organic Flashcards

1
Q

Bond energy

A

measurement used to indicate the amount of energy needed to break bonds, measured in kJ/mol

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2
Q

Electronegativity

A

tendency of an atom to attract a pair of bonding electrons

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3
Q

hydrocarbons

A

organic compounds consisting of carbon and hydrogen

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4
Q

valence number

A

number of electrons in the outer shell (valence shell) of an atom

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5
Q

Unsaturated hydrocarbons

A

molecules that have at least one double or triple carbon-carbon bond

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6
Q

skeletal structure

A

representation of a molecular structure where covalent bonds are shown as lines. Carbon atoms are shown as vertices and hydrogen atoms bonded to carbon atoms are not shown

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7
Q

terminal carbon

A

found at the end of the carbon parent chain and is bonded to one other carbon

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8
Q

Alkyl groups

A

groups formed by removing one hydrogen atom from the equivalent alkane chain

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9
Q

Functional groups

A

specific groups of atoms within a compound that affect the properties of the compound. Compounds containing the same functional group have similar chemical properties

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10
Q

Primary amine

A

compound with an amino functional group (NH2) where the nitrogen atom is only bonded to one carbon atom
can act as weak bases
amine group sits on terminal carbon

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11
Q

amide

A

compound that has the amide functional group (CONH2)

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12
Q

aldehyde

A

compounds that contain an carbonyl functional group (CO)

end of chain only (on terminal carbon)

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13
Q

Ketones

A

compounds that contain a carbonyl (CO) functional group. The carbon atom in the CO group is attached to 2 alkyl groups (mid chain)

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14
Q

Carboxylic acids

A

compounds that contain a carboxyl functional group (COOH)

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15
Q

Esters

A

compounds that contain an ester functional group (COO)

formed from an alcohol (-yl) and carboxylic acid (-oate)

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16
Q

Haloalkanes

A

alkanes that contain a halogen

contain a polar bond

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17
Q

Alcohols

A

compounds that contain a hydroxyl functional group (OH) bonded to a carbon atom in the carbon chain

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18
Q

Primary alcohols

A

alcohols where the hydroxyl functional group (OH) is bonded to a carbon with only 1 alkyl group

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19
Q

Secondary alcohols

A

alcohols where the hydroxyl functional group (OH) is bonded to a carbon with 2 alkyl groups

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20
Q

Tertiary alcohols

A

alcohols where the hydroxyl functional group (OH) is bonded to a carbon with 3 alkyl groups

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21
Q

relationship between bond length and strength and stability

A

as bond length decreases, bond energy and stability increases

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22
Q

alkanes

A

saturated hydrocarbons

general: CnH2n+2
cycloalkanes: CnH2n

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23
Q

alkenes

A

unsaturated hydrocarbons that have at least 1 carbon-carbon double bond
CnH2n
double bond causes kink so they cannot pack as closely together

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24
Q

alkynes

A

unsaturated hydrocarbons that have one or more carbon-carbon triple bond
CnH2n-2

25
functional group priority
``` carboxylic acid ester primary amide aldehyde ketone alcohol amine alkene alkyne alkane haloalkane ```
26
functional group prefix & suffix
``` carboxylic acid: carboxy-, -oic acid ester: n/a, -yl -oate primary amide: n/a, -amide aldehyde: formyl-, -al ketone: oxo-, -one alcohol: hydroxy-, -ol amine: amino-, -amine alkene: n/a, -ene alkyne: n/a, -yne alkane: n/a, -ane haloalkane: chloro-,bromo-(etc), n/a ```
27
Isomers
molecules with the same molecular formula but different structures
28
Structural isomers
isomers that have the same molecular formula but the atoms are arranged in different orders chain, positional, functional
29
Spatial orientation
direction and position in space
30
Stereoisomers
isomers with the same order of atoms but have different spatial orientations cis/trans and enantiomers
31
Geometric isomers
cis and trans isomers which are formed due to the inability for double bonds to rotate
32
Enantiomers (optical isomers)
pairs of chiral compounds that are mirror images of each other and non superimposable(chiral)
33
Achiral compounds
compounds that can be superimposed onto their mirror image
34
Chiral compounds
compounds that cannot be superimposed onto their mirror image
35
Chiral centre
atom that has four different groups bonded to it
36
Superimposable
the ability for a molecule to be placed over its mirror image
37
chain, positional & functional structural isomers
chain - difference branching in carbon chain positional - different position of the functional group (usually indicated by number in name) functional - same atoms but different functional groups
38
cis & trans isomers
different arrangements around a double bond. if on same side of molecule = cis opposite side of molecule = trans look for two different numbers in name
39
hydrogen bond
NOF-H bound to a NOF
40
forms intermolecular hydrogen bonds, permanent dipole dimple bonding and dispersion forces
alcohols, amines, amides, carboxylic acids
41
forms intermolecular permanent dipole dipole bonding and dispersion forces
haloalkanes, aldehydes, ketones, esters
42
forms only intermolecular dispersion forces
alkanes, alkenes, alkynes
43
can form hydrogen bonds with water (smaller molecules)
haloalkanes, aldehydes, ketones, esters
44
boiling point - alkenes
double bonds create kink in carbon chain (excluding ethene) limits the effectiveness of dispersion forces hence lower BP compared to equivalent alkane
45
boiling point - alkynes
triple bond is linear pack together closer than alkane counterparts BP is higher than equivalent alkane and alkene
46
Substitution reaction
one atom/group of atoms replaces one atom/group of atoms & two products form
47
alkane to chloroalkane
alkane + (cl2, UV) --> chloroalkane + HCl
48
haloalkane -> amine
haloalkane + (ammonia, ethanol) -> amine + HCl
49
haloalkane -> alcohol
haloalkane + (OH-, KOH or NaOH) -> alcohol + NaCl/KCl
50
alcohol -> amine
alcohol + (ammonia, Al2O3, 400 degrees C) -> amine + H2O
51
addition reaction
atoms are added across a double bond and double bond becomes a single bond. one product forms
52
alkene -> alkane (hydrogenation)
alkene + (H2, Ni catalyst, 500 degrees) -> alkane
53
alkene -> di-haloalkane
alkene + (halogen gas eg. Br2, Cl2 etc) -> di-bromoalkane
54
alkene -> chloroalkane
alkene (HCl, AlCl3) -> chloroalkane
55
alkene -> alcohol
alkene + (H2O, H3PO4) -> alcohol
56
oxidation of alkanols
redox reaction. O2 added and hydrogen removed (typically)
57
partial oxidation of a primary alcohol
primary alcohol + (Cr2O7^2-/MnO4^-, H+) -> aldehyde
58
full oxidation of a primary alcohol
primary alcohol + (Cr2O7^2-/MnO4^-, H+) -> carboxylic acid
59
oxidation of a secondary alcohol
secondary alcohol + (Cr2O7^2-/MnO4^-, H+) -> ketone