
(a)
Interpretation:
The given synthesis scheme is to be converted to word form that can be used as instructions in the laboratory.
Concept introduction:
The synthesis scheme is the balanced chemical equation written for carrying out a sequence of reactions with specified steps. The synthetic step displays that the reactants are converted to the product by reacting with reagents in the required conditions.
The structures on the left side of the reaction arrow () are the reactants. The reagents used are written above the arrow, and the reaction conditions including solvent, temperature, pH, time of reaction, etc. are written below the arrow. If more than one sequence is combined in one step, then the reagents are numbered according to their sequence and can be written above and below the reaction arrow. In such cases, the reaction conditions are separated from the reactant or reagent by either a comma or a slash. The numbers given to reagents represent that the reaction goes to completion before the next reagent is added. The structures on the right side of the reaction arrow
() are the products. The product of the previous step is the reactant of the next step. While writing the synthetic scheme in word form, the

Answer to Problem 13.28P
The word form for the given synthesis scheme is:
The starting . Then, treat
with phosphoric acid at
to form
.
Explanation of Solution
The given synthesis scheme is:
In the given synthetic route, the reactant having functional group epoxide is converted to an alcohol named which is further converted to an
on reaction with appropriate reagents as mentioned. In the first step, the first reagent used is phenylmagnesium bromide in the solvent diethyl ether, and the second reagent is
which represents the aqueous acidic condition. In the second step, the reagent is phosphoric acid and
is the reaction temperature. Thus, the word form of the above synthetic scheme can be written as follows:
The starting epoxide reacts with phenylmagnesium bromide in the solvent diethyl ether followed by aqueous acid, to form . Then, treat
with phosphoric acid at
to form
.
The given synthesis scheme is converted to word form by identifying the names of reactants, reagents, and products.
(b)
Interpretation:
The given synthesis scheme is to be converted to word form that can be used as instructions in the laboratory.
Concept introduction:
The synthesis scheme is the balanced chemical equation written for carrying out a sequence of reactions with specified steps. The synthetic step displays that the reactants are converted to products by reacting with the reagents in the required conditions.
The structures on the left side of the reaction arrow () are the reactants. The reagents used are written above the arrow, and the reaction conditions including solvent, temperature, pH, time of reaction, etc. are written below the arrow. If more than one sequence is combined in one step, then the reagents are numbered according to their sequence and can be written above and below the reaction arrow. In such cases, the reaction conditions are separated from the reactant or reagent by either a comma or a slash. The numbers given to reagents represent that the reaction goes to completion before the next reagent is added. The structures on right side of the reaction arrow (
) are the products. The product of the previous step is the reactant of the next step. While writing the synthetic scheme in word form, the functional groups involved in the reactants and the functional groups produced in the product are to be identified.

Answer to Problem 13.28P
The word form for the given synthesis scheme is:
Phenylehtanone reacts with lithium diisopropylamide followed by iodomethane, to produce phenylpropanone. Then, add the molecular bromine in the presence of acetic acid to form which further reacts with sodium acetate to yield the final product.
Explanation of Solution
The given synthesis scheme is:
The given synthetic route is of three steps. In the first step, the reactant having functional group alpha bromo ketone named
, which, in the third step, is further converted to the final product having the ester functional group. In the first step, the first reagent used is lithium diisopropylamide, and the second reagent is iodomethane. In the second step, the reagent is molecular bromine in acetic acid. The reagent for the third step is sodium acetate. Thus, the word form of the above synthetic scheme can be written as follows:
Phenylehtanone reacts with lithium diisopropylamide followed by iodomethane to produce phenylpropanone. Add the molecular bromine in presence of acetic acid to phenylpropanone to form which further reacts with sodium acetate to yield THE final product.
The given synthesis scheme was converted to word form by identifying the names of reactants, reagents, and products.
(c)
Interpretation:
The given synthesis scheme is to be converted to word form that can be used as instructions in the laboratory.
Concept introduction:
The synthesis scheme is the balanced chemical equation written for carrying out a sequence of reactions with specified steps. The synthetic step displays that the reactants are converted to the product by reacting with reagents in the required conditions.
The structures on the left side of the reaction arrow () are the reactants. The reagents used are written above the arrow, and the reaction conditions including solvent, temperature, pH, time of reaction, etc. are written below the arrow. If more than one sequence is combined in one step, then the reagents are numbered according to their sequence and can be written above and below the reaction arrow. In such cases, the reaction conditions are separated from the reactant or reagent by either a comma or a slash. The numbers given to reagents represent that the reaction goes to completion before the next reagent is added. The structures on right side of the reaction arrow (
) are the products. The product of the previous step is the reactant of the next step. While writing the synthetic scheme in word form, the functional groups involved in the reactants, and the functional groups produced in the product are to be identified.

Answer to Problem 13.28P
The word form for the given synthesis scheme is:
Heat in aqueous hydrochloric acid to form
, add phosphorous tribromide to it to produce
. Then, react
with sodium azide to yield the final product.
Explanation of Solution
The given synthesis scheme is:
The given synthetic route is of three steps. The nitro functional group remains as it is throughout the reaction sequence, and so, is not considered. In the first step, ether functional group is converted to an alcohol. In the second step, group of alcohol is replaced by bromine, which in the third step is replaced by
. In the first step, the reagent used is
that represents acidic condition where
is the symbol used for heat. In the second step, the reagent is
, phosphorous tribromide, and in the third step, the reagent used is sodium azide,
. Thus, the word form of the above synthetic scheme can be written as follows:
Heat in aqueous hydrochloric acid to form
, and add phosphorous tribromide to it to produce
. Then, react
with sodium azide to yield the final product.
The given synthesis scheme was converted to word form by identifying the names of reactants, reagents, and products.
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Chapter 13 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Draw the Haworth projection of the disaccharide made by joining D-glucose and D-mannose with a ẞ(1-4) glycosidic bond. If the disaccharide has more than one anomer, you can draw any of them. Click and drag to start drawing a structure. Xarrow_forwardEpoxides can be opened in aqueous acid or aqueous base to produce diols (molecules with two OH groups). In this question, you'll explore the mechanism of epoxide opening in aqueous acid. 2nd attempt Be sure to show all four bonds at stereocenters using hash and wedge lines. 0 0 Draw curved arrows to show how the epoxide reacts with hydronium ion. 100 +1: 1st attempt Feedback Be sure to show all four bonds at stereocenters using hash and wedge lines. See Periodic Table See Hint H A 5 F F Hr See Periodic Table See Hintarrow_forward03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Brarrow_forward
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- Alcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The reaction mechanism typically involves a carbocation intermediate. > 3rd attempt 3343 10 8 Draw arrows to show the reaction between the alkene and hydronium ion. that 2nd attempt Feedback 1st attempt تعمال Ju See Periodic Table See Hint F D Ju See Periodic Table See Hintarrow_forwardDraw the simplified curved arrow mechanism for the reaction of acetone and CHgLi to give the major product. 4th attempt Π Draw the simplified curved arrow mechanism T 3rd attempt Feedback Ju See Periodic Table See Hint H -H H -I H F See Periodic Table See Hintarrow_forwardSelect the correct reagent to accomplish the first step of this reaction. Then draw a mechanism on the Grignard reagent using curved arrow notation to show how it is converted to the final product. 4th attempt Part 1 (0.5 point) Select the correct reagent to accomplish the first step of this reaction. Choose one: OA Mg in ethanol (EtOH) OB. 2 Li in THF O C. Li in THF D. Mg in THF O E Mg in H2O Part 2 (0.5 point) Br Part 1 Bri Mg CH B CH, 1 Draw intermediate here, but no arrows. © TE See Periodic Table See Hint See Hint ין Harrow_forward
- Select the product for the following reaction. HO HO PCC OH ○ OH O HO ○ HO HO HOarrow_forward5:45 Х Select the final product for the following reaction sequence. O O 1. Mg. ether 2.D.Oarrow_forwardBased on the chart Two similarities between the molecule with alpha glycosidic linkages. Two similarities between the molecules with beta glycosidtic linkages. Two differences between the alpha and beta glycosidic linkages.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
