Chapter 15: Q4. (page 570)
Questions: Draw all constitutional isomers formed by monochlorination of each alkane.
a.
b.
c.
Short Answer
Answer
a.
b.
c.
Chapter 15: Q4. (page 570)
Questions: Draw all constitutional isomers formed by monochlorination of each alkane.
a.
b.
c.
Answer
a.
b.
c.
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Get started for freeQuestion: Draw the products of radical chlorination and bromination of each compound. For which compounds is a single constitutional isomer formed for both reactions? What must be true about the structure of a reactant for both reactions to form a single product?
Question: PGF2 (Section 4.15) is synthesized in cells from arachidonic acid C20H32O2 using a cyclooxygenase enzyme that catalyzes a multistep radical pathway. Part of this process involves the conversion of radical A to PGG2, an unstable intermediate, which is then transformed to PGF2 and other prostaglandins. Draw a stepwise mechanism for the conversion of A to PGG2 . (Hint: The mechanism begins with radical addition to a carbon-carbon double bond to form a resonance-stabilized radical.
Question:A and B, isomers of molecular formula C3H5Cl3 , are formed by the radical chlorination of a dihalide C of molecular formula C3H6Cl2 .
(a) Identify the structures of A and B from the following NMR data:
Compound A: singlet at 2.23 and singlet at 4.04 ppmCompound B: doublet at 1.69, multiplet at 4.34, and a doublet at 5.85 ppm
(b) What is the structure of C?
Question: What is the major monobromination product formed by heating each alkane with Br2 ?
Question:(a) Draw all stereoisomers of molecular formula C5H10Cl2 formed when (R)-2-chloropentane is heated with Cl2 .
(b) Assuming that products having different physical properties can beseparated into fractions by some physical method (such as fractional distillation), how many different fractions would be obtained?
(c) Which of these fractions would be optically active?
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