EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 12.9, Problem 19P
How many allylic substituted bromoalkenes are formed from the reactions in Problems 17 and 18 if stereoisomers are included?
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How many moles of Bra are required to completely halogenate the alkene?A. One moleB. Two molesC. Three molesD. Four moles What is the expected arrangement of the bromine atoms relative to each other amongthe carbon involved in pi bonding?A. anti-conformationB. syn-conformationC. trans-configurationD. cis-configuration What happens to bromine when it is adjacent to an alkene during a chemical reaction?A. Bromine becomes stable. (? kasi before brown siya/acidic tas naging colorless? Jk ewan)B. Bromine becomes polarized.C. Bromine becomes hybridized.D. Bromine becomes acidic. The relative arrangement of bromine atoms in the product is primarily due to:A. ElectronegativityB. RepulsionC. Hydrogen bondingD. Atomic weightWhat is your observation after the reaction?A. A yellow flame is produced.B. Bromine water decolorizes.C. The alkene becomes denser.D. A brown precipitate forms.
3. Please draw the most important (stable) resonance form of the carbonation that
mediates the following reaction:
OH H3O+
O
4. Draw the structure of the alkene isomer (with the molecular formula of C5H10) that is
most reactive one in the addition reaction with Br₂.
Chapter 12 Solutions
EBK ORGANIC CHEMISTRY
Ch. 12.2 - Prob. 1PCh. 12.2 - Write the steps for formation of...Ch. 12.3 - Prob. 3PCh. 12.4 - How many alkyl chlorides are obtained from...Ch. 12.4 - Prob. 6PCh. 12.5 - Prob. 8PCh. 12.5 - a. Would chlorination or bromination produce a...Ch. 12.5 - Show how the following compounds could be prepared...Ch. 12.6 - Prob. 12PCh. 12.7 - Prob. 13P
Ch. 12.7 - Prob. 14PCh. 12.8 - Prob. 15PCh. 12.8 - Draw the stereoisomers of the major...Ch. 12.9 - Prob. 18PCh. 12.9 - How many allylic substituted bromoalkenes are...Ch. 12.9 - a. How many stereoisomers are formed from the...Ch. 12.9 - Prob. 21PCh. 12.9 - Prob. 22PCh. 12.10 - Prob. 23PCh. 12.11 - How many atoms share the unpaired electrons in...Ch. 12.11 - Prob. 25PCh. 12 - Prob. 26PCh. 12 - Prob. 27PCh. 12 - Prob. 28PCh. 12 - Prob. 29PCh. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Prob. 33PCh. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - a. What five-carbon alkene forms the same product...Ch. 12 - Prob. 39PCh. 12 - Starting with cyclohexane, how could the following...Ch. 12 - a. Propose a mechanism for the following reaction:...Ch. 12 - What stereoisomers are obtained from the following...Ch. 12 - Prob. 43PCh. 12 - Prob. 44PCh. 12 - Prob. 45PCh. 12 - Draw the products of the following reactions,...Ch. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Explain why the rate of bromination of methane...Ch. 12 - Prob. 51PCh. 12 - Prob. 1PCh. 12 - Prob. 2PCh. 12 - Prob. 3PCh. 12 - Prob. 4P
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- Zaitsev's rule is useful in selecting which carbon adjacent to a carbocation will form the double bond in the alkene product. True or Falsearrow_forwarda. 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?arrow_forward7) 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, heatarrow_forward
- [References] Br bromocyclopentane cyclopentyl acetate (85%) (15%) Propose a reaction mechanism for the formation of the minor product of this reaction by drawing the product of the following mechanistic step: HO CH3arrow_forwardHow many monochloro substitution products are produced when the alkanes below are chlorinated? Consider constitutional isomers only, ignore stereoisomers. a) b) The number of monochloro substitution products is 4 The number of monochloro substitution products is 3 X.arrow_forwardQuestion 10.15 When the alkene below is brominated with NBS reaction can occur at more than one carbon. List all of the carbons in the structure below to which bromine can become attached upon reaction of the alkene with NBS. NOTE: When the structure is symmetrical, you need to list every numbered carbon to which bromine may be attached even if it leads to same product as reaction at another carbon. List the carbons in increasing numerical order separated by commas, example: 1,3. JSmol 3,6,7 RESUBMIT ANSWERarrow_forward
- The reaction that converts cyclopentanol into cyclopentene is a(n) __________. substitution addition eliminationarrow_forwardIn free-radical substitution reaction of alkanes with halogens under uv light, the photolytic breaking of the halogen is the rate determining step. the formation of alkylradical is the rate determining step. the formation of halogen radical is the rate determining step. the abstraction of hydrogen from alkane by the halogen radical is the rate determining steparrow_forward4. How many mono-chlorination products are possible for 3-methylpentane? Draw them out.arrow_forward
- 11. The elements of Br and Cl are added to a double bond with Br, + NaCl. Draw the Product formed when and unsymmetrical alkene such as 2-methyl-1-propene is used as the starting materialarrow_forwardWhen doing a dehydration, the product will have the __ (more/less) substituted alkene.arrow_forward7. The reaction of methoxide anion with bromoethane to yield the ether ethyl methyl ether and the bromide anon (Br-) is an excellent example of a general reaction type called Sy2 (substitution nucleophilic bimolecular): CH,0+ CH,СH-Br a CH3-0-CH,СH; + Br- a. Change in enthalpy is -103 kJ/mol; the change in entropy is + 0.025 kJ/mol-K. Calculate DG at 300K. b. Is the reaction endergonic or exergonic? c. Is the reaction endothermic or exothermic? d. Use curved arrows to show the complete mechanism. Reaction of 2-methyl-1-butene with H-Cl could yield TWO alkyl chloride products. Draw and name 8. them.arrow_forward
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