85975-59-3

Upstream product

• 7148-78-9 3,3-diethoxyl-1-phenylprop-1-ene 
• 75-25-2 Bromoform 
• 85975-56-0 (2,2-Dibromo-3-diethoxymethyl-cyclopropyl)-benzene 

Downstream Products

• 15827-72-2 2,5-diphenylpyridine 
• 156021-05-5 Benzyl-[1-(2,2-dibromo-1-phenyl-cyclopropyl)-meth-(E)-ylidene]-amine 

Relevant academic research and scientific papers

Thermal Rearrangement of N-Arylmethyl- and N-Alkyl-2,2-dihalogenocyclopropyl Imines

An extended study of the thermal isomerization of 1-substituted 2,2-dihalogenocyclopropyl imines is reported.The thermolysis of N-arylmethyl-2,2-dichlorocyclopropanecarbaldimines 15a-h produces 2-aryl- 16a-h and 2-aryl-4-chloro-pyridine derivatives 17a-h, while N-cyclopropyl imines 15i, j yielded N-alyklchloropyrroles.The 2,2-dibromocyclopropane analogue undergoes thermolysis at lower temperatures.An ionic mechanism triggered by the halide ion dissociation is proposed for the thermal rearrangement on the basis of a study using deuterated imine 15m, and the effects of additives and solvents.On the other hand, difluorocyclopropyl imine undergoes a homolytic cleavage of cyclopropane 1,3-bond with lower activation energy than the dichlorocyclopropyl imine, and afforded the N-alykl-3-fluoropyrrole derivative preferentially.

ADDITION OF DIBROMOCARBENE TO 1,1-DIETHOXY-ALKENES, 1,1-DI(2-PROPENYLOXY)ETHANE, AND 1-ETHOXY-1,3-BUTADIENE

Dibromocarbene generated under the conditions of phase-transfer catalysis adds to 1,1-diethoxy-2-alkenes, 1,1-di(2-propenyloxy)ethane, and 1-ethoxy-1,3-butadiene to form substituted gem-dibromocyclopropanes, in which the acetal protection is easily removed.