Organic Chemistry - exam corrections Flashcards

1
Q

Explain why E-Z isomerism exists in But-2-ene?

A

it has a double bond which restricts rotation

it has two different groups on both carbons either side of the double bond

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2
Q

Outline how 2-chloro-2-methylbutane could be prepared in a lab?

A
  • 2-methylbutan-2-ol
  • add PCl5
  • ROOM TEMP
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3
Q

Define ‘nucleophile’

A

a species attracted to areas of positive charge and an electron pair donor

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4
Q

Halogenoalkane + water –>

What reaction is this NOT and why is it not

A

alcohol + hydrogen halide

IT IS NOT THE halogenoalkane + aq potassium hydroxide reaction because in this case a whole WATER MOLECULE is the nucleophile, not just an OH-

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5
Q

Why is ethanol used as a solvent in the hydrolysis of halogenoalkanes experiment?

A

it is a solvent for both the halogenoalkane AND the silver nitrate

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6
Q

ionic equation for formation of silver bromide

A

Ag+ (aq) + Br- (aq) —–> AgBr (s)

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7
Q

What can be used to dissolve silver bromide?

A

concentrated ammonia

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8
Q

what tests for the presence of aldehydes/ketones?

A

2-4dnph turns orange –> green/blue in the presence of the C=O in aldehydes or ketones

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9
Q

conditions for producing primary amines from halogenoalkanes

A

concentrated ammonia in ethanol in a sealed test tube at high pressures

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10
Q

Why can you not heat this mixture (ammonia in ethanol for the primary amine mechanism) under reflux?

A

the ammonia would escape up the condenser as a gas

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11
Q

When making primary amines from halogenoalkanes and ammonia how do you make sure the primary amine is the major product?

A

to make sure the primary amine is a major product you use excess ammonia

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12
Q

Why are sigma bonds stronger than pi bonds?

A

there is a good overlap of S orbitals in sigma bonds but in pi bonds there is a poorer sideways overlap of the p orbitals

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13
Q

How to tell if something is polar

A

put a charged object near a jet of the liquid. If the jet is deflected then the liquid is polar

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14
Q

H2O2 –>

A

H2O2 —> H20 + 1/2O2

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15
Q

Free radical definition

A

species with an unpaired electron formed by homolytic fission

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16
Q

Which bond would break in CHCl3 (chloroform)?

A

although C-H bonds are usually strong, this is surrounded by three highly electronegative chlorine’s which make it the weakest bond

17
Q

suggest a reason why alkanes are liquified

A

easier to transport

18
Q

explain how the product forms in the substitution reaction of a halogenoalkane to an alcohol describing the role of water

A

water has a lone pair of electrons and it attacks the carbocation

19
Q

explain how the product forms in the elimination reaction of a halogenoalkane to an alkene describing the role of water

A

water acts as a base and removes a proton

20
Q

reflux definition

A

continuous evaporation and condensation

21
Q

Why would sm not react under Sn1 (to do w groups)

A

because the C under attack is not surrounded by bulky alkyl groups

22
Q

what solvent could you use if you wanted a stronger nuclophile

A

potassium hydroxide, OH- is a strong nucleophile

23
Q

in the correction question remember the Cl nucleophile should have a

A

NEGATIVE CHARGE