Organic chemistry - 1 Flashcards

1
Q

what is mass spectrometry used for?

A

used to find accurate formula mass and structural features of an organic compound

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2
Q

during mass spectrometry, what is the molecule broken up into?

A

smaller positively charged ion fragments

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3
Q

what accelerates the positive ion fragments?

A

accelerated by high voltage electric field into magnetic field

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4
Q

how are compounds identified in mass spectrometry?

A

identified by relative molecular masses of parent ion and ion fragments

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5
Q

what happens when atomic orbitals overlap?

A

molecular orbitals

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6
Q

what makes up a σ (sigma) bond?

A

two 1s orbitals

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7
Q

what is more stable, the 1s atomic orbital or the σ (sigma) molecular orbital?

A

σ (sigma) molecular orbital

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8
Q

what is a sigma bond?

A

covalent bonds formed between atoms when end-on overlap of orbitals occur

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9
Q

what has a lower energy - atomic or molecular orbital?

A

molecular orbital

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10
Q

what allows free rotation in molecules with σ (sigma) bonds?

A

sigma bonds lie along line joining both atoms

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11
Q

what does the shape of the molecular orbital govern?

A

governs the type of intermolecular bonding thats involved

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12
Q

what are the three types of intermolecular bonding?

A
  • non-polar covalent
  • polar covalent
  • ionic
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13
Q

if a molecular orbital is symmetrical around mid-point where bonding electrons are, what type of intermolecular bonding are involved?

A

non-polar covalent

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14
Q

if there are polar covalent bonds what shape will the molecular orbital be?

A

bonding molecular orbital will be asymmetrical

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15
Q

what shape will be present when ionic bonds occur?

A

extreme asymmetry and bonding molecular orbital is almost entirely around one atom

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16
Q

what is hybridisation?

A

process of mixing atomic orbital within an atom

17
Q

what is generated through hybridisation?

A

new set of atomic orbitals called hybrid orbitals

18
Q

what makes up an sp3 orbital?

A

one 2s + three 2p atomic orbitals

19
Q

what shape is an sp3 orbital?

A

tetrahedral

20
Q

what can sp3 orbitals be described as?

A

degenerate orbitals and half filled

21
Q

what is bond fission?

A

the process of breaking bonds

22
Q

what is homolytic fission?

A

two species of the same charge are formed

23
Q

what is formed during homolytic fission?

A

free radical - each fragment has unpaired electron

24
Q

what is a downside to free radical substitution reactions?

A

many complex mixture of products

25
when does heterolytic fission occur?
normally occurs when polar covalent bonds are broken
26
In heterolytic bond fission, which atom of the bond keeps both bonding electrons?
the more electronegative atom of the bond - ends up as negatively charged
27
which type of fission is better for synthesis of organic compounds?
heterolytic since less products are produced
28
what is a nucleophile?
negatively charged ion or neutral molecule that are electron rich
29
what is the term used to describe an electron-pair donor?
nucleophile
30
what will a nucleophile attack?
attack species with a positive charge
31
what are some common examples of nucleophiles?
Br-, OH-, NH3
32
what is an electrophile?
positively charged ions or neutral molecules that lack electrons
33
what is the term used to describe an electron-pair acceptor?
electrophile
34
what will an electrophile attack?
attack species with a negative charge
35
what are some common examples of electrophiles?
H+, NO2+, SO3