Question

Hc VCH Draw the organic product formed when CH3CH2CH2OH is treated with each reagent. a H2S04 (180°C) d SOC12, pyridine Ig 1) NaH; 2) CH3CH2Br b NaH e PBr3 h 1) TSCI, pyridine; 2) NaSH c HBr f TsCl, pyridine 3. Draw the organic product formed when l-methylcyclohexanol is treaded with each reagent. In some cases, no reaction occurs. a KH c HBr Te NaHCO3 b Nacid HCI f 1) KH; 2) CH3CH2Br Draw two different routes to each of the following ethers using a Williamson ether synthesis. Indicate the preferred route (if there is one). 5. Draw the product(s) of each reaction and indicate stereochemistry around the stereogenic centers. H OH HBr SOCI. pyridine нон D HCI, Znch OH 1 ) Tsci, pyridine ROH 2) KI 6. Draw the organic product formed when ethene oxide (ethylene oxide, oxirane) is treated with each reagent. a H20, H d CH3CH20, CH3CH2OH | |g | HCTC Na* b H20, OH e One equivalent anhydrous HBr C CH3CH2OH, H f Excess anhydrous HB Propylene oxide (2-methyloxirane or 1,2-epoxypropane) can be converted to 1.2-propanediol by the action of either dilute acid or base in water. When optically active (R)-(+)-propylene oxide is used, the 1,2-propanediol obtained from the acid hydrolysis (H30") has an optical rotation opposite from the alkaline hydrolysis (OH, H2O). Write the stepwise mechanism of each hydrolysis that is likely to explain these facts. Use curved arrows to show the flow of electrons. OH Enantiomers OH HO opposite optical rotation WICH, HOS HCR CHHO HOCHS сн 1н chiral molecule chiral molecule (+) optically active () optically active - optically active (+) optically active 8. Draw the organic products of each reaction. In some cases, no reaction occurs. a potassium tert-butoxide + ethyl iodide c di-n-butyl ether + boiling aqueous NaOH b tert-butyl iodide + potassium ethoxide +A d ethyl methyl ether + excess HI OH 9 . IR HOWCH CH Η

Answer 1

Here is the solution of your question. If you have any doubt or need any clarification please comment in comment box and will definitely resolve your query. If you find useful please upvote it. Thanks in advance.

- R. CH3CH,,Oh, Q.1,SO . niso CH₂ CH = CH + H₂O Dehydration of alcohol CH2CH, CH, OH b. Nale H C CH ₂ ho na tha A cid-base reaction (base? acid substitution CHChamon C. HBr CH₂CH=CH2 + H20 reaction via rearrangement Crutchon a > Chaluh CL 502 +HCL SN2 Pyridine reaction d. Soc h ahat CL + 302 CHUCH CHOH_2.PBrzy (mycra Chy. Br_ _ SN? reaction CH₂ CH CH oH f Tsu 94204222 c h cher,ots & HCL Pyridire Cangacengeng om. 5. More on any auny Ona delegesen az esemoga ChhcHon his . Pyridine charo Ts -- +dabr Nash, Co. CH CH, SH ttsona - ----------- CSS Scanned with CamScanner