(a)
Interpretation: The given compounds are to be labeled as chiral or achiral.
Concept introduction: The organic compounds in which two rings are bonded to each other through one carbon atom are known as spiro compounds. The asymmetrically substituted spiro carbons show chiral nature.
(b)
Interpretation: The given compounds are to be labeled as chiral or achiral.
Concept introduction: The organic compounds in which two rings are bonded to each other through one carbon atom are known as spiro compounds. The asymmetrically substituted spiro carbons show chiral nature.
(c)
Interpretation: The given compounds are to be labeled as chiral or achiral.
Concept introduction: The organic compounds in which two rings are bonded to each other through one carbon atom are known as spiro compounds. The asymmetrically substituted spiro carbons show chiral nature.
(d)
Interpretation: The given compounds are to be labeled as chiral or achiral.
Concept introduction: The organic compounds in which two rings are bonded to each other through one carbon atom are known as spiro compounds. The asymmetrically substituted spiro carbons show chiral nature.
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Chapter 5 Solutions
Organic Chemistry
- Which one of the molecules below has a chiral (optical) isomer? a. C. b. H-C a H3C-C-CH3 H₂C-CH3 с -CH3 d OH d.. H3C- F NH₂ -OH CI H3C-CH₂-COH H₂C-CH3arrow_forwardDetermine whether each compound exhibits optical isomerism. a. CCl, b. CH;-CH2-CH-CH;-CH,-CH2-CH, CH3 H c. CH,-C-CI NH2 d. CH,CHCICH,arrow_forwardDetermine whether each compound exhibits optical isomerism. a. CCI4 b. CH3-CH2-CH-CH,–CH2-CH,-CH3 CH3 с. CH3-C-Cl NH2 d. CH;CHCICH3arrow_forward
- 15. Naming Stereoisomers with Two Chiral Carbons Using the RS System The (RR) isomer of methyphenidate (Ritalin) is used to treat attention deficit hyperactivity disorder (ADHD). The (S.S) isomer is an antidepressant. Identify the two chiral carbons in the structure below. Is this the (R.R) or the (S.S) isomer? Draw the other isomer. HN- H. ..arrow_forward. Determine whether each structure is chiral. CI a. HC-CH, b. CH3-CH-CH-CH3 ČI Cl CH3 c. CH3-CH2-OH CI d. HC-CH2 CH; Brarrow_forward27. The dehydration of ethyl alcohol primarily yields A. Ethylene B. Ethanal C. Ethanoic acid D. Ethane 28. In general, the boiling point of primary alcohol is the boiling point of a linear ether of the same carbon chain length. A. Greater than B. Lower than C. Equal to D. Stronger than 29. Ethyl alcohol and dimethyl ether are isomers. However, they differ in their dipole moment. Which statement is TRUE? A. Dimethyl ether has a lower dipole moment than ethyl alcohol. B. Ethyl alcohol has a lower dipole moment than dimethyl ether. C. Dimethyl ether has a greater bond dipole than ethyl alcohol. D. Ethyl alcohol has a greater bond dipole than dimethyl ether. 30. Based on molecular structure, alcohol molecules and ether molecules are analogues of water. This implies that both molecules can form hydrogen bonds with water molecules. Which statement is FALSE? A. Alcohol molecules are hydrogen bond donors. B. Ether molecules are hydrogen bond acceptors. C. Alcohol molecules are hydrogen bond…arrow_forward
- 2. How many stereoisomers exist for the following molecule? OH A. 2 B. 3 C. 4 D. 6 E 8 23 The following structures represent CH Br CH,Br CH,Br CH,Br A. enantiomers B. diastereomers C. constitutional isomers D. conformers E. none of thesearrow_forwardDraw the structure of all compounds that f t the following descriptions. a. Five constitutional isomers having the molecular formula C4H8. b. Nine constitutional isomers having the molecular formula C7H16. c. Twelve constitutional isomers having the molecular formula C6H12 and containing one ringarrow_forwardWhich of the following must be true for an optically active compound? the molecular configuration is achiral O b. the molecular configuration is chiral O c. the molecular configuration must have two or more stereogenic centers d. the compound is a racemic mixture of enantiomersarrow_forward
- Q1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. C. How are ephedrine and pseudoephedrine related? , d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 825 1S 25arrow_forwardQ1: The shrub ma huang contains two biologically active stereoisomers ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant. a. Draw the structure of naturally occurring (-)-ephedrine, which has the 1R, 25 configuration. b. Draw the structure of naturally occurring (+)- pseudoephedrine, which has the 15,25 configuration. c. How are ephedrine and pseudoephedrine related? N, d. Draw all other stereoisomers of (-)-ephedrine and (+)-pseudoephedrine and give the R,S designation for all stereogenic centers. OH Ephedrine 15 2.5arrow_forward1. Name each compound and determine the relationship between the pairs of compounds. O a. Name: b. Name: N C. Relationship between structures above: Conformational isomer or Structural isomer 2. Name: 3. Is the following structure the cis stereoisomer or the trans stereoisomer?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning