(a)
To determine: The
Interpretation: The alkyl halide that gives
Concept introduction: The elimination reaction is the organic reaction in which two substituents are removed from the organic molecule in one step or two steps. The two mechanisms of the elimination reaction are E1 and E2 mechanism.
The
In
(b)
To determine: The stereo geometry of the alkyl halide
Interpretation: The stereo geometry of the alkyl halide
Concept introduction: The geometric isomerism is shown by an organic compound. The compounds that have two higher priority groups are on the same side of the double bond are represented by Z and the compounds that have two higher priority groups on the different side of the double bond are represented by
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Chapter 7 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
- 2. Provide a complete curved-arrow mechanism for each of the following reactions and predict the product(s). Be sure to indicate stereochemistry for all the intermediates and product(s). a. HO. Cl₂ 1. Hg(OAc)2, MeOH 2. NaBH4 Note: you only need to provide the mechanism up to the first step.arrow_forwardStrong bases are good nucleophiles. Which reaction/s can occur on tertiary alkyl halides when a strong base like KOH is a reagent? A SN1 B) SN2 E1 D E2 E combination of SN & E reactionsarrow_forward7. match the alkyl bromide with the corresponding reaction. An alkyl bromide that cannot undergo an [Choose] E2 An alkyl bromide that cannot undergo an [ Choose ) SN2 reaction A good nuceleophile for an SN1 reaction [ Choose ] A polar protic solvent [Choose]arrow_forward
- 3. Reactions. Suggest reagents for steps a-d in the following synthetic sequence CH3 CH3 CH3 b. a. HO CH3 CH3 но, LDA or strong base CH3 CH3 CH .CN с. но. CN d. CH3 H3C CN H3C CN Draw the major product of the following reactions H3C. 120 °C CN (no need to show stereochemistry) H2 (gas) cat. Pd (show relative stereochemistry)arrow_forwardFor each of the following reactions, draw the major elimination product; if the product can exist as stereoisomers, indicate which stereoisomer is obtained in greater yield. a. (R)-2-bromohexane + high concentration of CH3O- b. (R)-3-bromo-3-methylhexane + CH3OH c. trans-1-chloro-2-methylcyclohexane + high concentration of CH3O- d. trans-1-chloro-3-methylcyclohexane + high concentration of CH3O- e. 3-bromo-3-methylpentane + high concentration of CH3CH2O- f. 3-bromo-3-methylpentane + CH3CH2OHarrow_forwardWhat product(s) will you expect from A? From B? How will the ethoxide in ethanol and t-butoxide in t-butanol affect (if at all) the product of the reactions? Note that both have the same alkyl halide as starting metarial.arrow_forward
- Why do cis-1-bromo-2-ethylcyclohexane and trans-1-bromo-2-ethylcyclohexane form different major products when they undergo an E2 reaction?arrow_forwardAn SN2 mechanism takes place when 3-(bromomethyl)pentane is added to each nucleophile listed below. Which nucleophile will also require an acid-base step after the substitution step in order to produce a neutral (not charged) product? A. LiN(CH3)2 B. NaI C. KN3 D. HSCH3 (Please type answer no write by hend)arrow_forwardSelect the expected major product(s) from the treatment of 1-pentyne with 1 equivalent of Br2. A. 1,1-dibromo-1-pentene B. (E)-1,2-dibromo-1-pentene C. (Z)-1-bromo-1-pentene D. A and B E. B and Carrow_forward
- F3C + CI OH CH3 N. CH3 KOH DMSO CH3 F3C Loss Tox H H F3C (Fluoxetine) CH3 CH3 H a. The rate of the reaction depends on both phenol and alkyl chloride. Is this an SN1 or an SN2 reaction? Draw the reaction mechanism below. Page 6 of 7 b. The physiologically active enantiomer of fluoxetine has (S) stereochemistry. Based on your answer in part (a), draw the correct stereochemistry of the alkyl chloride needed to produce this physiologically active (S)-Fluoxetinearrow_forwardChoose the reagent(s) that would be most likely to complete this reaction. HO 1. Hg(OAc)2, H2O 2. NaBH4, NaOH Q Q 1. OsO4 (catalytic) A 2. NMO Br2 B H2O 1. BH 3-THF C 2. H2O2, NaOH 1. Hg(OAc)2, H₂O D 2. NaBH4, NaOH E RCO3Harrow_forward2. Consijder the reactiojn scheme below a. Draw the major product of this reaction. Show clearly (using wedge-and-dash lines) all stereoisomers formed under these reaction conditions. 1. BH3:THF 2. H2O2, NaOH b. What is the stereochemical relationship between the different stereoisomer products you drew in part 2a.?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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