Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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For each reaction in question 20, sketch a reaction coordinate energy diagram indicating the starting materials, transition states and any intermediates, if present, in the reaction. Don't worry about the absolute energy of starting materials and products but you can assume that the product is more stable than the starting materials.
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, heat
40. Deuterium oxide, D20, is water that contains the stable hydrogen isotope 2H,
usually shown as D. When dissolved in deuterium oxide, ethanol undergoes the
following reaction: *
CH3CH2OH + D½0 →
CH;CH2OD + HOD
What is the best way of showing that this reaction has occurred?
A. By testing the product with phosphorus pentachloride and not getting steamy fumes.
B. By determining the mass spectrum of the mixture and showing peaks at m/z values of 20
and 46.
C. By fractionally distilling the mixture and determining the amount of CH3CH2OD using a
Geiger counter.
D. By determining the mass spectrum of the mixture and showing peaks at m/z values by 19
and 47.
A
В
O D
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- H3C 1 H₂O₂, NaOH a. The presence of H₂O2 H3C. H3C. 2 What controls the stereochemical outcome of the reaction depicted above? 3 b. The presence of a pre-existing stereocenter c. The methyl group at the end of the chain d. The presence of an alkene in the reactantarrow_forwardWhy does bromination reactions occur only on more stable radicals? O a. Br₂ is less reactive than Cl₂. O b. Br₂ is more reactive than Cl₂. O c. Br₂ is less selective than Cl₂. O d. Both a and c.arrow_forward10. Draw an energy diagram for the addition of HBr to 1-pentene. Let one curve on your diagram show the formation of 1-bromopentane product and another curve on the same diagram show the formation of 2- bromopentane product. Draw and label the positions for all reactants, intermediates, and products. Which curve has the higher-energy carbocation intermediate? Which curve has the higher-energy first transition state?arrow_forward
- a.which reaction is faster ? b. Complete the enerqy diagram c. labei the diagram by drawing méterials the structures of the Starting b. Но Br Но Br HBr vs. HBr reactionarrow_forwardBr2 ? How many moles of Br are required to completely halogenate the alkene? A. Three moles B. Four moles C. Two moles D. One mole What is the expected arrangement of the bromine atoms relative to each other among the carbon involved in pi bonding? A. trans-configuration B. anti-conformation C. cis-configuration D. syn-conformation What happens to bromine when it is adjacent to an alkene during a chemical reaction? A. Bromine becomes polarized. B. Bromine becomes acidic. C. Bromine becomes hybridized. D. Bromine becomes stable. The relative arrangement of bromine atoms in the product is primarily due to: A. Hydrogen bonding B. Electronegativity C. Atomic weight D. Repulsion What is your observation after the reaction? A. Bromine water decolorizes. B. A brown precipitate forms. C. The alkene becomes denser. D. A yellow flame is produced.arrow_forward6. Complete the following reaction scheme (g) CH H3C. 1) 9-BBN CH 2) H-О, NaOH (h) H20, H,SO4. HØSO4 (i) 1) BH3 2) H2O,, NaOHarrow_forward
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- Draw the structure of the organic product formed when the given compounds undergo the three-step reaction sequence indicated. Select Draw Rings More Erase C Br 1. NaOC,H5. C,H5OH 2. NaOH, H2O 3. H3O*, heatarrow_forward3. Predict the product(s) that forms and explain why it forms. a. b. HN MeO OH 1. NaOH 2. MeBr محمد 1. NaNH,arrow_forward8. Compound (A) rearranges to compound (B) spontaneously. a) Draw the mechanism using curved arrows, that describes how this rearrangement can occur. (Hint: two shifts are required to obtain the product). H Br H₂C Br b) What makes the formation of the previous product spontaneous (ie. why is the product more stable than the reactant)?arrow_forward
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