4) Compound A, C5H10, absorbs one molar equivalent of H2 reaction upon reaction with excess H2/Pd/C. Upon reaction with ozone followed by aqueous acidic zinc, two separate molecules are formed, one aldehyde and one ketone. a. How many alkenes does A contain? How many rings? b. What must be the structure of A?
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- a. What alkane, with molecular formula C5H12, forms only one monochlorinated product when it is heated with Cl2? b. What alkane, with molecular formula C7H16, forms seven monochlorinated products (disregarding stereoisomers) when heated with Cl2?Which stereoisomer would be produced from the reaction of trans-2-butene with OsO4 followed by H2O2? A. 2S,3S- diol and 2R, 3R-diol B. 2S,3R-diol and 2R,3S-diol C. 2S,3S-diol only D. 2R, 3R-diol only E. 2S,3R-diol onlyDraw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reaction occurs. a.H2 + Pd-C b.H2 + Lindlar catalyst c.Na, NH3 d.CH3CO3H e.[1] CH3CO3H; [2] H2O, HO− f.[1]OsO4 + NMO; [2] NaHSO3, H2O g.KMnO4, H2O, HO− h.[1] LiAlH4; [2] H2O i. [1] O3; [2] CH3SCH3 j.(CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET k.mCPBA l.Product in (k); then [1] LiAlH4; [2] H2O
- 7) You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use? a. HCI, heat b. NH:(aq), 25°C c. CH:CO2NA, CH:CO2H, heat d. CH3CH2ONA, CH3CH2OH, heat e. CН:CH2ОН, heata. Draw the structures and give the common and systematic names for alkynes with molecular formula C7H12. Ignore stereosiomers. (Hint: There are 14.) b. How many would there be if stereoisomers are included?1. Reaction of 2,3-dimethyl-1-butene with HBr leads to an alkyl bromide, C6H13Br. On treatment of this alkyl halide with KOH in methanol, elimination of HBr occurs and a hydrocarbon that is isometric with the starting alkene is formed. What is the structure of this hydrocarbon and how do you think it is formed from an alkyl bromide? 2. 1-Octen-3-ol is a potent mosquito attractant commonly used in mosquito traps. A number of reactions, including hydrogenation, will transform 1-Octen-3-ol into a less effective molecule. Write a complete reaction equation for the hydrogenation of this alkenol.
- 10. A compound X of molecular formula C8H12 with no triple bonds reacts with one equivalent of H2 to give a new compound having molecular formula CaH14. What can be inferred about the structure of compound X? A) Compound X has 3 rings. B) Compound X has 3 pi bonds. Compound X has 1 ring and 2 pi bonds. D) Compound X has 2 rings and 1 pi bond. 11. Determine the product of the following reaction. H, Lindlar's cat. %3D IV A)I B) II C) III D) IV Type here to search 互i | A C 三D4. Syn and anti addition can occur with alkenes. 1. Describe syn and anti addition. b. Give an example of syn addition to an alkene and explain why it is syn. c. Give an example of anti addition to an alkene and explain why it is anti. 5. The following reactions shows the dehydration of 2-methylcyclohexanol. Why is 1-methylcyclohexene the major product? X OH H3PO4 84% 16%a. The following compounds have the same molecular formula as benzene. How many monobrominated products could each form? 1. HC‚CC‚CCH2CH3 2. CH2“CHC‚CCH“CH2 b. How many dibrominated products could each of the preceding compounds form? (Do not include stereoisomers.) c. How many dibrominated products could each of the compounds form if stereoisomers are included?
- 5. Which of these two compounds has a higher boiling point? Cyclopentanol The phenomenon responsible for that compound's higher boiling point is: cyclohexane 6. The electrophile in this reaction is: CH3CI benzene AICI3 a) CI* b) Cr c) CH,E- d) CH3*Q10. How could the following compounds be prepared, using an alkene as one of the starting materials? a. ☐ -OCH3 d. CH₂CHCH2CH3 CH₁₂ b. CH3OCCH3 CH c. CH3CH₂OCHCH2CH3 CH3 e. OH OH f. CH3CH2CHCH2CH2CH3 OH3. ( Predict the organic product(s) of the reaction of 2-butene with each reagent. a. H₂O (H₂SO4) b. Cl₂ c. Br₂ in H₂O