When a 1:1 mixture of ethyl propanoate and ethyl acetate is treated with sodium ethoxide, four Claisen condensation products are possible. Draw the structure(s) of the product(s) that do not have a chiral center. Although chirality may be mentioned in the question, do not include chirality in your drawings. Do not draw organic or inorganic by-products. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu.

When a 1:1 mixture of ethyl propanoate and ethyl acetate is treated with sodium ethoxide, four Claisen condensation products are possible. Draw the structure(s) of the product(s) that do not have a chiral center. Although chirality may be mentioned in the question, do not include chirality in your drawings. Do not draw organic or inorganic by-products. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter27: Biomolecules: Lipids

Section27.SE: Something Extra

Problem 18AP: Fats can be either optically active or optically inactive, depending on their structure. Draw the...

See similar textbooks

Similar questions

A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. Does the product have any asymmetric carbon atoms or other stereocenters?
Click the "draw structure" button to launch the drawing utility. Phenylacetaldehyde is partly responsible for the fragrance of the flowers of the plumeria tree, which is native to the tropical and subtropical Americas. Draw the product formed when phenylacetaldehyde (C,H;CH,CHO) is treated with NaCN and HCl. Do not specify the stereochemistry of the product. draw structure ...
Predict the oxidation product of treating dihydronaphthalene with the reagents shown. Only draw one enantiomer if more than one is possible. Include H's on chirality centers. Note that MCPBA is meta-chloroperoxybenzoic acid. 1) MCPBA, CH,CI, 2. H*, H,0
1. There is one compound (that contains only one carbonyl group) that gives both a positive iodoform test and a positive Tollens’ test. This compound is not included in the table of unknowns. Use your knowledge of the test to predict this compound and draw it. Hint: the molecular weight of the compound is less than 60 2. Draw the structure of a molecule, an unknown aldehyde or ketone listed in the tables, that would show a negative Tollens’ test and a negative iodoform test. There is more than one correct answer. Draw one! 3. You acquired the following data: bp 173 °C; – Tollens’, + iodoform tests; semicarbazone mp 105 °C. You are very confident that your unknown is 2- octanone. Data is spot on, excluding the semicarbazone mp. You suspect the suppressed mp is due to wet crystals. What process or technique (other than continued oven drying) can help you obtain more pure semicarbazone and thus a more accurate mp for comparison? Please write answer in box at right.
Draw the major organic product formed in the following reaction. (The reaction stoichiometry is 1 mol reactant: 1 mol Br2.)
9) a) Diagram the acid (H3O+) catalyzed enolizaton of acetaldehyde. . b) Diagram the base (OH-) catalyzed formation of cyclopentanone from its enol form.
How many different Claisen condensation products are possible in the reaction of equal amounts of ethyl acetate (CH3CO2Et) and ethyl propanoate (CH3CH2CO2Et)?
. The following structure represents cortisol, an anti-inflammatory. Indicate in the structure the functional group that will be attacked together with the reagent (chemical formula) that attacks you from the following reagent list. There can be more than one reagent that attacks the same functional group. NOT DRAW THE PRODUCT TO BE FORMED.
Draw the major organic product of this Fischer esterification. Assume that the alcohol is present in excess. COOH COOH ● CH3OH (excess) H* • You do not have to consider stereochemistry. Do not include lone pairs in your answer. They will not be considered in the grading.
From the table of available reagents select the one(s) you would use to convert butanoic acid to each of the following products: (Use the minimum number of steps; from one to six are required. List reagents by letter in the order that they are used; example: fa. NOTE: Assume that a normal aqueous (or mild acid) workup follows each reaction; you do not need to add reagents for the workup.) Reagents Available a. benzene/AlCl3 d. H₂O, H₂SO4 b. (CH3)2CuLi e. H₂, Pd/C c. CH3NH₂ f. K* -OC(CH3)3 1-bromobutane butanenitrile g. LiAlH4 h. NaCN i. NH3 j. PBr3 k. Dess-Martin periodinane I. SOCI₂
From the table of available reagents select the one(s) you would use to convert butanoic acid to each of the following products: (Use the minimum number of steps; from one to six are required. List reagents by letter in the order that they are used; example: fa. NOTE: Assume that a normal aqueous (or mild acid) workup follows each reaction; you do not need to add reagents for the workup.)
From the table of available reagents select the one(s) you would use to convert butanoic acid to each of the following products: (Use the minimum number of steps; from one to six are required. List reagents by letter in the order that they are used; example: fa. NOTE: Assume that a normal aqueous (or mild acid) workup follows each reaction; you do not need to add reagents for the workup.) Reagents Available a. benzene/AlCl³ b. (CH3)2Culi C. CHÍNH, pentanenitrile butanenitrile d. H₂O, H₂SO4 e. H₂, Pd/C f. K* OC(CH3)3 g. LIAIH h. NaCN 1. NH3 j. PBr3 k. Dess-Martin periodinane 1. SOCI₂