Three reactions between a Grignard reagent and a carbonyl compound are given. Draw the main organic product for each eaction and indicate if H+ or H¯ is needed to complete each reaction. The starting material structures are provided in the nswer fields as a starting point for your drawings. The first reaction involves a ketone. 1. CH3MgBr 2. H+ or H-? Select Draw Rings More Erase // C H O

Three reactions between a Grignard reagent and a carbonyl compound are given. Draw the main organic product for each eaction and indicate if H+ or H¯ is needed to complete each reaction. The starting material structures are provided in the nswer fields as a starting point for your drawings. The first reaction involves a ketone. 1. CH3MgBr 2. H+ or H-? Select Draw Rings More Erase // C H O

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.26P: Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and...

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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).
Butanone undergoes a nucleophilic addition with a Grignard reagent made from 1-bromopropane and magnesium metal in THF solution. The alkoxide formed from the nucleophilic addition is then conveted into the final product by the careful addition of dilute acid. Complete the mechanism by following the instructions provided for each step. Step 1. Nucleophilic Addition in THF
2-bromo-2-methylbutane undergoes hydrolysis reaction with water, H2O toform compound W. Compound X and compound Y are produced when 2-bromo-2-methylbutane undergoes elimination reaction with alcoholic ofsodium hydroxide, NaOH. (ii) What is the type of reaction involved in the formation of compound W? (iii) Identify the major product of the elimination reaction between compound Xand compound Y based on Zaitsev’s rule.
Devise a synthesis of each of the following compounds. Besides inorganic reagents, you may use hydrocarbons and halides having ≤ 6 C′s, and CH2=CHCOOCH3 as starting materials. Each synthesis must use at least one of the carbon–carbon bond-forming reactions.
Several sulfonylureas, a class of compounds containing RSO2NHCONHR, are useful drugs as orally active replacements for injected insulin in patients with adult-onset diabetes. These drugs decrease blood glucose concentrations by stimulating b cells of the pancreas to release insulin and by increasing the sensitivity of insulin receptors in peripheral tissues to insulin stimulation. Tolbutamide is synthesized by the reaction of the sodium salt of p-toluenesulfonamide and ethyl N-butylcarbamate . Propose a mechanism for this step.
1. What type of reaction is occuring in step 3? (halogenation, hydrohalogenation, reduction, keto–enol tautomerism, dehydrohalogenation, acid-catalyzed hydration, base-catalyzed hydration) 2. Which reagent is necessary for step 3? (Br2, HBr, H2/Pt, NaNH2, H20/H2SO4/HgSO4)
Give the major organic product of each reaction of γ‑valerolactone with each of the given six reagents under the conditions indicated. Do not draw any byproducts formed. Reagent 1. NaOH, H2O, heat, then H+, H2O 2. (CH3)2CHCH2CH2OH (excess), H+ 3. (CH3CH2)2NH and heat 4. CH3MgI (excess), ether, then H+/H2O 5. LiAlH4, ether, then H+/H2O 6. DIBAL, toluene, low temperature, then H+/H2O
Explain briefly by illustrations the chemistry behind each answer 1. Preamble :A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products(1-pentene and 2-pentene) I) What reaction pathway is followed by the reaction above?A. E2 dehydrohalogenation B. E1 dehydrohalogenationC. SN1 dehydrohalogenationD. SN2 dehydrohalogenationE. A mixture of E1 and E2 pathways II) What is responsible for the formation of different products (major and minor).A. The different activated complex involved in the mechanism.B.Bimolecular Nucleophilic substitution reaction C.Bimolecular Elimination reaction D.The presence of sodium ethoxideE.The hybridisation nature of the secondary carbocation III) All the following is true about the reaction in question 1 except?A. The reaction follows Zaistev’s ruleB. Sodium ethoxide is the nucleophile in this reactionC. The more highly substituted alkene is the most stable…
Draw the organic products formed when cyclopentene is treated with each reagent. With some reagents, no reactionoccurs.a. H2 + Pd-Cb. H2 + Lindlar catalystc. Na, NH3d. CH3CO3He. [1] CH3CO3H; [2] H2O, HO–f. [1] OsO4 + NMO; [2] NaHSO3, H2Og. KMnO4, H2O, HO–h. [1] LiAlH4; [2] H2Oi. [1] O3; [2] CH3SCH3j. (CH3)3COOH, Ti[OCH(CH3)2]4, (–)-DETk. mCPBAl. Product in (k); then [1] LiAlH4; [2] H2O
Draw structural formulas for the major product(s) formed by reaction of 3-hexyne with each of these reagents. (Where you predict no reaction, write NR.) Q.) H2O in H2SO4/HgSO4
Give all possible and complete reaction for the following. Properly name the organic compound. 1. Oxidation of 2,4-pentanedione 2. Addition of Grignard reagents
Draw a structural formula for the product of each SN2 reaction. Where configuration of starting material is given, show the configuration of the product, (CH3)3N + CH3I in the presence of acetone = ?