Question

Name the following compounds. Don't forget to specify stercochemistry when appropriate 2. Draw the structures of cis-2-ethylhexa-1,4-diene E-2,4-dimethylhexa-1,4-diene 3. Assign E or Z configuration to the following alkenes. (Circle highest priority groups) Br сн Вr сH,сн,Br NH2CH CH2CHCH CH,OH NH2 CH2CH2Br NEC Which of the following compounds that can exist as a mixture of stereoisomers? Draw each b. 1-chloro-2-methylbut-2-ene 4. a. 1-chloropropene c. 1,1-dichloroethene 5. Calculate the degree of unsaturation for codeine, CisHaiNO,. Show your work. 6. Rank the following alkenes in order of stability, 1 being most stable, 4 being least stable. 7. Circle the more stable compound in the following pairs a. trans-pent-2-ene 2-methylbut-2-ene or or b. 8. Draw the initial carbocation in cach case and determine which of the following alkene(s) is (are) likely to yield a carbocation that is susceptible to rearrangements upon treatment with НС.

Answer 1

Anscex- 1) Name of the following compounds E-Bethyl-4-methylhex-2-ene. 2-3-ethylidene-5-methylhex- l-one 5-methy-3-vinylcyclohex l-ene 5- (sec-beetup) cyclopenta-1,3- diene. 2) Drace the structure of following Cis-2-ethylhexa- 1,4-diene [-2,4-dimethy hexa- 1,4-diene

3) Assion E or z configuration, CHCH₂ Br HOH NH₂ E z - El ANCHA Br CHA CHCH3 CH₂ CH₂ Br NC 4) The compound that exist as a mixture of stereo isomer. Ane b) I-chloro-2-methyl beet-2-ene сносін I ce CHR CH₂ CH3

s) Degree of conecefceration can be cadadated wsing following formela, ou - (2x() +2+N-X-H (2x18) +2+1-0-21 Here, c=18, H = 21, N=1. = 9 DU 6) Rank the alkene in order of stability, 7) circle the more stable compound in following pair, a) trans-pent-2-ene or 2-methylbut-zene Ans: 2-methylbut-2-ene more substitected. as the alkene is. b) o or a more stable dee to the resonance

Answer 8) Drace the carbocation IT hydride t shift V methyl shift Therefore II & II will be susceptible to rearvargements epon treatment with HCl.