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- Alcohols are important for organic synthesis, especially in situations involving alkenes. The alcohol might be the desired product, or the OH group might be transformed into another functional group via halogenation, oxidation, or perhaps conversion to a sulfonic ester derivative. Formation of an alcohol from an alkene is particularly powerful because conditions can be chosen to produce either the Markovnikov or non-Markovnikov product from an unsymmetrical alkene. Using your reaction roadmap as a guide, show how to convert 4-methyl-1-pentene into 5-methylhexanenitrile. You must use 4-methyl-1-pentene and sodium cyanide as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.7. Ozonolysis of compound A yields pentane-2,4-dione. What is the structure of compound A? a OH OH H Compound A C10H16 H₂SO4 1.03 2) (CH3)2S Draw the structures of the two possible cyclization products. pentane-2,4-dioneDraw the structure of the product of each step in the three-step synthesis. Show the formal charges, if applicable. As a start, the benzene ring is drawn for you in each product. Although the first step produces a mixture of isomers, the para isomer is isolated as the sole product of interest and used in the second step. Give only the major product for the second and third steps. Br₂ FeBr HNO3 H2SO4 Br₂. FeBra Product 1 Product 2 Product 3 (para isomer) Draw product 1. Select Draw Templates More с H Br Draw product 2. Erase Select Draw Templates More c Q2Q Draw product 3. Select Draw Templates More с H N о Br Erase c Q2 Q + CH N о Br Erase QQQ
- Give the product and mechanism for the following reaction. Be sure to include all mechanism arrows, lone pairs, and formal charges in your mechanism. The product is an alkene.9. Upon hydrogenation, which of the following alkenes releases the least heat per mole?1. Assign E or Z to the following alkenes. If the alkene does not have stereochemistry, write "NONE". H CI H3C SH T. H CI, ОН H3CH2C НО D D EN C(CH3)3 CH3 Me H Et N' 'N' C=C H3C Et Me what Columbus sought in the 'Indies' - Piperine CH2OH Br (H3C);C, H3C HOH, CH,CF, H3C Br HOH2C НО H the spice Columbus found (Capsaicin) HO. Muscalure Bombykol (the sex attaractant for the male silkworm) (the sex attaractant for the common housefly) OH .CO2H the "heart healthy" part of olive oil a 'less healthy' trans fatty acid from trans fat
- 10. Terpene is a class of naturally occurring molecules, found in many essential oils from plants, that share the same alkene features. All terpenes have a similar 5 carbon unit that includes an alkene thought to be biologically synthesized from the molecule isoprene. All terpenes are biosynthesized from molecules with the good leaving group: pyrophosphate (OPP). Loss of this OPP leads to the formation of a resonance stabilized carbocation. The new carbocation can undergo a nucleophilic attack from a T-bond as seen in acid-catalyzed hydration and hydrohalogenation, forming a new carbocation. This new carbocation can undergo an E1 reaction to form a new alkene. Add the curved arrows of the following reaction. hopp COPP D 5 R-carvone (spearmint oil) - Q Search 40 6 & COPP 1 COPP COPPDraw the major organic product formed by reaction of 2-hexyne with the following reagent: H₂O in H₂SO4 / HgSO4. • Consider E/Z stereochemistry of alkenes. • In cases where there is more than one answer, just draw one. • If no reaction occurs, draw the organic starting material.Draw the major organic product formed by reaction of 2-hexyne with the following reagent: BH3 followed by CH3COOH. . Consider E/Z stereochemistry of alkenes. In cases where there is more than one answer, just draw one. • If no reaction occurs, draw the organic starting material.
- 5.Synthesis. Make the following products from a suitable cyclic alkene starting material. Look at the functional group PATTERN present in the molecule, including stereochemistry. CH3 ОН ОН CH3(dehydrobromination) A chemist carried out an elimination reaction of 1,1-dimethyl-2- bromocyclopentane. The chemist expected the reaction to yield alkene Z as product. However, alkene Z DID NOT form. Instead, three alkenes were produced: one alkene was the major product, the other two alkenes was the minor products. What was the major alkene product that formed? Br Select one: A. I B. II C. IV D. III alcohol HEAT || Z = + (HBr) IVa. Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement. b. Would both alkenes form the same alkyl halide if DBr were used instead of HBr? (D is an isotope of H, so D+ reacts like H+.)