Orgo 2 Post Lab 10

Draw the two resonance structures of the enolate anion intermediate for this reaction.

2 CH3COOCH,CH3 C2H5O'K*/C2H5OH ---> CH3COCH,COOCH,CH3 [+] Hofmann elimination Clemmensen reduction Claisen condensation O Cannizzaro reaction O Aldol condensation

ed [Review Topics] [References] Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below. ОН O ● ● ● ● H 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. ***** ? Ⓡ ChemDoodle ↑

Show a possible pathway and include all intermediate and reagents.

resource from Cengage Learning - Google Chrome ssignment/takeCovalentActivity.do?locator=assignment-take e by the Aldol Condensation (References) OH base + H,0 heat H. H3C H. The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a B-hydroxy carbonyl compound. In the mixed aldol reaction, the best results are obtained when one of the partners does not have an a-hydrogen. It cannot form an enolate anion and can therefore not undergo self-reaction. The enolizable aldehyde is added slowly to a basic solution of the first aldehyde so that the mixed product is preferentially formed. Under reaction conditions slightly more vigorous…

Please help me answer questions 4 and 5 as seen in the photo!

Draw the structure for the product formed in each step in the following synthetic sequence.

The reaction below is a base-catalyzed aldol reaction. O || CH₂-C-H CH3-C-H Ethanal (Acetaldehyde) H I CH3-C-H Ethanal (Acetaldehyde) NaOH Draw curved arrows to show the movement of electrons in the step of the mechanism shown below. Arrow-pushing Instructions AC⇒x= :O: || :CH₂-C-H OH Bl CH3-CH—CH2-CH -CH₂-1-1 a 3-Hydroxybutanal (B-hydroxyaldehyde; formed as a racemic mixture) :0: :0: || CH3—CH—CH2-C-H A tetrahedral carbonyl addition intermediate X

Draw the structure of the product of the Michael reaction between propenamide and diethyl malonate

Please help with question 38

This reaction is an example of conjugate addition of a nucleophile to an a,ẞ-unsaturated carbonyl. O CH3CH2CH2CH=CHCSCOA H₂O OH CH3CH2CH2CHCH2CSCOA Draw the two resonance structures of the enolate anion intermediate for this reaction. • Draw an R1 group in place of COA. The R group tool is located in the charges and lone pairs drop-down menu. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the drop-down menu. ->> 90-87 O + ? ChemDoodle >

Explain why the 'H NMR supports the chemical structure (Aldol) The structural formula of the structure is C15H18O2. The name of the above structure is 3-(2-oxocyclohexyl)-3-phenylpropanal. The structure is written on the NMR. If you feel that's not the right structure, what is the correct one?

T 3. The first product made in an acid catalyzed hydration reaction of an alkyne is an unstable functional group called an enol. Enols quickly tautomerize to a carbonyl (either ketone or aldehyde). Starting with the enol, sulfuric acid, and water, draw the complete, detailed mechanism for this acidic tautomerization reaction below. Q Search 6 & 7 Alkyne HgSO4 H₂SO4 H₂O 8 fg OH Enol lyi 9 f10 Ketone O f12 +

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© Macmillan Learning Draw the structure of the organic product formed when the given compounds undergo the three-step reaction sequence indicated. Br 1. NaOC2H5, C2H5OH 2. NaOH, H₂O 3. H3O+, heat Select Draw Templates More C H Q2

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Predict the major product of the given reaction and then draw a reasonable mechanism for the product formation using appropriate curved arrow notation. Part 1: OH H2SO4 (aq) view structure Part 2 out of 4 H,0 H,SO4 HSO, HO finish structure . draw structure . H;O*

If the melting point obtained was 144 degrees Celsius, which structure corresponds to the mixed aldol product obtained.

Review Topics [References] The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the intramolecular aldol condensation The most common partners in the reaction are a nucleophilic donor (such as a cyclic ketone, a Bketo ester, an enamine, or a B-diketone) and an a,B-unsaturated ketone acceptor. The product is a substituted 2-cyclohexenone derivative. Draw the structures of the nucleophilic pyrrolidine enamine and the aB-unsaturated ketone acceptor that were combined in a Robinson annulation to give the following product: ョン ノ 000- IF

Place a square around the compound formed in the transformation shown above that is best described as the (Z)-reaction product.

Draw the MAJOR organic product(s) for each of the following reactions/sequence of reactions. OEt ΕΙΟ OEt OH 1) PCl3 / Br₂ NH2 2) / pyridine 1) EtONa / EtOH 2) H3O+ (dilute) 1) EtONa / EtOH 2) Ph 3) NaOH / H₂O Br 4) H2SO4/H₂O/heat OH 1) SOCI₂ 2) HO- / Et₂N NO2 1) MCPBA / CF3SO₂H 2) Ph-NH2/pyridine 1

Choose the correct order of reagents to complete the following synthesis. To preview image click here Br OH Step 1 [Select] [Select] Step 1 Na2Cr207/H2SO4 Step 2 PCC/CH2C12 1. LIAIH4 2. H3O+ Br Step 2 8 Br

All this worksheet asks for are the major substitution products and the major elimination products, please help me!