10. Show the mechanism for the reduction of benzene to 1,4-cyclohexadiene under Birch conditions. Why can’t an alkyl benzene get reduced? (4pts)
4. Show the detailed mechanism for the following reduction of propanenitrile to propanal using DIBAH in toluene. 1) DIBAH, Toluene, -78°c NHA Hас Hас 2) H+, H2O
mechanism for birch reduction Na(0) NH3, t-BuOH
O 9) Toluene is reacted with the reagents below which includes a Birch Reduction in step 3. What is the product of the following reaction? 1) Potassium permangante, NaOH, 2) acid work up, 3) Na(s), ammonia(1), MeOH 0 manga HOO HOO Reference: Lecture material, videos, own reading, Practice worksheet, and Pencasts. (Select 1)(3pts) O O O OE
provide the mechanism for the following reaction 4. Show the detailed mechanism for the following reduction of propanenitrile to propanal using DIBAH in toluene. H₃C EN 1) DIBAH, Toluene, -78°C 2) H+, H,0 H₂C 0 + NH₃
Propose a mechanism for the following Birch or metal dissolving reduction reaction (Note: knowledge o intermete (ree radical) stability is critical): 1 1. Na, NH3 (liq.) 2. NH4CI
show the detailed mechanism for the following reaction. Hac 1) DIBAH, Toluene, -78°C 2) H+, H,0 LHC40 + NH, N
Draw a complete mechanism (including resonance structures) for the monobromination of toluene using Br_2 and FeBr_s. Assume the product has a para relationship between the bremo-and methyl-groups.
Show the mechanism and product(s) of the following reduction reaction. 1) NaBH4 2) H30+
Show in step-by-step detail the mechanism by which: either toluene is nitrated by nitric acid, HNO3, in the presence of sulfuric acid catalyst, H2S04; or acetone (2-propanone) is converted to an imine by reaction with ethylamine, CH3CH2NH, in aqueous buffer.