Alcohols, Diols, Thiols Flashcards

(58 cards)

1
Q

What are alcohols ?

A

Organic compounds containing hydroxyl groups

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2
Q

What is the most common and useful compound in nature, in industry, and around the house ?

A

Alcohol

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3
Q

Ethyl alcohol was considered to be what?

A

The essence of wine

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4
Q

Where is ethyl alcohol found in?

A

Alcoholic beverages, cosmetics, and drug preparations

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5
Q

What is methyl alcohol used as ?

A

A fuel and solvent

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6
Q

What is isopropyl alcohol use for ?

A

As a skin cleanser for injections and minor cuts

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7
Q

What are alcohols with two OH groups called ?

A

Diols or glycols

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8
Q

What does the term glycol generally mean ?

A

1,2 - diol or vicinal diol

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9
Q

How are glycols usually synthesized ?

A

By the hydroxylation of alkenes, using peroxyacids, osmium tetroxide, or potassium permanganate

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10
Q

What are phenols ?

A

Compounds in which an OH group is directly attached to an aromatic ring

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11
Q

How do phenols differ from alcohols ?

A

Phenols are more acidic in water

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12
Q

What alcohols are liquid at room temperature ?

A

11 to 12 carbon atoms

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13
Q

Which alcohols are heavier but still fruity odors ?

A

Higher alcohols

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14
Q

What are the two important intermolecular forces es responsible for the boiling point of alcohols ?

A

Hydrogen bonding
Dipole-dipole attractions

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15
Q

Which is the major intermolecular attraction responsible for ethanols high boiling point ?

A

Hydrogen bonding

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16
Q

Dipole-dipole attractions also contribute to what ?

A

To the relatively high boiling points of alcohols and ethers

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17
Q

Explain the solubility of alcohols in water

A

Alcohols form hydrogen bonds with water, and several of the lower-molecular-weight alcohols are miscible with water

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18
Q

When does the water solubility of alcohol decrease?

A

When the alkyl group becomes larger

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19
Q

What is the use of methanol ?

A

Industrial solvent
Preparation of methyl ethers, methyl esters and other compounds used in plastic, medicine, fuels and solvents

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20
Q

Why is methanol most common industrial solvent ?

A

Cheap
Relatively less toxic
Dissolves a wide variety of polar and non polar substances

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21
Q

What is ethanol used for ?

A

Excellent solvent of low toxicity that is cheap to produce
Good motor fuel
Ingredient in many mouthwashes

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22
Q

What are both ethanol and propane-2-ol used for?

A

Topical antiseptic

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23
Q

How is alkoxide ion formed ?

A

By removing the hydroxyl proton from alcohol by reduction with active metal such as sodium or potassium

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24
Q

The reactivity of alcohols towards sodium and potassium decreases in what order ?

A

Methyl
Primary
Secondary
Tertiary

25
Sodium reacts quickly with what ?
Primary alcohols and some secondary alcohols
26
What reacts quickly with tertiary alcohols and some secondary?
Potassium, as it is more reactive than sodium
27
What is more acidic phenol or cyclohexanol ?
Phenol
28
Why is phenol acidic ?
29
What was phenol once called “
Carbolic acid because of its stability to neutralize common bases
30
What is phenol used as ?
Antiseptic agent
31
What are grignards reagents ?
Strong nucleophiles and strong bases
32
What is the most useful nucleophilic reaction of Grignard reagents ?
Additions to carbonyl groups
33
Grignards reagents first adds to what ?
Ketones, aldehydes, formaldehyde to form an alkoxide ion
34
How is alkoxide ion turned into alcohol ?
Additional of dilute acid
35
How is primary alcohol formed ?
By addition of Grignard reagent to a formaldehyde, followed by protonation
36
Formation of primary alcohols
37
How are secondary alcohols formed ?
By addition of Grignard reagent to an aldehyde in ether, followed by protonation
38
Formation of secondary alcohols
39
How are tertiary alcohols formed ?
By addition of Grignard reagent to ketones, followed by protonation
40
Formation of tertiary alcohol
41
Oxidation of primary alcohols leads to what ?
Aldehyde and further oxidation leads to acid
42
Secondary alcohols are oxidized to what ?
Ketones
43
Tertiary alcohols are oxidized to what “
They can’t be oxidized
44
Oxidation of primary alcohols
45
What acid is used for oxidation if secondary alcohols ?
Chromic acid reagent
46
Oxidation of secondary alcohols
47
Why are tertiary alcohols resistant to oxidation ?
Tertiary alcohols don’t have hydrogen atoms so a carbon-carbon bond needs to be broken which requires severe conditions
48
Alcohols are reduced to what ?
Alkanes
49
Why is reduction of alcohols rare?
Because it removes a functional group, leaving fewer options for further reactions
50
What are the steps to reduce alcohol ?
By dehydration to an Alkene, then hydrogenating the Alkene
51
Reduction of alcohols
52
What is bimolecular dehydration of alcohols?
Type of condensation that joins two or more molecules often with the loss of a small molecule like water
53
What is bimolecular dehydration of alcohol used for ?
For the industrial synthesis of diethyl ether and dimethyl ether
54
What are the two reactions included in bimolecular dehydration ?
Elimination, substitution
55
How to get a carboxylic ester ?
Replacing the OH group of a carboxylic acid with the OR group of an alcohol
56
Fischer esterification
57
What is the application of ester as drugs ?
58
What is the application of alcohols in metabolism of drugs ?