44a) Draw the bond-line structure of 1,4- b) Circle all the sp2-hybridized carbons ir c) In the spaces below, draw two potentia reaction (addition of Cl2) with your first str Product 1: Pr
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- 1. In the lecture on the reactions of alkenes, we studied the reaction of alkenes with N- Bromosuccinimide (NBS), which went through a mechanism involving an allylic radical (the radical is a carbon attached to a carbon involved in a л bond). What if there were a conjugated system? Draw, using curved arrows, the three resonance forms of cyclohexadienyl radical:7. Consider the following three step reaction. [4 (a) Add curved arrows in Step [1] to show the movement of electrons. H Lö: HÖ [1] + H-Ci: (b) Use the curved arrows drawn in Step [2] to identify the structure of X. X is converted in Step [3] to phenol and HCI. [2] + H-CI: [3] phenol(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) IV
- 7. Reaction product of 3-methyl-butene with hydrochloric acid:a) 2-methyl-3-chlorobutaneb) 3-methyl-3-chlorobutanec) 2-chloro-3-methyl butaned) 2-chloro-2-methyl butane 8. What type of reaction takes place when CO2 + H2O and energy are obtained from 3-methyl butyne?a) Hydrogenationb) Halogenationc) Partial oxidationd) Total oxidationDraw the bond-line (skeletal) structure of the compound with molecular formula C₂H₁3Br that gives the following alkene as the exclusive product of E2 elimination. Click and drag to start drawing a structure. C X C Ś c+3) Draw the ECSF structures of (CH3)3CO (tert-butoxide ion) and CH30º (methoxide ion). Why is (tert-butoxide a PN but methoxide a GN even though both have a full O? (As it turns out, both are SBs) Redraw (CH3)3coe (ECSF) Why PN? Redraw CH30S (ECSF) Why GN?
- CH=CHNO₂ (2-nitrovinyl)benzene Electrophilic substitution on (2-nitrovinyl)benzene occurs at the meta position. Draw resonance structures to show how the ring is electron-poor at the ortho and para positions. You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the drop-down menu. 0 78 00-F k10. 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DA benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.
- Draw the predominant product(s) of the following reactions including stereochemistry when it is appropriate. CH;CH,CH,CH,-CEC-H 1 HBr • Consider E/ Z stereochemistry of alkenes. • Do not show stereochemistry in other cases. If no reaction occurs, draw the organic startıng material Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products usıng the + sign from the drop-down menu. C P. aste C. [F ChemDoodleA certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis gave CH3(CH2), CO₂H and HO₂CCH2CH2CH2CH2CO₂H as the only products. Draw a reasonable structure for this hydrocarbon. Click and drag to start drawing a structure. D:[References] The two alkenes below react with HI at different rates. CH3 CH3CH=CHCH3 and CH;ċ=CHCH3 Draw the structural formula of the MAJOR product formed by the alkene having the HIGHER reaction rate. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. C P opy aste Previous Next ChemDoodle®