Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Textbook Question
Chapter 17.11, Problem 21P
What Grignard reagent and carbonyl compound are needed to prepare each alcohol? As shown in part (d),
a. b. c. d.
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(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.
What Grignard reagent and carbonyl compound are needed to prepare each alcohol? As shown in part (d), 3° alcohols with three different R groups on the carbon bonded to the OH group can be prepared by three different Grignard reactions
What Grignard reagent and carbonyl compound are needed to prepare each alcohol?
Chapter 17 Solutions
Organic Chemistry (6th Edition)
Ch. 17.1 - Prob. 1PCh. 17.2 - Which carbonyl groups in the anticancer drug taxol...Ch. 17.2 - Prob. 3PCh. 17.4 - Problem 20.4 What alcohol is formed when each...Ch. 17.4 - Problem 20.5 What aldehyde or ketone is needed to...Ch. 17.5 - Problem 20.8 Draw the products formed (including...Ch. 17.7 - Problem 20.10 Draw a stepwise mechanism for the...Ch. 17.7 - Prob. 10PCh. 17.7 - Problem 20.12 Draw the products formed from ...Ch. 17.7 - Prob. 12P
Ch. 17.7 - Prob. 13PCh. 17.8 - Prob. 14PCh. 17.8 - Problem-20.16 Review the oxidation reactions using...Ch. 17.9 - Problem-20.17 Write the step(s) needed to convert ...Ch. 17.9 - Prob. 18PCh. 17.10 - Problem 20.21 Draw the product of each reaction.
...Ch. 17.10 - Problem 20.22 Draw the products (including...Ch. 17.11 - Problem 20.23 What Grignard reagent and carbonyl...Ch. 17.11 - Problem 20.24 Linalool (the Chapter 9 opening...Ch. 17.11 - Problem 20.25 What Grignard reagent and carbonyl...Ch. 17.12 - Prob. 24PCh. 17.13 - Problem 20.28 What ester and Grignard reagent are...Ch. 17.13 - Prob. 27PCh. 17.13 - Problem 20.30 What reagent is needed to convert ...Ch. 17.13 - Prob. 29PCh. 17.14 - What carboxylic acid formed from each alkyl halide...Ch. 17 - 20.37 Devise a synthesis of each alcohol from...Ch. 17 - 20.38 Draw the products formed when pentanal is...Ch. 17 - 20.39 Draw the product formed when is treated...Ch. 17 - The stereochemistry of the products of reduction...Ch. 17 - Prob. 40PCh. 17 - 20.42 Draw the products or each reduction...Ch. 17 - 20.44 Draw all stereoisomers formed in each...Ch. 17 - 20.54 Draw a stepwise mechanism for the following...Ch. 17 - Prob. 57PCh. 17 - Prob. 58PCh. 17 - 20.57 What ester and Grignard reagent are needed...Ch. 17 - 20.58 What organolithium reagent and carbonyl...Ch. 17 - 20.59 What epoxide and organometallic reagent are...Ch. 17 - Prob. 62PCh. 17 - 20.69 An unknown compound A (molecular formula )...Ch. 17 - 20.70 Treatment of compound C (molecular formula )...
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- Explain Addition of Alcohols—Acetal Formation ?arrow_forwardDraw the product formed when (CH3)2CHOH is treated with each reagent (a, b and c)arrow_forwardDevise a synthesis of each substituted cyclopropane. Use acetylene (HC=CH) as a starting material in part (a) and cyclohexanone as a starting material in part (b). You may use any other organic compounds and any needed reagents.arrow_forward
- (a) Give an acceptable name for each compound, (b) Draw the organic products formed when A or B is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.arrow_forwardWhen synthesizing acetals and ketals, what is the main driving force behind whether the reaction favors the carbonyl species or the acetal/ketal? a the catalytic acid b solvent c temperature d Le Châtelier's Principlearrow_forwardGive the IUPAC name for each aldehyde.arrow_forward
- What starting materials are needed to prepare each compound using a Heckreaction?arrow_forwardAnswer each question for A and B depicted in the ball-and-stick models.a. What is the IUPAC name for each compound?b. What product is formed when each compound is treated with NaOH?c. Name the products formed in part (b).d. Draw the structure of an isomer that is at least 105 times less acidic than each compound.arrow_forwardAnswer each question using the ball-and-stick model of compound A. Draw a constitutional isomer that contains an ether and give its IUPACname. Draw the products formed (including stereochemistry) when A istreated with each reagent: [1] NaH; [2] H2SO4; [3] POCl3, pyridine; [4]HCl; [5] SOCl2, pyridine; [6] TsCl, pyridinearrow_forward
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