Which reaction will give a carboxylic acid? O a. cyclopentanol + PCC O b. tert-pentyl alcohol + Cro3/ H* O c. 1-butanol + PCC O d. 3-penten-1-ol + CrO3/ H* O e. 3-methyl-2-pentanol + CrO3/ H*

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QUESTION 2 The following is a proposed synthetic strategy that uses one starting alcohol in two separate single-step reactions (I and II) to make a pair of diene and dienophile which together undergo a Diels-Alder reaction to give a Diels-Alder product. The Diels-Alder product is subsequently converted to the final ether in a three-step synthesis (III, IV and V). Identify the reagent(s) from Table I required for each of those three sysnthese and place the number (A1, A2 reagent(s) in the given box right next to the corresponding step numbers (I to V) of the synthesis. DO NOT fill in any box with more than one number. (Note: This question is different from the previous synthesis question which allows two numbers for each box). You will be graded based on the number in each box. Do not fill in any single box with more than one number. Do not leave any box blank. B1, B2..., or C1, C2 ...) that represents the (I) diene OH (III, IV and V) Diesl-Alder product (II) dienophile Table I Number…

The Ka of methanol is 5.01 * 10-16. Which side of the following reaction is favored, reactants or products? Explain your reasoning.

What is the product of the following reaction? A. B. شما NH NH2Et, cat H* C. ZI avant HO. D. `N OH

Ch. 16 - Car xylic AcluS 1. Name the following carboxylic acids. Use both IUPAC and common names. b) CHs- cy-E-on c) CHz-CHz-cooH a) --OH d) CH-CHt ) CHy-CH と-OH GOH CH-CH-CHy Ho-ビ-CH - と。 f) CH-CH-C-Cty CH2 for e Longth k) Ho- -CH l CH lee Ho-C-C4,-CH-C-oH

Give the IUPAC name for each compound (D, E, F)

Q1 This question has two parts Part A and Part B. Part 1: Acetone can react with a base to give the enolate ion A, which can further react with another acetone molecule to give B. Upon quenching with water, B generates C, the final product of this reaction. :Base H20 A H3C H. H3C H. Acetone a) Draw the structure of A, B, and C b) Using curly arrows, draw the mechanism of the reaction between A and acetone to give compound B. What's the name of this reaction. - c) Draw the two resonance forms (A and D) of the enolate (A) generated by the deprotonation of the a-carbon on acetone and show the interconversion between the two using curly arrows: I Base H3C H A D H Acetone d) Knowing that the pka of the a-proton on acetone is 19, choose amongst the following bases those who will be able to remove the proton, given the pKa of their corresponding conjugated acids. H3C-C-H H H :Base H-Base + conjugate acid pka = 19 pКa 3 а, b, с, d a) Ammonia; pKa = 9.2 b) Sodium amide; pka = 38 c) Sodium…

H 1. KCN, H2O 2. NaBH4, MeOH 3. cyclopentanone TSOH, benzene heat Ph Ph oloof & or OH D B Ph

40. Name the following esters b. H3C a. H3C- CH2-CH2 CH2- H3C H3C d. H3C H3C- -CH2 CH2-CH2 CH2- CH2- H2C H2C CH2 CH3 H3C H3C CH3 f. CH-HC HÇ CH2-CH-CH2-CH3 H3C CH2- `CH H2C CH2 H3C h. HCOOCH,CH,CH,CH; CH,CH,COOCH;