positions of the five-membered ring.To distinguish between the two possible mechanisms of the isomerization (opening of the cyclopropane ring C-C bond dissociation/ 1,3-diyl formation and 1,2-C,H retro-insertion/ethylcarbene formation), the D distribution in 1 and 3 was carefully determined by 1H-NMR spectroscopy.The results show that the isomerization is initiated by generation of a 1,3-diradical. - Keywords: Isotopic labeling/ Isomerization/ Phenylcyclopropane/ Pyrolysis