ochem 2 lab final

What was the quenching reagent used following the oxidation of an unknown alcohol?

Sodium bisulfate

What was the oxidizing agent used to oxidize unknown alcohols

Bleach

What was the driving force that thermodynamically makes the carbine to carvacol lab proceed?

Aromaticity

Which catalyst was used in the amide synthesis lab?

Aluminum oxide

Why was sodium hydroxide used in wittig lab

To generate a ylide and deprotonate the benzyltriphenhylphosphonium chloride

What is the correct order of addition of reagents in the Aldol Condensation?

Ethanol, Benzaldehyde, acetone, NaOH

What reason explains why we chose which carbonyl compound to add last in the question above? What side reaction and product would you expect to occur if the order of addition was reversed?

Acetone had the alpha hydrogen, so we added it last to avoid it reacting with itself. If added first it would be deportonated and then react with another equivalent of itself

Provide the reaction scheme for the wittig reaction.

Provide the name and abbreviation for the reducing agent in the reduction of an unknown ketone/aldehyde experiment. Is this reducing agent strong or mild? What effect, if any does this reducing agent have on the following: carboxylic acids, aldehydes, ketones, esters, and alcohols?

The reducing agent was sodium borohydride, NaBHa. This is a mild reducing reagent.

It will have no reduction effect for carboxylic acids, esters, or alcohols.

It will reduce aldehydes to primary alcohols and ketones to secondary alcohols.

How was the KI starch paper utilized in the oxidation of the unknown alcohol? What conclusions were you able to draw from the starch paper?

The KI starch paper was used twice in this lab.

The first use was to test for excess oxidant (hypochlorite); if there was excess oxidant in solution, the paper turned blue. This told us the reaction was ready to quench.

The KI starch paper was utilized a second time to ensure the reaction had been fully quenched. If the paper turned blue, that told us to add more quenching agent (sodium bisulfite). The quenching process was complete when the Ki starch paper no longer changed color.

12. Your study group friend, Banks, tells you about a recent Fischer Esterification reaction he completed,

where he combined 8.4 mL of 3-chlorophenol (MW: 128.56 g/mol, d = 1.22 g/ml) with 6.3 mL of

butanoic acid (MW: 88.11 g/mol, d = 1.27 g/mL) in the presence of excess sulfuric acid to form 5.20

mL of 3-chlorophenyl butanoate (MW: 198.65 g/mol, d = 1.57 g/mL). What is the percent yield for

his reaction?

What is the line reaction for the aldol condensation and what is the nucleophile/ electrophile?

How could you shift equilibrium toward the products or reactants in the Fischer esterification?

Le chat principle, steward product by adding more starting material or removing product as formed, toward reactants by increasing concentration of