1. Introduction Flashcards

1
Q

What is organic chemistry?

A

The study of carbon containing compounds, both natural and synthetic

(apart from carbon monoxide and carbon dioxide)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

How many covalent bonds is carbon able to form with carbon atoms or non-metals?

A

4

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Why are there so many carbon compounds?

A

Carbon has the ability to form four covalent bonds with other carbon atoms or non-metals

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

Why are carbon forms relatively stable compounds?

A

The C-C bonds are strong and therefore difficult to break

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

What can carbon compounds be represented using?

A
  • empirical formula
  • molecular formula
  • general formula
  • structural formula
  • displayed formula
  • skeletal formula
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

What is an empirical formula?

A

The simplest ratio of atoms of each element in a compound - may require cancelling numbers down

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

What is the empirical formula for any simple alkene?

A

CH2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

What is a general formula?

A

An algebraic formula that can be used to describe any member of a family of compounds

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

General formula for alkanes?

A

CnH2n+2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

General formula for alkenes?

A

CnH2n

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

General formula for alcohols?

A

CnH2n+1OH

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

What is a molecular formula?

A

A formula that gives the total number of atoms of each element in each molecule of a substance

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

What is a structural formula of an organic compound?

A

Shows the atoms carbon by carbon, with the attached hydrogens and functional groups

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

What is the structural formula of propene?

A

CH3CHCH2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

What is the structural formula of chloroethane?

A

CH3CH2Cl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

What is a displayed formula?

A

Shows how all of the atoms in a compound are arranged and show all of the bonds between them

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
17
Q

What is a skeletal formula of an organic compound?

A

Shows the bonds of the carbon skeleton with only functional groups displayed

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
18
Q

Which atoms are never drawn in a skeletal compound?

A

Carbon and hydrogen

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
19
Q

What features of molecules are included when naming them?

A
  • the size and shape of the carbon skeleton
  • the presence of functional groups
  • the position of functional groups
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
20
Q

Why is carbon so important?

A
  • forms long chains and structures
  • forms single, double and triple covalent bonds
  • forms basis of most organic compounds
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
21
Q

What does the carbon skeleton provide the name for?

A

The ‘backbone’ of the molecule around the rest is constructed

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
22
Q

If a molecule’s carbon skeleton consists of 1 carbon atom, what will its name include?

A

Meth-

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
23
Q

If a molecule’s carbon skeleton consists of 2 carbon atoms, what will its name include?

A

Eth-

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
24
Q

If a molecule’s carbon skeleton consists of 3 carbon atoms, what will its name include?

A

Prop-

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
25
Q

If a molecule’s carbon skeleton consists of 4 carbon atoms, what will its name include?

A

But-

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
26
Q

If a molecule’s carbon skeleton consists of 5 carbon atoms, what will its name include?

A

Pent-

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
27
Q

If a molecule’s carbon skeleton consists of 6 carbon atoms, what will its name include?

A

Hex-

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
28
Q

What are main chains named after?

A

The maximum number of carbon atoms bonded in a ‘straight chain’

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
29
Q

What are branched chains named after?

A

The number of carbons they contain

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
30
Q

Where does the name of branched chains go when naming a molecule?

A

At the beginning; they form a prefix to which -yl is added

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
31
Q

What is added to the end of names of branched chains?

A

-yl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
32
Q

How are ring structures named?

A
  • cycloalkanes

* cycloalkenes

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
33
Q

How can cycloalkenes also be known?

A

Arenes

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
34
Q

What compound are arenes based on?

A

Benzene

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
35
Q

What are arenes?

A

Aromatic compounds

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
36
Q

What is a functional group?

A

The part of the molecule where reactions take place

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
37
Q

What does the functional group of a compound identify?

A

Its homologous series - and is therefore used to name it

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
38
Q

What is a homologous series?

A

A group of compounds that contain the same functional group

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
39
Q

What is the functional group of alkenes?

A

C=C

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
40
Q

What is the functional group of alcohols?

A

-OH

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
41
Q

What is the functional group of carboxylic acids?

A

-COOH

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
42
Q

In a homologous series, how will each member differ from the other?

A

CH2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
43
Q

How does being in the same homologous series affect the properties of compounds?

A
  • physical - length affects physical properties

* chemical - properties are the same

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
44
Q

What do physical properties of organic compounds differ with?

A
  • size

* degree of branching

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
45
Q

What are examples of physical properties of organic compounds?

A

Melting and boiling point

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
46
Q

How will increased chain length affect the melting and boiling point of molecules?

A
  • increase melting and boiling points

* because strength of intermolecular force between molecules increases

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
47
Q

How will increased branching affect the melting and boiling point of molecules?

A
  • decrease melting and boiling points

* because molecules cannot pack together as easily (weaker intermolecular forces between molecules)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
48
Q

If there is no functional group, what will the name of the molecule end with?

A

‘ane’

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
49
Q

What is the functional group in haloalkanes?

A

A halogen

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
50
Q

What is the functional group in aldehydes?

A

O=C-H

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
51
Q

What is the functional group in ketones?

A

O=C-

52
Q

What is the functional group in nitriles?

A

-C≡N

53
Q

What is the functional group in amines?

A

C - NH2

54
Q

What is the prefix/suffix for alkenes?

A

suffix: -ene

55
Q

What is the prefix/suffix for alchols?

A

suffix (usual use): -ol

prefix: hydroxy-

56
Q

What is the prefix/suffix for haloalkanes?

A

prefix: chloro-, bromo-, iodo-

57
Q

What is the prefix/suffix for aldehydes?

A

suffix: -al

58
Q

What is the prefix/suffix for ketones?

A

suffix (usual use): -one

prefix: oxo-

59
Q

What is the prefix/suffix for carboxylic acids?

A

suffix: -oic acid

60
Q

What is the prefix/suffix for nitriles?

A

suffix: -nitrile

61
Q

What is the prefix/suffix for amines?

A

suffix (usual use): -amine

prefix: amino-

62
Q

If there is more than 1 functional group or side chain, what should be used before the corresponding part of the name?

A
  • di-
  • tri-
  • tetra-
63
Q

What are the four steps for naming organic compounds?

A
  1. Identify the principle functional group
  2. select the longest continuous carbon chain that contains the functional group
  3. number carbon atoms from end that gives lowest number to principle functional group
  4. identify additional functional groups and side chains
64
Q

Are alkenes saturated or unsaturated?

A

Unsaturated

65
Q

Are alkanes saturated or unsaturated?

A

Saturated

66
Q

What are haloalkanes?

A

Alkanes in which one or more of the hydrogen atoms have been replaced by a halogen atom

67
Q

In haloalkanes, when does the position of the halogen need to be identified?

A

When the carbon chain is longer than two carbons

68
Q

When naming haloalkanes, and there are more than one halogen, how are the prefixes listed?

A

In alphabetical order

69
Q

When do branched chains exist?

A

When one or more hydrogen atoms in the chain have been replaced by a side chain

70
Q

In structural formulae, how are side chains represented?

A

In brackets - after the carbon it is attached to

apart from when chain is on 1st carbon - in this case it is before the carbon its attached to

71
Q

If a side chain has 1 carbon atom, what is its prefix?

A

Methyl-

72
Q

If a side chain has 2 carbon atoms, what is its prefix?

A

Ethyl-

73
Q

If a side chain has 3 carbon atoms, what is its prefix?

A

Propyl-

74
Q

If a side chain has 4 carbon atoms, what is its prefix?

A

Butyl-

75
Q

How is it indicated that a compound is a ring structure instead of a straight chain?

A

By adding the prefix ‘cyclo-‘

76
Q

Do cyclic structures follow the general formula of the homologous series?

A

No

77
Q

What is the name for the molecule with the structural formula CH₃CH₂CH(CH₃)CH₂CHFCH₃?

A

2-Fluro, 4-Methylhexane

78
Q

What are isomers?

A

Molecules that have the same molecular formula but a different arrangement of atoms

79
Q

What is a structural isomer?

A

Molecules with the same molecular formula but a different structural formula

80
Q

What could a different arrangement of covalent bonds result from?

A
  • different arrangement of the carbon skeleton (chain isomerism)
  • functional group being in different positions (position isomerism)
  • a different functional group (functional group isomerism)
81
Q

What is position isomerism?

A

Same carbon skeleton but functional groups are in different positions along the chain

82
Q

What do reaction mechanisms allow for?

A

Predictions of what might happen to an organic molecule with a particular reagent

83
Q

What is a radical?

A

An atom or molecule with an unpaired electron

84
Q

Why are radicals very reactive?

A

They have an unpaired electron

85
Q

How is an unpaired electron on a radical represented?

A

By a dot

86
Q

What are radicals caused by?

A

Homolytic fission

87
Q

What is homolytic fission?

A

The breaking of a covalent bond in such a way that one electron goes to each atom

88
Q

What can radicals react with?

A

Molecules and other radicals

89
Q

What are ‘curly arrows’ used to show?

A

The movement of electrons - and hence explain what’s happening in a reaction

90
Q

What does a curly arrow with half a head represent?

A

The movement of a single electron

91
Q

What does a curly arrow with a full head represent?

A

The movement of an electron pair

92
Q

How do curly arrows show the direction of movement of electrons?

A

The tail shows where the electrons come from; the head shows where they end up

93
Q

How is the formation of a covalent bond shown using a curly arrow?

A

The arrow starts from a lone electron pair or from another covalent bond

94
Q

How is the breaking of a covalent bond shown using a curly arrow?

A

The arrow starts from the bond

95
Q

Which molecules show position isomerism?

A
  • alkenes with 4 or more carbon atoms
  • haloalkanes with 3 or more carbon atoms
  • alcohols with 3 or more carbon atoms
96
Q

Do alkanes show position isomerism?

A

No

97
Q

What are the two position isomers of C4H8?

A
  • but-1-ene

* but-2-ene

98
Q

What are two position isomers of C3H7Cl?

A
  • 1 - chloropropane

* 2-chloropropane

99
Q

What are two position isomers of C3H7OH?

A
  • propan-1-ol

* propan-2-ol

100
Q

What is chain isomerism?

A

Same functional group but different arrangement of the carbon skeleton

101
Q

Which molecules show chain isomerism?

A

All molecules containing four or more carbon atoms

102
Q

What are two chain isomers of C4H8?

A
  • but-1-ene

* 2-methylprop-1-ene

103
Q

What are two chain isomers of C4H9Cl?

A
  • 1-chlorobutane

* 2-methyl, 1-chloropropane

104
Q

What are two chain isomers of C3H7COOH?

A
  • butanoic acid

* 2-methyl propanoic acid

105
Q

What is functional group isomerism?

A

Isomers that have the same molecular formula but contain different functional groups

106
Q

What molecules show functional group isomerism?

A
  • alkenes and cycloalkanes
  • carbonyls (aldehydes and ketones), alkenols and cycloalcohols
  • 1°, 2° and 3° amines and amides
  • esters and carboxylic acid
107
Q

What do alkenes show functional group isomerism with?

A

Cycloalkanes

108
Q

What do carbonyls (aldehydes and ketones) show functional group isomerism with?

A

Alkenols and cycloalcohols

109
Q

What do esters show functional group isomerism with?

A

Carboxylic acid

110
Q

What are two functional group isomers of C3H6O?

A
  • propan-2-one

* propanal

111
Q

What is stereoisomerism?

A

When two compounds have the same structural formula but differ in the arrangement of bonds in the space

112
Q

What are stereoisomers?

A

Compounds with the same structural formula but with a different arrangement of atoms in the space

113
Q

What type of isomerism is E-Z?

A

Stereoisomerism

114
Q

When does E-Z isomerism occur?

A

In molecules containing a double C=C bond, when both carbon atoms forming the double bond are attached to different groups

115
Q

What is E-Z isomerism a result of?

A

Restricted rotation about the planar carbon-carbon double bond

116
Q

When is it an E isomer?

A

When two higher priority groups are on opposite sides of the double bond

117
Q

When is it a Z isomer?

A

When two higher priority groups are on the same side of the double bond

118
Q

What are the rules for determining priority known as?

A

CIP rules

119
Q

Which atoms are given higher priority when classifying E-Z isomers?

A

Those with the highest atomic numbers

120
Q

How are the highest priority groups decided?

A
  • group with highest atomic number is given highest priority

* group with lowest atomic number given lowest priority

121
Q

What happens when determining priority if there is a double bond present in any of the groups?

A

The atom bonded to the double bond is counted twice

122
Q

What happens when determining priority and it is the same atom on both sides?

A

Look at each atom until a difference is found - the atomic number of those atoms needs to be used to determine priority

123
Q

What is the isotope of hydrogen with a relative atomic mass of 2?

A

Deuterium

124
Q

Would hydrogen and deuterium have the same priority?

A

Yes - in terms of atomic number. In this case deuterium will have priority as it has a higher relative atomic mass

125
Q

When there are two isotopes and they both have the same atomic number, which takes priority?

A

The one with the higher relative atomic mass

126
Q

What is the relative atomic mass of deuterium?

A

2

127
Q

Why can E/Z isomerism occur in di-substituted cycloalkanes?

A

Because the ring prevents rotation of the C-C bond