alcohols Flashcards

1
Q

What dangers are there with some alcohols?

A

Methanol, ethanol, and propanol are very flammable.

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2
Q

Why do alcohols have a low volatility and high b.p.?

A

As they can form hydrogen bonds which require more energy to overcome.

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3
Q

Why are shorter chain alcohols more soluble in water

A

The func:onal group, which forms hydrogen bonds with water molecules making it soluble, forms a greater proportion of the molecule

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4
Q

What are the reagents for the oxidaJon of primary and secondary alcohols and where are they from?

A

● An excess of… ○ Cr2O72-.
○ H+.
● From solu:on of potassium dichromate (VI) and dilute sulfuric
acid.
Something such as hydrochloric acid cannot be used as the dichromate ions would rather oxidise this.

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5
Q

What is the equaJon for the parJal oxidaJon of primary alcohols

A

A primary alcohol reacts with [O] (the oxidising agent) to form an aldehyde and water.

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6
Q

What are the reacJon condiJons for the parJal oxidaJon of primary alcohols and why

A

Dis:lling the aldehyde as it forms otherwise it will con:nue onto form a carboxylic acid

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7
Q

What is observed (colour- wise) under the oxidation of alcohols

A

Orange to green colour change.

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8
Q

Describe the setup for disJllaJon with an explanaJon for the key points

A

Bulb of thermometer at T-junc:on - to display the correct b.p.
● Water entering via bogom of condenser - en:re condenser
will fill up before water exits.
● Electric heater - prevents highly flammable organic
compounds se_ng alight under a live flame.

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9
Q

What is the equaJon for the full oxidaJon of a primary alcohol? Explain it

A

Primary alcohol + 2[O] → carboxylic acid + water
1. Two lots of oxidising agent is required; one for each stage
2. The water was produced at the first stage (when forming
aldehyde)
You can disBll aTerwards to remove any unreacted alcohol molecules.

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10
Q

What are the reacJon conditions for the full oxidation of primary alcohols and oxidation of secondary alcohols and why

A

Hea:ng under reflux to prevent evaporation

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11
Q

Describe reflux setup

A

● Open end - prevents build up of gas that can cause explosion
● An:-bumping granules - prevents vigorous and uneven boiling
by forming smaller bubbles

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12
Q

When is the reflux setup most ogen used?

A

When hea:ng organic reac:on mixtures for long periods.

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13
Q

What is the equaJon for oxidaJon of secondary alcohols?

A

Secondary alcohol + [O] → ketone + water

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14
Q

Why won’t terJary alcohols oxidise?

A

As you need to remove a 1H atom from the carbon the -OH is bonded to (alongside the 1H from the -OH subs:tuent group). Yet, no 1H is bonded to said carbon.

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15
Q

What are the products and conditions for the dehydration of alcohols and why

A

Forms an alkene and water.
● HEAT under reflux.
● Concentrated sulphuric or phosphoric acid.
● As we don’t want any water to form alcohols again.

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16
Q

What is an eliminaJon reacJon?

A

A reac:on involving the elimina:on of leaving group to form an unsaturated compound.

17
Q

What type of reacJon is the dehydraJon of alcohols? And why?

A

Acid-catalysed eliminaJon.
● The -OH group (and a 1H on an adjacent carbon) is eliminated
forming an unsatured molecule.

18
Q

When and why are isomers formed from the dehydration of alcohols

A

● From secondary or ter:ary alcohols.
● As an H is removed from either one of the two/three adjacent
carbons to the carbon the -OH is bonded to.

19
Q

How are haloalkanes formed from alcohols safely, and why? (condiJons) (using hydrogen bromide and ethanol as an example)

A
  1. Form the hydrogen halide in a subs:tu:on reac:on between NaBr and H2SO4.
    NaBr + H2SO4 → NaHSO4 + HBr
  2. React the alcohol with the hydrogen halide.
    CH3CH2OH + HBr → CH3CH2Br + H2O
    ● This is by nucleophilic subs:tu:on UNDER REFLUX.
    ● The HBr is highly toxic so has to be produced within the
    reac:on mixture and reacted instantly.