1. Aldol reactions (condensation of two aldehydes or ketones to yield a ẞ-hydroxy carbonyl) can go inreverse (B-hydroxy carbonyl to two aldehyde/ketones, a retro-aldol). Propose mechanisms for thefollowing two transformations, using both intra-molecular aldol and a retro-aldol reactions. Be sureto follow the rules we have discussed for writing reaction mechanisms!H₂C.H&C.Na+ -OEtethanolH₂C-H₂C.

MECHANISM :EXPLANATION: The Aldol reaction occurs in the first two step of the reaction. Enolate…

Answered: 1. Aldol reactions (condensation of two…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter26: Aldol And Claisen Reactions

Section: Chapter Questions

Problem 7E

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1. Discuss the role of the Aldol condensation reaction in the synthesis below. What specific reaction was used in the synthesis? What is the importance of the aldol reaction in the entire synthetic approach? 2. Show the detailed reaction mechanism involved in their corresponding specific parts in this syntheses.
Triethyloxonium tetrafluoroborate, (CH3CH2)3O+ BF4 −, is a solid with melting point 91–92 °C. Show how this reagent can transfer an ethyl group to a nucleophile (Nuc:−) in an SN2 reaction. What is the leaving group? Why might this reagent be preferred to using an ethyl halide?
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The enolate derived from diethyl malonate reacts with a variety of electrophiles (not just alkyl halides) to form new carbon–carbon bonds. With this in mind, draw the products formed when Na+ −CH(CO2Et)2 reacts with each electrophile, followed by treatment with H2O.
In your investigations into the synthesis of condensation product B (aldol reaction), did temperature play any role in the outcome? Give a few words of explanation for why this might be. Aldehydes : Benzaldehyde, 2,2-Dimethyl-pentan-3-one Bases: KOH or LDA Solvents: Ethanol, Ether Reactions: Benzaldehyde + 2,2-Dimethyl-pentan-3-one + Ethanol + KOH or LDA Benzaldehyde 2,2-Dimethyl-pentan-3-one + Ether + KOH or LDA
Which side product could be expected in this reaction if the product of the first addition, benzalacetone, reacts with acetone instead of the benzaldehyde? please show the structure of the side product and the mechanistic step(s) showing how it is formed. thanks in advance
Draw a structural formula for the major organic product of each reaction and specify the most likely mechanism by which each is formed. (g) CH3CH2ONa++CH2=CHCH2Clethanol
Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans diols, only one is formed. How do you account for this stereoselectivity?
Please help me with the mechanism below: 1. Draw the mechanism for the reaction described here - preparation of (4-picolyl)-triphenylphosphonium Chloride. Reagents: 4-picolyl chloride (also known as 4-pyridylmethyl chloride and 4-(chloromethyl) pyridine), triphenylphosphine, dimethylformamide. Heat is used in this reaction (80 degrees Celsius).
Draw the products and necessary reagents of the three step retrosynthetic reaction sequence shown below. Use wedge and dash bonds to indicate stereochemistry where appropriate. Ignore inorganic byproducts. Please choose from the following options for each of the reagents. (top reagents options) A. HNO3, cat. H2SO4 B. SO3, cat. H2SO4 C. CH3C(=O)Cl, AlCl3 D. Cl2, FeCl3 E. H2O, HCl (reagents option to the right) (top reagents options) A. HNO3, cat. H2SO4 B. SO3, cat. H2SO4 C. CH3C(=O)Cl, AlCl3 D. Cl2, FeCl3 E. H2O, HCl
Arrange the following compounds in order of increasing reactivity to nucleophilic addition.I. Pentan-2-one II. Pentanal III. 3-methybutan-2-one A. III, II, I B. I, II, III C. II, I, III D. III, I, II
If anhydrides react like acid chlorides with the nucleophiles, draw the products formed when each of the following nucleophiles reacts with benzoic anhydride [(C6H5CO)2O]: (a) CH3MgBr (2 equiv), then H2O; (b) LiAlH4, then H2O; (c) LiAlH[OC(CH3)3]3, then H2O.

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