Concept explainers
a) 2,3-Dichloro-4-methylhexane
Interpretation:
The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane is to be given.
Concept introduction:
The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.
To give:
The structure corresponding to the IUPAC name 2,3-dichloro-4-methylhexane.
b) 4-Bromo-4-ethyl-2-methylhexane
Interpretation:
The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-ethylhexane is to be given.
Concept introduction:
The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.
To give:
The structure corresponding to the IUPAC name 4-bromo-4-ethyl-2-methylhexane.
c) 3-Iodo-2,2,4,4-tetramethylpentane
Interpretation:
The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane is to be given.
Concept introduction:
The longest continuous carbon chain in the molecule is chosen. The chain is numbered from the end which gives lowest number to the substituent either halo or alkyl group present. If different halogens are present they are numbered and listed in the alphabetical order while writing the name. If same two alternatives exist for different substituents, then the chain is numbered from the end that gives lowest number to the substituent that has alphabetical preference.
To give:
The structure corresponding to the IUPAC name 3-iodo-2,2,4,4-tetramethylpentane.
d) cis-1-Bromo-2-ethycyclopentane
Interpretation:
The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane is to be given.
Concept introduction:
The number of carbon atoms present in a cycloalkane ring determine the parent name of the cycloalkane. If substituents are present the ring is numbered in such a way that lowest number is given to the substituents. While writing the name the substituents are arranged first in their alphabetical order followed by the parent name.
To give:
The structure corresponding to the IUPAC name cis-1-bromo-2-ethylcyclopentane.
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Chapter 10 Solutions
Organic Chemistry
- 19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+arrow_forwardLi+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiClarrow_forwardQ4: Write organic product(s) of the following reactions and show the curved-arrow mechanism of the reactions. Br MeOH OSO2CH3 MeOHarrow_forward
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