a) m-Chloronitrobenzene.
Interpretation:
How to synthesize m-chloronitrobenzene from benzene is to be shown.
Concept introduction:
In
To show:
How to synthesize m-chloronitrobenzene from benzene.
b) m-Chloroethylbenzene.
Interpretation:
How to synthesize m-chloroethylbenzene from benzene is to be shown.
Concept introduction:
Since a meta halogen substituted alkyl benzene is to be synthesized benzene is first converted into a meta directing
To show:
How to synthesize m-chloroethylbenzene from benzene.
c) 4-Chloro-1-nitro-2-propylbenzene.
Interpretation:
How to synthesize 4-chloro-1-nitro-2-propylbenzene from benzene is to be shown.
Concept introduction:
Since a propyl benzene with a nitro group in the ortho position and a Cl at meta position is to be synthesized. Benzene is first converted into a meta directing ketone by Friedal-Crafts acylation. The ketone upon halogenation will yield a m-halogen substituted ketone which can be reduced to a m-chloroalkyl benzene. Alkyl groups are o- and p- directing. Hence by nitrating the m-chloroalkyl benzene the desired product can be synthesized.
To show:
How to synthesize 4-chloro-1-nitro-2-propylbenzene from benzene.
d) 3-Bromo-2-methylbenzenesulfonic acid.
Interpretation:
How to synthesize 3-bromo-2-methylbenzenesulfonic acid from benzene is to be shown.
Concept introduction:
A benzenesulfonic acid with a methyl group in the ortho position and a Br at the meta position is to be synthesized. Benzene is first converted into toluene by Friedal-Crafts alkylation. The toluene upon sulfonation will yield a methyl sulfonic acid. By brominating the methylsulfonic acid the desired product can be synthesized.
To show:
How to synthesize 3-bromo-2-methylbenzenesulfonic acid from benzene.
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Chapter 16 Solutions
Organic Chemistry
- A pdf file of your hand drawn, stepwise mechanisms for the reactions. For each reaction in the assignment, you must write each mechanism three times (there are 10 reactions, so 30 mechanisms). (A) do the work on a tablet and save as a pdf., it is expected to write each mechanism out and NOT copy and paste the mechanism after writing it just once. Everything should be drawn out stepwise and every bond that is formed and broken in the process of the reaction, and is expected to see all relevant lone pair electrons and curved arrows.arrow_forwardNonearrow_forwardNonearrow_forward
- Draw the structure of the product of the reaction given the IR and MS data. Spectral analysis of the product reveals: MS: M 150, M-15, M-43 CH.COCI AICI, IR: 3150-3000 cm, 2950-2850 cm and 1700 cmarrow_forwardPart II. Identify whether the two protons in blue are homotopic, enantiopic, diasteriotopic, or heterotopic. a) HO b) Bri H HH c) d) H H H Br 0arrow_forwardNonearrow_forward
- Choose the option that is decreasing from biggest to smallest. Group of answer choices: 100 m, 10000 mm, 100 cm, 100000 um, 10000000 nm 10000000 nm, 100000 um, 100 cm, 10000 mm, 100 m 10000000 nm, 100000 um, 10000 mm, 100 cm, 100 m 100 m, 100 cm, 10000 mm, 100000 um, 10000000 nmarrow_forwardQ1. (a) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH3. Use curved arrows to show the electron movement. (b) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH4*. Use curved arrows to show the electron movement.arrow_forwardWhich is NOT the typical size of a bacteria? 1000 nm 0.001 mm 0.01 mm 1 umarrow_forward
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