Concept explainers
(a)
Interpretation:
Newman projections must be utilized to explain why trans-stilbene is the major product when (S)-1-bromo-1,2-diphenylethane is used.
Concept Introduction :
During the elimination reaction, anti-periplanar groups are removed to form a double bond. Newman projection is the representation of a molecule when it is viewed through a particular bond between two atoms.
(b)
Interpretation:
Newman projections must be utilized to explain why trans-stilbene is the major product when (R)-1-bromo-1,2-diphenylethane is employed.
Concept Introduction :
During the elimination reaction, anti-periplanar groups are removed to form a double bond. Newman projection is the representation of a molecule when it is viewed through a particular bond between two atoms.
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ORGANIC CHEMISTRY LL PRINT UPGRADE
- Draw the products of the following reactions. If the products can exist as stereoisomers show what stereoisomers are formed. a. cis-2-pentene + Br2/CH2Cl2 b. trans-2-pentene + Br2/CH2Cl2 c. 1- butene + HCl d. methylcyclohexene + HBr e. trans-3-hexene + Br2/CH2Cl2 f. cis-3-hexene + Br2/CH2Cl2 g. 3,3-dimethyl-1-pentene + HBr h. cis-2-butene + HBr i. (Z)-2,3-dichloro-2-butene + H2, Pd/C j. (E)-2,3-dichloro-2-butene + H2, Pd/C k. (Z)-3,4-dimethyl-3-hexene + H2, Pd/C l. (E)-3,4-dimethyl-3-hexene + H2, Pd/Carrow_forward17. What can you say about the reaction below? 1. OsO4 2. NaHSO3 ? A. This reaction will generate cyclohexanol B. This experiment will generate cis-1,2-cyclohexanediol C. This reaction will generate a mixture of R,R-1,2-cyclohexanediol and the S,S-enantiomer D. This experiment will generate trans-1,3-cyclohexanediol E. This reaction will follow Markovnikov's rulearrow_forward10. Draw ALL possible stereoisomers possible for 8i. Give the configurations of each stereocenter in 8i. (NOTE: Ph is the abbreviation for an aromatic ring and is assigned a priority of 4 in the structure for 8i, below) H₂C U CH3 MAIII OH Product 8iarrow_forward
- Q-I: For this energy diagram, associated with rotating the carbon-carbon bond structure, draw Newman projections for each letter within the diagram. А. B CI CI н-с-с-н ČI ĆI В. E С. D. C-C dihedral angle Q-II: Determine and draw out the product(s), as well as the reaction mechanism(s), for this nucleophilic substitution rxn. Br ONa O2N' Q-III: Determine and draw out the product(s) and reaction mechanism(s) for each step in this rxn. NaO, NaN3 HC1 но 'Brarrow_forward3. Write down the mechanism for the following reaction and predict which of the two possible products will be formed in the greatest yield (2nd and 3rd carbocation). Write down the structures of the two possible products and explain your answer. CH3CH = CHCH2 CH2 CH3 + HBrarrow_forward6. The Newman projection and an equivalent 3D projection for an alkyl bromide is shown below. Under E2 conditions, there is only one major alkene product. Ph H3C H H3C. H H Br CH₂CH3 = Ph. H Br E2 conditions major product a. In 1-2 sentences, explain why only one constitutional isomer (regioisomer) forms. b. Explain why only one stereoisomer is possible for this E2 reaction. In your explanation, draw the conformation of the alkyl bromide that reacts to form product.arrow_forward
- i need help with this please.arrow_forward1A. What is the trend for carbocation stability? 1B. In the reaction of 2-hexene with HBr, which of the products is expected to be formed in a larger amount. Explain your answer. 1C. Why do carbocation rearrangements occur?arrow_forwardIII. B 1-2arrow_forward
- 1. For the reaction scheme of the hydroboration step of 1-hexene. BH 3 THF BH₂ BH₂ a. Draw the transition states leading to each of the two regioisomeric products shown. Label all partial charges in your transition states. b. Which of the two transition states is lower in energy and WHY? Be sure to include both an electronic argument (optimized placement of partial charges) and a steric argument. +arrow_forwardDraw one of the two enantiomers of the major product from this reaction. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers. Ignore inorganic byproducts. 1. BH3-THF 2. H₂O2, NaOH o Iarrow_forward1% mol Pd(OAc)2 4% mol Ph3P B с CH3CN A (1 ring) (2 rings) (3 rings) The above reaction involves two sequential Heck reactions and three organopalladium intermediates. In the box below draw the structure of intermediate C. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Use R1 for the PdL₂I group. The R group tool is located in the charges and lone pairs drop-down menu. Sn [F ?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning