5. Conjugate and Direct Addition (. Draw the major product formed for each reaction. (a) (b) (c) d then Li H₂C CH3 CH3 NaSCH3 HSCH3 excess NaBH4 CH₂CH₂OH HeM
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- 5. Conjugate vs Direct Addition Draw the major organic product formed for each reaction. (a) (b) H NaSCH3 HSCH3 ная H3C. LiAlH4 then H₂OTelfairine, a naturally occurring insecticide, and halomon, an antitumor agent, are two polyhalogenated compounds isolated from red algae. (a) Classify each halide bonded to an sp3 hybridized carbon as 1°, 2°, or 3°. (b) Label each halide as vinyl, allylic, or neither.Draw all of the substitution and elimination products formed from thegiven alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicate thestereochemistry around the stereogenic centers present in the products,as well as the mechanism by which each product is formed.
- Dehydration of 1,2,2-trimethylcyclohexanol with H2SO4 affords 1-tertbutylcyclopentene as a minor product. (a) Draw a stepwise mechanismthat shows how this alkene is formed. (b) Draw other alkenes formed inthis dehydration. At least one must contain a five-membered ring.For alkenes A, B, C, and D: (a) Rank A—D in order of increasing heat ofhydrogenation; (b) rank A—D in order of increasing rate of reaction withH2, Pd-C; (c) draw the products formed when each alkene is treated withozone, followed by Zn, H2O.Draw a stepwise mechanism for the following reaction.
- The pi bond of an alkyne is O shorter, stronger O shorter, weaker Olonger, weaker Olonger; equal strength Olonger, stronger Oshorter; equal strength and W www Inadaanan ww than the pi bond of an alkene. BAA) what is the major product formed (A-D) b) name the mechanism by which the major product is formed c)Draw all the enol tautomers for each of the ketones
- Problem 5.27 (a) Label the four stereogenic centers in sorbitol as R or S. (b) How are sorbitol and A related? (c) How are sorbitol and B related? HO H HO H но н но н Н Он Н ОН HO HO но но но н он Н ОН B H OH HO H HO H HO H sorbitol A(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.Draw the alkene that would react with the reagent given to account for the product formed. ? + H₂O H₂SO4 CH3 CH3 CHCCH3 OH CH3 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. Sn [F ChemDoodle