Chapter 14 Alcohols Flashcards

1
Q

what is an alcohol

A

an organic compound with the OH (hydroxyl) functional group

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2
Q

what are the two ways to name an alcohol

A

-ol suffix

hydroxy- prefix

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3
Q

what is the general formula for an alcohol

A

CnH2n+1OH

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4
Q

what does polyhydric mean

A

multiple alcohol functional groups attached

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5
Q

what is the shape and bond angle of the OH functional group when bonded to a carbon

A

bent

104.5

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6
Q

what is vital when drawing the skeletal formula of an alcohol

A

the bond from the carbon must be drawn to the oxygen not the hydrogen

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7
Q

why are alcohols normally water soluble

A

> O-H is polar due to big difference in electronegativity

>this allows the H in the OH to hydrogen bond to the O in H2O

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8
Q

why do long chain alcohols not normally dissolve in water

A

since the carbon chain is so long a large part of the organic compound is hydrophobic

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9
Q

what can help increase the solubility of an alcohol

A

adding more OH groups along the chain

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10
Q

what two physical properties other than solubility do the hydrogen bonds allow the alcohol to have

A

high melting point

high boiling point

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11
Q

what two reactions can take place to form alcohols

A

hydration of alkenes

fermentation of alkenes

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12
Q

what are the three conditions required for the hydration of alkenes to form alcohols

A

> 100C temp
high pressure
acidic catalyst (phosphoric acid)

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13
Q

why do alcohols produce a blue flame when combusted

A

the OH group means that the compound is already partially oxidised so burns well

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14
Q

what does [O] represent

A

an oxidising agent

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15
Q

what are the products of an oxidation of alcohol reaction dependent on

A

whether the alcohol is primary, secondary, tertiary

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16
Q

what happens when a primary alcohol is oxidised

A

initially an aldehyde is produced as long as the solution is distilled immediately along with water. if continuously heated (refluxed) a carboxylic acid is produced

17
Q

what can you use to determine what type of organic compound the solution is

A

find the boiling point which acts as a diagnostic

aldehyde has the lowest and carboxylic acids the highest

18
Q

what is a reflux reaction

A

when you heat something more strongly with an excess of an oxidising agent

19
Q

what happens when a secondary alcohol is oxidised

A

the alcohol is refluxed to produce a ketone and water

20
Q

what happens when you try to oxidise a tertiary alcohol

A

tertiary alcohols can’t be oxidised so no reaction takes place

21
Q

what is the oxidising agent that is normally used

A
acidified dichromate(VI) 
(Cr2O7)^2-/H+
22
Q

what observation can be made when an oxidation of an alcohol reaction takes place

A

the acidified dichromate makes the solution orange to begin then turns green when the chromium is reduced to Cr3+

23
Q

why do aldehydes have the lowest boiling point

A

it only has induced dipole-dipole intermolecular bonds

24
Q

why do alcohols have the middle boiling point

A

their OH allows for hydrogen bonding intermolecular forces

25
why do carboxylic acids have the highest boiling point
they have both induced dipole-dipole and hydrogen bond intermolecular forces
26
what are the 5 reactions that alcohos can undergo
``` combustion oxidation dehydration esterification substitution ```
27
what happens during a dehydration of an alcohol
elimination reaction where the Oh functional group and one hydrogen from one of the adjacent carbon are removed to form an alkene and water
28
what are the two conditions required for a dehydration reaction
reflux | acid catalyst
29
what happens during an esterification reaction
alcohol is reacted with a carboxylic acid to produce an ester and water
30
how is the water molecule produced during esterification
the OH from the carboxylic acid and the H from the OH in the alcohol bond to form the water to allow the rest of the compound to bond
31
what is the functional group of an ester
C-O-C=O
32
what is a substitution reaction
reaction where one functional group is replaced by another
33
give an example of one substitution reaction alcohols can undergo
alcohol + hydrogenhalide --> haloalkane + water
34
what are the two possible conditions for a substitution reaction with a hydrogenhalide
reflux with hydrogenhalide or use sodiumhalide plus concentrated sulfuric acid
35
why is sodiumhalide used more than refluxing for the substitution to form a haloalkane
the hydrogenhalide is produced in situ meaning that it is safer and uses less energy