Concept explainers
(a)
To determine: The synthesis of the given deuterium-labelled compound
Interpretation: The synthesis of the given deuterium-labelled compound
Concept introduction: Compounds that contains deuterium
Deuterium is one of the isotopes of hydrogen atom that contains one neutron.
(b)
To determine: The synthesis of the given deuterium-labelled compound
Interpretation: The synthesis of the given deuterium-labelled compound
Concept introduction: Compounds that contains deuterium
Deuterium is one of the isotopes of hydrogen atom that contains one neutron.
(c)
To determine: The synthesis of the given deuterium-labelled compound
Interpretation: The synthesis of the given deuterium-labelled compound
Concept introduction: Compounds that contains deuterium
Deuterium is one of the isotopes of hydrogen atom that contains one neutron.
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ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
- #16b. Provide the missing reactants, reagents, or products for the following reaction sequences below.arrow_forward1. Br₂, PBrg 2. H₂O H₂C OH H3C OH Br The a-bromination of carbonyl compounds by Br₂ in acetic acid is limited to aldehydes and ketones because acids, esters, and amides don't enolize to a sufficient extent. Carboxylic acids, however, can be a-brominated by first converting the carboxylic acid to an acid bromide by treatment with PBr3. Following enolization of the acid bromide, Br₂ reacts in an α- substitution reaction. Hydrolysis of the acid bromide completes the reaction. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H3C :0: :0::Br: Br Br H3C CO-P H Br Brarrow_forwardWrite the missing reagents and products. 1. H3O+ 2. tBuOK ? 1. Br₂ 2. KCN ? ?arrow_forward
- Draw the organic products formed when allylic alcohol A is treated with each reagent.a.H2 + Pd-C b.mCPBA c. PCC d.CrO3, H2SO4, H2O e.(CH3)3COOH, Ti[OCH(CH3)2]4, (+)-DET f. (CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET g. [1] PBr3; [2] LiAlH4; [3] H2O h.HCrO4−–Amberlyst A-26 resinarrow_forward13. Compound 1 is an acetyl protected precursor of the phytonutrient pterostilbene (2), a natural antioxidant founs blueberries. Which reagents would you use to synthesize 1 starting with 3 and 4? Sal A) PhB(OH)2, KCO₁ B) Pd(OAC)2, 2 PPh₁, K₂CO C) Cul, H₂O/H₂0 D) NaOEt/EtOH 14. Which is a D-sugar? O HO- HOH HO-H HO-H A CH₂OH A H A HO- --H HO-H H- HO-H 15. Which of these compounds is the best Michael acceptor? CH₂OH B 16. What is the final product of this reaction sequence? B -OH B CI SO₂H NaCN DMSO . This compound does not undergo Diels-Alder reactions ber A) it lacks electron-withdrawing groups B) it lacks strong electron C) It cannot al HO- H-OH -H H-OH H- da C 2 in -OH CH₂OH C 70% H₂SO4 reflux HO -H HOH H-OH -H CH₂OH D HO- OH 3. D OHarrow_forward5 Ethanal, CH₂CHO, can be converted by a two-step synthesis into 2-hydroxypropanoic acid. OH O H₂C- H O-H 2-hydroxypropanoic acid (1) The reagents and conditions are 1st step 2nd step NaOH(aq), heat under reflux A Na₂Cr₂O, and dilute H₂SO4 heat under reflux B Cl₂, UV light NaOH(aq), heat und reflux CLIAIH in dry ether CO₂, room temperature D HCN, in presence of KCN(aq) dilute HCl(aq), heat under refluxarrow_forward
- Which organic starting material is needed to complete the following reaction? H₂C A B C D ? H₂ A 1) (CF3COO)₂Hg, CH₂CH₂OH 2) NaBH4 CH3 H₂C B =CH₂ H3C H3C OH T CH H₂ с H₂ F1₂ OCH₂CH3 I CH CH3 OCH₂CH3 CH H3C CH3 H₂ D OCH₂CH3 T .CH CH3arrow_forwardChoose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) KMnO4, H3O+ CH3Cl, AlCl3 HNO3, H2SO4 Cl2, FeCl3 fuming sulfuric acidarrow_forward2) Give the methods and reagents to make each product. CHẠO CH3 H3C. CH3 CH3 H₂N CH3 HO CH3 H3C CH3 CH3 Cl. CH3 XBY Y CI H&C. N CH3 CH3 CH3 HO H₂N HO NH OHarrow_forward
- Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and ketones. (a) Draw the structure of the triphenylphosphonium salt and Wittig reagent formed from each chloroether. (b) Draw the structural formula of the product formed by treating each Wittig reagent with cyclopentanone. Note that the functional group is an enol ether or, alternatively, a vinyl ether. (c) Draw the structural formula of the product formed on acid-catalyzed hydrolysis of each enol ether from part (b).arrow_forwardDraw structural formulas for (1) the alkyltriphenylphosphonium salt formed by treatment of each haloalkane with triphenylphosphine, (2) the phosphonium ylide formed by treatment of each phosphonium salt with butyllithium, and (3) the alkene formed by treatment of each phosphonium ylide with acetone.arrow_forwardUsing your reaction roadmaps as a guide, show how to convert (2-methylpropyl) benzene into 4-phenyl-3-buten-2-one. You must use (2-methylpropyl) benzene as the source of all carbon atoms in the target molecule. Show all reagents and all molecules synthesized along the way.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning