g a solid organic waste (generic formula: C) is degraded by CO2 by microbial processes. Does this mean C is getting oxidized
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Answer:
React it with CH₃MgBr and work up the product with saturated ammonium chloride solution
Explanation:
Grignard reagents convert esters into tertiary alcohols.
The general equation is
The Grignard reagent in this synthesis is methylmagnesium bromide. You prepare it by reacting a solution methyl bromide in anhydrous ether with magnesium and a few crystals of iodine.
The reaction consumes 3 mol of CH₃MgBr per mole of dimethyl carbonate, and everything happens in the same pot.
Acid workup of the product usually involves the addition of a saturated aqueous solution of ammonium chloride and extraction with a low-boiling organic solvent.
The mechanism involves:
Step 1. Nucleophilic attack and loss of leaving group
(a) The Grignard reagent attacks the carbonyl of dimethyl carbonate, followed by (b) the loss of a methoxide leaving group.
Step 2. Nucleophilic attack and loss of leaving group
(a) A second mole of the Grignard reagent attacks the carbonyl of methyl acetate, followed by (b) the loss of a methoxide leaving group.
Step 3. Nucleophilic attack and protonation of the adduct.
(a) A third mole of the Grignard reagent attacks the carbonyl of acetone, followed by (b) protonation of the alkoxide to form 2-methylpropan-2-ol.
Hydroboration-oxidation is a reaction which follow anti markonikov orientation.
The stereochemistry of hydroboration-oxidation follows syn-adition being a stereospecific reaction. That means that boron and hydrogen are added from the same side. Then, when the oxidation occurs, the boron is replaced by an hydroxyl having the same geometric position.
