Hint: think about carbocation stability of benzylic carbocations vs. simple tertiar carbocations b. HO cat. H,SO4 ELOH НО cat. H2SO4 ELOH Mechanism: Product of faster reaction: Reason:
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- Draw the structure(s) for the major organic product(s) of each of the following reactions or write N.R for No Reaction. Draw the correct stereochemistry when necessary КОН MEOH DMF CI ..... t-BUOK MeONa THE THE heat heatited Draw both resonance structures of the most stable carbocation intermediate in the reaction shown. od m... • You do not have to consider stereochemistry. . Do not include anionic counter-ions, e.g., I', in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom Separate resonance structures using the → symbol from the drop-down menu. ● CH4 + ? HBrIdentify the major product of the reaction of an alkene shown below. ||| 1. Hg(OAc)2, H2O 2. NaBH4, NaOH ....... ОН || IV ОН о, ОН
- Item 2 Draw the organic products formed in each reaction. Consider both substitution and elimination products, if possible. Indicate the type of reaction that happened (SN1, SN2, E1, E2). Include stereochemistry and regiochemistry if relevant. For multiple products, identify which is the major and which is th]e minor product. a. b. C. d. e. H₂C 9H **** CH3 CH₂CH3 Br Br CH₂CH C6H5 Br -OC(CH3)3 OC(CH3)3 CH3CH₂OH TOH CH₂OHClick the "draw structure" button to launch the drawing utility. Ignoring E and Z isomers, what two enols are formed when pent-2-yne is treated with H,0, H,SO,, and HgSO,? Draw the second ketone formed from these enols after tautomerization. H2O H2SO, H9SO, + Product A Product A = draw structure...Which rearrangement would the two example of carbocation below most likely undergo? a. Methyl shiftb. Hydride shiftc. Paradigm shiftd. Equilibrium shift
- keferences Draw the structure(s) of the major organic product(s) of the following reaction. H. PPH3 THE • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, draw both stereoisomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Include anionic counter-ions, e.g., I-, in your answer, but draw them in their own sketcher. C opy asteFill in the boxes with the missing alkyl halide (reactant side), appropriate nucleophile (by arrow), or substitution or elimination product (product side). Show stereochemistry on the product when applicable. benzene ring." - CH₂OH g. h. Note: "Ph" f. Br C CH₂OH g. املے مذ h. Br HOPh THFPredict the major organic product of the given reaction. Select Draw Rings More 1. NaOEt/ETOH 2. CH3CH2CH2Br 3. dilute NaOH/heat 4. H3O* 5. Нeat d orrow mechanism for the scheme by adding any missing atoms, bonds, charges,
- Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. H3C HCI / H2O `NH2 reflux • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na", I, in your answer. • In cases where there is more than one answer, just draw one. opy aste Previous NextDraw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. Ⓒ. CCl₂ • You do not have to consider stereochemistry. . Include all valence lone pairs in your answer. . In cases where there is more than one answer, just draw one. Bo H₂SO4 First stage in synthesis of the insecticide DDT, which is now banned in the US #₂ SAIF CI OH CC1310. Draw the structure of the reactant(s) or major organic product(s) of each of the following reactions or write N.R for no reaction. There can be more than one answer per box. Show the correct stereochemistry when needed! J... Brz (2 equiv.) CH₂Cl₂ Nal, acetone (excess) AgNO3, EtOH (excess) Oot NC OH H3PO4 heat