Concept explainers
a) CH3CH=CH2
Interpretation:
Can CH3CH=CH2 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.
Concept introduction:
The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.
To change:
Whether CH3CH=CH2 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.
b) (CH3)2C=CHCH3
Interpretation:
Can (CH3)2C=CHCH3 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.
Concept introduction:
The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.
To change:
Whether (CH3)2C=CHCH3 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.
c) CH3CH2CH=CHCH3
Interpretation:
Can CH3CH2CH=CHCH3 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.
Concept introduction:
The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.
To state:
Whether CH3CH2CH=CHCH3 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.
d) (CH3)2C=C(CH3)CH2CH3
Interpretation:
Can (CH3)2C=C(CH3)CH2CH3 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.
Concept introduction:
The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.
To state:
Whether (CH3)2C=C(CH3)CH2CH3 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.
e) ClCH=CHCl
Interpretation:
Can ClCH=CHCl exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.
Concept introduction:
The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.
To state:
Whether ClCH=CHCl can exist as a pair of cis-trans isomers and to draw their structures with the geometry.
f) BrCH=CHCl
Interpretation:
Can BrCH=CHCl exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.
Concept introduction:
The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.
To state:
Whether BrCH=CHCl can exist as a pair of cis-trans isomers and to draw their structures with the geometry.
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Chapter 7 Solutions
Organic Chemistry
- 1. Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2 ¬ C3 bond (b) 3,3-dimethylhexane about the C3 ¬ C4 bond2. refer to the questions below:arrow_forwardDraw structures that fit each description and name the functional group in each molecule: (a) two constitutional isomers with molecular formula C5H10O that contain different functional groups; (b) two constitutional isomers with molecular formula C6H10O that contain the same functional group.arrow_forwardWhich of the following substances exist as can cis–trans isomers? Draw both isomers for those that do.(a) 2,3-Dimethylpent-2-ene (condensed structures only)(b) 2-Methylhex-2-ene (both condensed and line structures)(c) Hex-2-ene (line structures only)arrow_forward
- (d) CH3 CH3 (е) HCI HCI Ether Etherarrow_forwardDraw structures that t each description and name the functional group in each molecule: (a) two constitutional isomers with molecular formula C5H10O that contain different functional groups; (b) two constitutional isomers with molecular formula C6H10O that contain the same functional group.arrow_forwardDraw the skeletal structure of the following organic molecules. (i) 4-chloropentanal (ii) 2,3-dimethylbutan-1-ol (iii) CH3CH(OH)CH₂CN (you can leave the nitrile group as -CN) Name the organic molecules shown below. (i) (CH3)2C=CHCH₂CH3arrow_forward
- Give the systematic name of each of the compounds shown in the picture.arrow_forwardWhich of the following cycloalkanes show cis-trans isomerism? For each thatdoes, draw both isomers. (a) Methylcyclopentane(c) 1,3-Dimethylcyclobutane (b) 1,1-Dimethylcyclopentanearrow_forwardQ6(a) Explain why the structure below cannot have cis or trans isomers H CH. C=C H CHarrow_forward
- Two VSEPR diagrams for Molecule 2 are given below. They are conformational isomers or molecules that place atoms differently in space because of the rotation of a single bond. Conformer 3 H H H H H H C4 Conformer 4 H 3. (b) Can you "see" either of the two conformational isomers (Conformer 3 or Conformer 4) in the line drawing that you drew for Molecule 2? Explain your answer.arrow_forwardWhich of the following cycloalkanes are capable of geometric (cis-trans) isomerism?Draw the cis and trans isomers.(a) 3-ethyl-1,1-dimethylcyclohexane (b) 1-ethyl-3-methylcycloheptane(c) 1-ethyl-3-methylcyclopentane (d) 1-cyclopropyl-2-methylcyclohexanearrow_forward2. Draw CH3-CH=C(CH3)Br first as the cis isomer, then as the trans isomer:arrow_forward
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