Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 24.4, Problem 11P
What reagents are needed to convert 2-methylpropene
a. b. c.
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(a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4, CH3OH; [2] CH3MgBr, then H2O; [3] Ph3P = CHOCH3; [4] CH3CH2CH2NH2, mild acid; [5] HOCH2CH2CH2OH, H+.
a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C = C and an OH group.
Draw the products formed when phenol(C6H5OH) is treated with each reagent. Give an explanation.
c. CH3CH2Cl, AlCl3
l. product in (c), then KMnO4
Chapter 24 Solutions
Organic Chemistry (6th Edition)
Ch. 24.1 - Prob. 1PCh. 24.1 - Prob. 2PCh. 24.1 - Prob. 3PCh. 24.2 - Prob. 4PCh. 24.2 - Prob. 5PCh. 24.4 - Problem 26.10
What reagents are needed to convert...Ch. 24.5 - Problem 26.11
What product is formed when each...Ch. 24.5 - Prob. 13PCh. 24.6 - Problem 26.13
Draw the products formed when each...Ch. 24.6 - Problem 26.14
What products are formed when ...
Ch. 24 - 26.19 What product is formed by ring-closing...Ch. 24 - 26.20 Draw the products formed in each...Ch. 24 - What organic halide is needed to convert lithium...Ch. 24 - 26.22 How can you convert ethynylcyclohexane to...Ch. 24 - 26.23 What compound is needed to convert styrene...Ch. 24 - 26.24 What steps are needed to convert to octane...Ch. 24 - Prob. 27PCh. 24 - 26.27 Draw the products (including stereoisomers)...Ch. 24 - 26.28 Treatment of cyclohexene with and forms...Ch. 24 - Prob. 32PCh. 24 - 26.30 What starting material is needed to prepare...Ch. 24 - Prob. 37PCh. 24 - Prob. 38PCh. 24 - When certain cycloalkenes are used in metathesis...Ch. 24 - 26.34 Draw the products formed in each reaction.
...Ch. 24 - Prob. 41PCh. 24 - Draw a stepwise mechanism for the following...Ch. 24 - Sulfur ylides, like the phosphorus ylides of...Ch. 24 - Although diazomethane is often not a useful...Ch. 24 - Prob. 46PCh. 24 - Prob. 47PCh. 24 - 26.45 Devise a synthesis of each compound from...Ch. 24 - 26.46 Devise a synthesis of each substituted...Ch. 24 - Biaryls, compounds containing two aromatic rings...
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- Draw the product formed when (CH3)2CHOH is treated with each reagent (d, e and f)arrow_forwardDraw the products (including stereoisomers) formed when benzaldehyde (C6H5CHO) is treated with each Wittig reagent.arrow_forwardDraw the product formed when C6H5N2 +Cl− reacts with each compound.arrow_forward
- Draw the product formed when C6H5N2+Cl− reacts with each compound.arrow_forwardDraw the products formed when phenol(C6H5OH) is treated with each reagent. Give an explanation. d. (CH3CH2)2CHCOCl, AlCl3 j. product in (d), then NH2NH2, – OHarrow_forwardDraw the products formed when A is treated with each reagent: (a) H2 + Pd-C; (b) mCPBA; (c) PCC; (d) CrO3, H3SO4, H2O; (e) Sharpless reagent with (+)-DET.arrow_forward
- Determine the product formed when compound A is treated with each reagent.arrow_forwardA is a toxin produced by the poisonous seaweed Chlorodesmis fastigiata. (a) Label each alkene that exhibits stereoisomerism as E or Z.arrow_forward(a) What is the major alkene formed when A is dehydrated with HS2O4? (b) What is the major alkene formed when A is treated with POCl3 and pyridine? Explain why the major product is different in these reactions.arrow_forward
- Draw the product formed when (CH3)2CHOH is treated with each reagent. a.SOCl2, pyridine b. TsCl, pyridine c.H2SO4 d.HBr e.PBr3, then NaCN f.POCl3, pyridinearrow_forwardDraw the product formed when (CH3)2CHOH is treated with each reagent. a. SOCl2, pyridine b. TsCl, pyridine c. H2SO4 d. HBr e. PBr3, then NaCN f. POCl3, pyridinearrow_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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