Concept explainers
Videos
The antipsychotic drug flupentixol is prepared by the following scheme:
a)
The alkyl chloride, structure of D has to be identified and R and S configuration has to be assigned for the products.
Concept introduction:
R and S nomenclature: it is used to assign the molecule using CIP rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
Chiral: A molecule is non superimposable on its mirror image is called chiral molecule.
Four different atoms attached to a carbon atom is called chiral molecule.
Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.
Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.
Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.
Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.
Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.
Achiral: A molecule is superimposable on its mirror image is called achiral molecule.
Answer to Problem 81AP
The reaction is given below,
Explanation of Solution
Given information:
The given reactant shown below,
The given compound (A) reacts with chloro propanol gives the compound (C).
The reaction is given below,
The alkyl chloride, structure of D is given and R and S configuration is assigned for the products.
b)
Interpretation:
The alkyl chloride, structure of D has to be identified and R and S configuration has to be assigned for the products.
Concept introduction:
R and S nomenclature: it is used to assign the molecule using CIP rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
Chiral: A molecule is non superimposable on its mirror image is called chiral molecule.
Four different atoms attached to a carbon atom is called chiral molecule.
Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.
Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.
Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.
Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.
Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.
Achiral: A molecule is superimposable on its mirror image is called achiral molecule.
Answer to Problem 81AP
The Grignard reagent is given below,
Explanation of Solution
Given information:
The given reactant shown below,
The Grignard reagent is given below,
The compound (c) reaction with thionyl chloride gives chlorinated compound, then it is reacting with magnesium gives the Grignard reagent (D).
The alkyl chloride, structure of D is given and R and S configuration is assigned for the products.
c)
Interpretation
The alkyl chloride, structure of D has to be identified and R and S configuration has to be assigned for the products.
Concept introduction:
R and S nomenclature: it is used to assign the molecule using CIP rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
Chiral: A molecule is non superimposable on its mirror image is called chiral molecule.
Four different atoms attached to a carbon atom is called chiral molecule.
Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.
Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.
Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.
Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.
Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.
Achiral: A molecule is superimposable on its mirror image is called achiral molecule.
Answer to Problem 81AP
The pair of enantiomers is given below,
Explanation of Solution
Given information:
The given reactant shown below,
The pair of enantiomers is given below,
The compound (D) reaction with compound (E) gives enantiomer of corresponding products.
The alkyl chloride, structure of D is given and R and S configuration is assigned for the products.
d)
Interpretation:
The alkyl chloride, structure of D has to be identified and R and S configuration has to be assigned for the products.
Concept introduction:
R and S nomenclature: it is used to assign the molecule using CIP rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
Chiral: A molecule is non superimposable on its mirror image is called chiral molecule.
Four different atoms attached to a carbon atom is called chiral molecule.
Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.
Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.
Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.
Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.
Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.
Achiral: A molecule is superimposable on its mirror image is called achiral molecule.
Answer to Problem 81AP
The compound (F) undergoes hydrolysis reaction gives E and Z isomers of corresponding products.
Explanation of Solution
Given information:
The given reactant shown below,
The compound (F) undergoes hydrolysis reaction gives E and Z isomers of corresponding products.
The alkyl chloride, structure of D is given and R and S configuration is assigned for the products.
Want to see more full solutions like this?
Chapter 11 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
- 03 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_forwardYou may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Please make it in detail and draw it out too in what step what happens. Thank you for helping me!arrow_forward1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Everything in detail and draw out and write it.arrow_forward
- Calculating the pH at equivalence of a titration 3/5 Izabella A chemist titrates 120.0 mL of a 0.7191M dimethylamine ((CH3)2NH) solution with 0.5501 M HBr solution at 25 °C. Calculate the pH at equivalence. The pk of dimethylamine is 3.27. Round your answer to 2 decimal places. Note for advanced students: you may assume the total volume of the solution equals the initial volume plus the volume of HBr solution added. pH = ☐ ✓ 18 Ar Boarrow_forwardAlcohols 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_forward
- Select 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_forwardSelect 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_forward
- Based 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_forwardplease help fill in the tablearrow_forwardAnswer F pleasearrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning