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29 Cards in this Set

  • Front
  • Back
What's an example of a ketone and what is its use?
Acetone

Can be used as a nail polish remover.
What's an example of an aldehyde and its use?
Formaldehyde

Can be used to make fabrics.
Which have a higher boiling point: ketones or alkanes?
Ketones
What determines the solubility of ketones and aldehydes?
The carbonyl bonds with carbon. If there are 1-4 carbons it's very soluable. Any with 5 carbons or more aren't very soluable.
Oxidize CH3 - CH2 - OH
Ethanol (1') oxidizes into ethanol

CH3 - COH

[double bond to oxygen]
Oxidize CH3-COH
Ethanol oxidizes to ethanoic acid, CH3-COOH

[double bond to one oxygen]
Oxidize propanone
Propanone is a ketone and cannot be oxidized.
Primary alcohols oxidize to form ...
Aldehydes
Aldehydes oxidize to form ...
Carboxylic acids
Secondary alcohols oxidize to form ...
Ketones
What would be a good test to determine if you had a ketone or aldehyde?
Tollens' test

Oxidizes aldehyds, but not ketones
What would be a good test to determine if you had a aldehyde with an adjacent hydroxyl group?
Benedict's test

Gives a positive (red) test when aldehyde is adjacent to a hydroxyl group.
Draw the condensed structural formula of the alcohol needed to give the following oxidation product:

O=
CH3 - C - OH

[oxygen is double bonded to carbon]
CH3-CH2-OH --> CH3-COH --> CH3-COOH

2nd and 3rd reaction have a double bond between the carbon and the oxygen
What does Tollen's oxidize?
It will oxidize aldehydes.

It doesn't oxidize ketones
What is oxidation?
The addition of oxygen to a molecule or the removal of hydrogen from a molecule.
What is reduction?
The addition of hydrogen to a molecule or the removal of oxygen from a molecule.
What do aldehydes reduce to?
They reduce to primary alcohols.
What do ketones reduce to?
They reduce to secondary alcohols.
Define reduction
Decreasing the number of carbon-oxygen bonds by the addition of hydrogen or the loss of oxygen.
Draw the condensed structural formula of the alcohol needed to give formaldehyde
CH3-OH
Draw the condensed structural formula of the alcohol needed to make 3-methylcyclohexanone.
Hexanol (6-carbon ring with OH at first carbon, and methyl group at carbon three)
When a polar molecule (X---Y adds to a carbonyl group of an aldehyde or ketone, what is made?

Note: the x is + and y is -
The carbon is attached to:

- (O-X)
- Y
- H
- H
What does water do to a carbonyl?
It breaks apart the double bond and then the carbon is attached to two OH groups.

A carbon that was once attached to 2 hydrogens and double bonded to a carbon would produce:

- H
- H
- OH
- OH
What is produced when a ketone or aldehyde reacts with an alcohol?
They form an acetal.
What does acetaldehyde and methyl alcohol produce?
Acetaldehyde dimethyl acetal
Hemiacetal
The intermediate formed when one of the two alcohol molecules adds to the carbonyl carbon.
What is the hemiacetal and acetal formed when acetaldehyde and methyl alcohol react?
Hemiacetal: CH3-C-H with the carbon attached to an OH and a O-CH3

Acetal: Acetaldehyde dimethyl acetal
A molecule that contains a carbon atom attached to a hydroxyl group and an ethoxy group
Hemiacetal
The product that forms when two molecules of an alcohol add to an aldehyde.
An acetal.