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
Q

when does heterolytic fission occur?

A

normally occurs when polar covalent bonds are broken

26
Q

In heterolytic bond fission, which atom of the bond keeps both bonding electrons?

A

the more electronegative atom of the bond - ends up as negatively charged

27
Q

which type of fission is better for synthesis of organic compounds?

A

heterolytic since less products are produced

28
Q

what is a nucleophile?

A

negatively charged ion or neutral molecule that are electron rich

29
Q

what is the term used to describe an electron-pair donor?

A

nucleophile

30
Q

what will a nucleophile attack?

A

attack species with a positive charge

31
Q

what are some common examples of nucleophiles?

A

Br-, OH-, NH3

32
Q

what is an electrophile?

A

positively charged ions or neutral molecules that lack electrons

33
Q

what is the term used to describe an electron-pair acceptor?

A

electrophile

34
Q

what will an electrophile attack?

A

attack species with a negative charge

35
Q

what are some common examples of electrophiles?

A

H+, NO2+, SO3