1. Draw the structures of: a) (E) 2,4-dibromohept-3-ene b) 1.1.1-trichloro-3-heptyne Give the IUPAC name of the followin

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1 Draw The Structures Of A E 2 4 Dibromohept 3 Ene B 1 1 1 Trichloro 3 Heptyne Give The Iupac Name Of The Followin 1 (66.74 KiB) Viewed 46 times

1 Draw The Structures Of A E 2 4 Dibromohept 3 Ene B 1 1 1 Trichloro 3 Heptyne Give The Iupac Name Of The Followin 2 (49.82 KiB) Viewed 46 times

1. Draw the structures of: a) (E) 2,4-dibromohept-3-ene b) 1.1.1-trichloro-3-heptyne Give the IUPAC name of the following compounds. Include stereochemistry where relevant. a) CH2CH(CH3)2 b) (CH3)3 CH3 H CH2CH=CH2 2. a) Draw the most stable chair conformation of cis 1-t-butyl-2- ethylcyclohexane. b) Draw a Newman projection of the best conformation of 1-hexene looking down the C3-C4 bond. 3. Compound X has the formula C29HsoBrCl. Compound X reacts with excess H2/Pd to give C29H52BrCl. How many rings does compound X have? Show how you got your answer. 4. For each pair state whether the two are a) the same molecule, b) different compounds that are not isomers, c) constitutional isomers, d) diastereomers, or e) enantiomers. A) ) B) Br CEN -CI CEN Br- BT CI Br g HS NH2 ΝΗΣ H SH H 5. Write out the stepwise mechanism (include intermediates or transition state) for: CH3 NaOCH2CH3 CH3CH2CHCH3 - CH3CH=C(CH3)2 Br

6 Draw the structure of Compound Y. 1. Os Compound Y 2. Zn. H,09 HECH, CH.CH OH CHCH CH 7. Draw the other resonance contributor to this radical: 8. a) State the hybridization (sp.sp?sp) of each carbon in this molecule, going left to right. b) Write "most" under the most stable alkene. Write "least" under the least stable alkene. v CH c) Write "most" under the most stable cation. Write "least" under the least stable cation. HE For #9. Use ONLY reactions we have studied this semester. 9. a) Write out seven separate reactions of 2-ethyl-1-hexene, including reagent(s) and products(s). Include stereochemistry where relevant. b) Write out five separate reactions of 5-methyl-3-heptyne, including reagent(s) and product(s). Include stereochemistry if relevant. 10. Write priorities on these groups ( 1 = highest, 4 = lowest) and assign the stereocenter as R or S. CH3 H2N NOZ CHESH 11. Write out the steps necessary to make 1.1.2.2-tetrabromooct he starting with actylene.