Organic - 3.3 Halogenoalkanes Flashcards

1
Q

What are chlorofluorocarbons?

A

Chlorofluorocarbons, also known as CFCs, are chemicals containing carbon, chlorine and fluorine atoms. CFCs contribute to ozone depletion so they are banned for use in refrigerant and solvent.

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2
Q

Define electrophile

A

Electron pair acceptor in an organic mechanism. Attracted to areas with a lot of electron/high negative charge.

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3
Q

Define elimination

A

Reaction in which molecule loses atoms or groups of atoms to form a C=C bond

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4
Q

Define free radicals

A

The species with an unpaired electron. Represented in mechanisms by a single dot.

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5
Q

What is free radical substitution?

A

A photochemical reaction between halogens and alkanes to form halogenoalkanes. The reaction requires UV light and involves three stages: initiation, propagation and termination. Initiation initially creates a radical species. Propagation involves a series of chain reactions where free radicals bond to molecules to form new free radicals. Termination involves the reaction of free radicals with other free radicals to form new molecules.

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6
Q

Define nucleophile

A

An atom or molecule that donates an electron to form a covalent bond. Attracted to electron deficient areas.

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7
Q

Define nucleophilic substitution

A

The reaction of an electron pair donor (nucleophile) with an electronic acceptor (electrophile). Involves one species being replaced another species.

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8
Q

Define ozone

A

Ozone is formed naturally in the atmosphere. It is beneficial because it absorbs ultraviolet radiation and this prevents harmful radiation reaching the earth.

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9
Q

What is ozone depletion?

A

Chlorine atoms catalyse the decomposition of ozone and contributes the hole in the ozone layer

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10
Q

Define polar bond

A

A covalent bond where the electrons are not distributed equally. This causes the molecule to have a slight dipole so that one end is slightly positively charged and the other end is slightly negatively charged. Halogenoalkanes contain polar bonds due to the difference in electronegativity between halogen atom and carbon atom

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11
Q

Why is the C-X bond polar?

A

The halogen atom is more electronegative than the C atom.

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12
Q

What is the boiling point of halogenoalkanes?

A

Boiling point increases as chain length increases due to an increase in VDW forces.

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13
Q

Are halogenoalkanes soluble?

A
  • Insoluble or only very slightly soluble in water.
  • Soluble in organic solvents
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14
Q

How are chloroalkanes formed?

A

Chlorine will react with methane to form chloroalkanes and HCl gas.

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15
Q

What is ozone?

A

O3
Reacts with chlorine free radicals to form oxygen.

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16
Q

What is the overall reaction for the depletion of ozone?

A

2O3 -> 3O2

17
Q

What happens in the initiation step of free radical substitution?

A

Chlorine absorbs UV and Cl-Cl bond breaks to form two chlorine free radicals.

Cl2 -> Cl• + Cl•

18
Q

What happens in the propagation step of free radical substitution?

A

Chlorine free radical react with methane to form HCl (g) and methyl free radical (chain reaction).

Cl• + CH4 -> HCl + •CH3
•CH3 + Cl2 -> CH3Cl + Cl•

19
Q

What happens in the termination step of free radical substitution?

A

Two free radicals collide with each other.

Cl• + Cl• -> Cl2
Cl• + •CH3 -> CH3Cl
•CH3 + •CH3 -> C2H6

20
Q

What three nucleophiles do halogenoalkanes react with in a nucleophilic substitution reaction?

A

:OH-
:CN-
:NH3