HW 9

4) When a mixture of two different compounds both containing a hydrogens are placed under acidic or basic conditions, crossed aldol products can be formed. By either self-condensation or cross condensations. Draw the 4 aldol and 4 a.B-unsaturated ketones that can be made from the following mixed system. -OH 4 products One way to control this is by either having only one compound with a hydrogens or by reacting the desired nucleophile with lithium diisopropylamide (LDA) before addition of second carbonyl. The issue here is that this reaction stops at the aldol unless excess base is used. он LDA OH heat Show a synthetic scheme of how to use the following carbonyls to control the formation of each cross product (i.e. each as nucleophile and electrophile, two reactions). and

What types of species are the electrophile and nucleophile in an aldol addition? 1. Nu: ester, E+: carbonyl 2. Nu: carbonyl, E+: carbonyl 3. Nu: carbonyl, E+: ester 4. Nu: ester, E+: ester

Draw the major product of the aldol addition reaction between two of these aldehydes with the conditions provided. Ignore inorganic byproducts. 1. H3O+ H 2. Neutralizing work-up O Q

adol condensation reaction _ org chem

1. Williamson Ether Synthesis Questions for lab , Synthesize phenacetin from acetaminophen (Tylenol) via a Williamson ether synthesis.   a.Find the missing reagent:CH3CH2OH +? → C2H5OC2H5     H2SO4,      H2O     HNO3,     H2CO3     b.What is the nucleophile in this reaction?     H2O     Nu-     RO-     ROH c.If you wanted to prepare Guaifenesin (present in OTC cough meds), choose the alcohol you would start with?     2 methoxy benzoinc acid     2-methoxy benzaldehyde     2-methoxyphenol     2 methoxy anisole d.What was the mechanism of the reaction you used to prepare the ether?     SN1     SN2     E1     E2 e.The reaction given below is known as by which o the following reaction? C2H5ONa+IC2H5→C2H5OC2H5+NaI     Oxidation reaction     Williamson reduction reaction     Williamson ether synthesis     Wittig synthesis f.Chloroethane reacts with X to form diethyl ether. What is X?…

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What is the first step in a base catalyzed aldol reaction?   A. Protonation of Carbonyl group   B. Elimination of Carbonyl with an alkene   C. Formation of an Enolate   D. Elimination of hydroxide   E. Addition of nucleophile to R2C=O

Kindly need help on this questions. Has been stuck on all of it a, b and c T.T

A. Draw the products of the reaction shown below. Use wedge and dish bonds to indicate the dicarbonyl starting material of the reaction shown below. Ignore inorganic stereochemistry. Ignore inorganic byproducts. byproducts. Draw the products resulting from addition of a Grignard reagent to an aldehyde. D. Draw the products resulting from addition of a Grignard reagent to an aldehydom Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicablelgnore any inorganic byproducts. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicablelgnore any inorganic byproducts. 1.00 2. NHSO HO 2.HO Select to Draw 1) PhMgCl (CHMgC CH 2) HCI/H:O ++ 1) vinylmagnesium chloride (CH=CHC 2HC/H.O Select to Edit OH Select to Edit Select to Ede

How does gold help to catalyze the reaction in the gold catalysis experiment? It deprotonates the methanol, making methanol a better nucleophile. оа. o b. It donates electron density to the alkyne, making the alkyne a better nucleophile. О с. It coordinates to the methanol, making methanol a better nucleophile. o d. It coordinates to the alkyne, making the alkyne a better electrophile.

Draw the most likely conjugate base resulting from this acid- base reaction. Include all lone pairs. Ignore inorganic byproducts. :0: :O: NaOEt 0

Aldol reactions are synthetically useful reactions that can be combined with other reactions to create chemically diverse products. Consider the following two-step synthesis and predict the major organic product of a crossed aldol addition reaction followed by a bromination. 1. NaOH, H H. 2. PBr3

6. The synthesis of alpha enol derivatives is important since these compounds with appropriate substituents in the correct positions can have desired biological effects, which is why the study of obtaining these compounds is important. Thus, a reaction from alpha-ketones with a lithium derivative is studied. a. Indicate the reaction intermediate and product. b. Perform the reaction mechanism. Eter H20 Intermediate Product

Draw the major product of the aldol addition reaction between two of equivalents of this aldehyde with the conditions provided. Ignore inorganic byproducts. 1. H3O+ 2. Neutralizing work-up Drawing H Q

Draw the major organic product from the reaction sequence.

Draw the major product of the aldol addition reaction between two equivalents of this ketone with the conditions provided. Ignore inorganic byproducts. 0 ⑤ 1. NaOH 2. Neutralizing work- up

Draw the major product of this aldol addition reaction. Ignore inorganic byproducts. 1. LDA 2. CoHnCHzCHO 3. Neutralizing work-up Drawing Q