None 8. Lithium diisopropylamide (LDA) is added to2-butanone (methyl ethyl ketone, MEK), leaving aslight excess of 2-butanone in the mixture.1. LDA, with slight excess of ketone2. CHICHO (acetaldehyde)Acetaldehyde (ethanal) is then added to the mixture and an aldol reaction takes place.Which one of the compounds below is the major product of this aldol reaction?OHA OHi YouOHOHDOHLIE

Step 1: Information: As we know that LDA is bulky base it will abstracts proton from less hundred…

Answered: 8. Lithium diisopropylamide (LDA) is…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 11CTQ

See similar textbooks

Similar questions

1. An aldol reaction begins with addition of a catalytic amount of base to an aldehyde or ketone. Write the first step (formation of an enolate) of the reaction when a catalytic amount of NaOH is added to acetaldehyde. Base HH Z H 2. Continue the reaction in problem 1 showing reaction of the enolate with an unaffected molecule of acetaldehyde forming an alkoxide. Subsequent reaction with water yields a B-hydroxyaldehyde. OH -=7 H base H OH o ния H H टे H alo C The overall reaction in problems 1 and 2 is an aldol addition reaction. Each step is reversible. Write the mechanism for the reverse process converting the B-hydroxyaldehyde into two molecules of the original aldehyde. This process is a retro-aldol reaction. Use pK, values to explain why the process is reversible. -OH- e 7L Hlobia. Write the mechanism for reaction of butanone with catalytic aqueous NaOH. (Show each step with a reversible reaction arrow.)
2: Indicate the product molecules formed in the following multistep reaction sequence. Draw the product after each reaction. Do not draw any mechanisms or reaction intermediates. 1. pyridinium dichromate in dichloromethane 2. ethylmagnesium bromide (excess). then acid quench он 3. tosyl chloride & triethyl amine 4. phenol that was pretreated with sodium hydroxide
Design a two step synthesis that converts 3-pentanone into 3'-pentyl acetate as shown below. H2 .C. H3C H2 .C. CH3 CH3 A wwww www CH3 H3C Draw the structure of molecule B and write the reagents A and C for the two steps in the multi-step synthesis. H2
7. Which of the following would work best in preparing tert- butyl benzoate? A. С6H5CO₂H plus (CH3)3COH with H₂SO4 catalyst and heat B. C6H5CO2Na plus (CH3)3CBr and heat C. C6H5CONH2 plus (CH3)3COH and heat D. C6H5CO₂H plus SOCI2 followed by (CH3)3COH with pyridine
Help In finding the major organic products for these reactions + NaOCH2CH3 1. add slowly 2. HCI b) 1. NaOCH, CH3OH 2. (CH3)2CHCH2CH₂Br 3. H3O+, heat
. Show a reasonable mechanism for the following reaction. benzoic acid 1. NaOH 2. chloroethane ethyl benzoate
1. Aldol reactions (condensation of two aldehydes or ketones to yield a ẞ-hydroxy carbonyl) can go in reverse (B-hydroxy carbonyl to two aldehyde/ketones, a retro-aldol). Propose mechanisms for the following two transformations, using both intra-molecular aldol and a retro-aldol reactions. Be sure to follow the rules we have discussed for writing reaction mechanisms! H₂C. H&C. Na+ -OEt ethanol H₂C- H₂C.
Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below. OH ● ● You do not have to consider stereochemistry. Draw the enolate nucleophile in its carbanion form. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu. VI ? ChemDoodleⓇ n [ ]#
11. Which of these is most likely to dissolve in 5% NAOH? a) 1-decanol b) decanal c) decanoic acid d) 2-decanone 12. The following compound forms a cyclic hemiacetal all by itself. Draw the structure of that hemiacetal. HO H. 13. Show the steps necessary to transform the compound on the left into the
Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. Alcohol Starting Materials Reagents Available 1. methanol a. LIAIH4 f. PBr3 k. CH3CH,CH,MgBr 2. ethanol I. CgH5MgBr (phenylmagnesium bromide) b. H2SO4 g. CrO3 3. 1-propanol с. НС h. NaH m. (CH3)2CHMgBr 4. 2-propanol d. HBr i. CH;MgBr n. pyridinium chlorochromate (PCC) 5. cyclohexanol e. SOCI2 j. CH3CH2M9B Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
Question 8 What is the best choice of reagent(s) to perform the following transformation? A. BH3, THF followed by H2O2, NaOH B. OsO4, NaHSOs C. Hg(OAc)2, H2O followed by NaBH4, NaOH D. Cle, H20 E. O3, Zn/acetic acid
Which of the following starting materials and reagents would be best to produce a racemic mixture of 3-methyl-3-hexanol? a. heptanone and 1. CH3MgBr 2. H3O+ b. hexanal and 1. CH3MgBr, 2. H3O+ c. 3-hexanone and 1. CH3MgBr, 2. H3O+ d. butanal and 1. CH3CH2MgBr, 2. H3O+

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS