UNIT 11 Organic Chemistry Flashcards

(46 cards)

1
Q

syllabus

  • Draw and interpret the displayed formula of a molecule to show all the atoms and all the bonds
  • Name and draw the displayed formulae of:
    (a) methane and ethane
    (b) ethene
    (c) ethanol
    (d) ethanoic acid
    (e) the products of the reactions stated in
    sections 11.4–11.7 - WHICH IS:
  • Name and draw the structural and displayed
    formulae of unbranched:
    (a) alkanes
    (b) alkenes, including
    but-1-ene and but-2-ene
    (c) alcohols, including
    propan-1-ol, propan-2-ol, butan-1-ol and
    butan-2-ol
    (d) carboxylic acids
    containing up to four carbon atoms per molecule
  • Name and draw the displayed formulae of the unbranched esters which can be made from unbranched alcohols and carboxylic acids, each containing up to four carbon atoms
  • State the type of compound present, given a chemical name ending in -ane, -ene, -ol, or -oic acid or from a molecular formula or
    displayed formula
A
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

hydrocarbons

as chain length increases…

A

molecules that consist of only carbon and hydrogen atoms

boiling point INCreases.

∴ small chains = often gases, longer chains = liquids, extremely long chains = solids

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

a structural formula is…

A

an
unambiguous description of the way the atoms
in a molecule are arranged, including CH2=CH2, CH3CH2OH, CH3COOCH3

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

Define structural isomers

A

compounds with the
same molecular formula, but different structural
formulae,

including C4H10 as CH3CH2CH2CH3 and
CH3CH(CH3)CH3

and C4H8 as CH3CH2CH=CH2 and CH3CH=CHCH3

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

Write and interpret general formulae of
compounds in the same homologous series,
limited to:

alkanes
alkenes
alcohols
carboxylic acids

A

a) alkanes, CnH2n+2

(b) alkenes, CnH2n

(c) alcohols, Cn H2n+1 OH

(d) carboxylic acids, Cn H2n+1 COOH

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

hydrocarbons

A

compounds that
contain hydrogen and carbon only

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

petroleum (crude oil) is …

A
  • a MIXTURE of HYDROCARBONS
  • can be separated into useful fractions by FRACTIONAL DISTILLATION
  • as the different hydrocarbons have different chain lengths and ∴ different boiling points
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

DESCRIBE: separation of petroleum into useful fractions by fractional distillation

A

crude oil is heated until molecules evaporate, go into heat gradient tower. Once it has produced vapor, this cools and is separated into different fractions based on their boiling point

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q
A
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

functional group

A

an atom or group of atoms that determine the chemical properties of a homologous series

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

a homologous series is…

A

a family of similar compounds with similar chemical properties due to the presence of the same functional group

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

Describe the general characteristics of a
homologous series

A

(a) having the same functional group

(b) having the same general formula

(c) differing from one member to the next by
a –CH2– unit

(d) displaying a trend in physical properties

(e) sharing similar chemical properties

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

a saturated compound has…

A

molecules in which all carbon–carbon bonds are single bonds

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

an unsaturated compound has …

A

molecules in which one or more carbon–carbon bonds are not single bonds

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

Name the fossil fuels

A

coal, natural gas and
petroleum

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

Name methane as…

A

the main constituent of
natural gas

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

important rule about CARBON and valence electrons

A

carbon has 4 valence electrons

carbon always forms FOUR bonds

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

different formula - molecular, structural, empirical

A

molecular: reps the number & type of diff atoms in one molecule

structural: desc of the way the atoms in a molecule are arranged

empirical: simplest whole number ratio of the different atoms in a compound

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

functional groups of alkanes, alkenes, alcohol, carboxylic acid, ester

naming

general formula

e.g.s - DRAW them

A

alkAnes: ONLY single C-C bond
-ane
CnH2n+2

alkEnes: C=C bond
-ene
Cn H2n

alcohol: at least one –O-H group
-ol
Cn H2n+1 OH

carboxylic acid: a C=O AND an –O-H group
-oic acid
Cn H2n O2

ester: a C=O AND an –O-R group
-yl
-oate

haloalkanes
single bonds only AND at least one halogen (Cl, Br, F, I)
Cn H2n+1 X

alkynes
triple C to C bond
Cn H2n-2

amines
C-NH2
Cn H2n+1 NH2

20
Q

naming organic compounds

  1. prefix = number of CARBONS in the longest chain
  2. suffix = FUNCTIONAL group
  3. TYPE of bonding in the carbon chain - ‘an’ (single bond) or ‘en’
  4. where the functional group is placed on the chain (LOWEST number possible - so e.g. going from left = 2, from right = 4. 2 lower) SO - this is the number that goes after ‘an’/’en’
A

pent

an

2

ol

pentan-2-ol

21
Q

3 carbon chain gives prefix

1 meth-
2 eth-
3 prop-
4 but-

monkeys eat peanut butter

pent, hex, hept, oct

22
Q

desc bonding & properties of alkanes

A
  • C-C and C-H bonds = COVALENT single bonds
  • C and H atoms SHARE electrons to form full valence shells
23
Q

what do we call this bonding

KEY WORD.

A
  • bonding SATURATED as the carbon is bonded to the maximum number of atoms (FOUR)
24
Q

chemical properties

A

other than COMBUSTION,

generally unreactive

25
combustion w/ alkanes in EXCESS O2 e.g., methane, COMPLETE CH4 (g) + 2O2 (g) -> CO2 (g) + 2H2O (l)
- in excess oxygen, alkanes burn w/ a blue flame - in COMPLETE combustion, form CO2 and H2O
26
combustion alkanes LIMITED O2 e.g., ethane, incomplete 2C2H6 (g) + 5O2 (g) -> 4CO (g) + 6H2O (l)
- in limited O2, alkanes burn w/ yellow/sooty flame - in INcomplete combustion, form CO (+carbon/soot) AND H2O
27
physical properties - COLOUR: all colourless
small chain alkanes: gases at room temp (lower BP) - due to very weak intermolecular forces. WHILE larger chain alkanes are liquids at room temp (higher BP) - due to stronger intermolecular forces + densities between 0.6 and 0.8 g/cm3, so they are less dense than water.
28
substitution reaction of alkanes with chlorine / sub w/ halogens e.g., ethane, cl2 C2H6 + Cl2 -> C2H5Cl +HCl chloroethane
- when an atom attached to a C is replaced by another atom - form haloalkane - a -H atom is replaced by a halogen atom (-Cl) to form 2 new bonds: H-Cl, C-Cl. - due to unreactive nature of alkanes, this is: a SLOW reaction + needs a UV LIGHT CATALYST.
29
properties of alkenes same as alkanes
- colourless - insoluble in water, forms 2 layers - less dense than water - small chain alkenes => gases - longer chain length => liquids at room temp [stronger intermolecular forces]
30
addition reactions with bromine, hydrogen & steam
[CARD]
31
distinguish btwn saturated & unsaturated hydrocarbons by reaction with aqueous bromine - test for saturation with Br2 [RED-BROWN]
C2H4 + Br2 => C2H4Br2 alkene goes colourless, forms a dihaloalkane while, alkane + Br2 => remains red-brown
32
unsaturated bonding
the carbon is NOT bonded to the maximum number of atoms (4); [double/triple] bonds can be broken & atoms added - alkEnes & alkynes UNSATURATED while alkanes & alcohols are saturated.
33
desc manufacture of alkenes and hydrogen by the cracking of larger alkane molecules using a high temperature and a catalyst
- heating the hydrocarbon molecules to around 600 – 700°C to vaporise them - vapours then pass over a hot powdered catalyst of alumina or silica - process breaks covalent bonds in the molecules as they come into contact with the surface of the catalyst, causing thermal decomposition reactions - molecules are broken up in a random way which produces a mixture of smaller alkanes and alkenes - Hydrogen and a higher proportion of alkenes are formed at higher temperatures and higher pressure
34
what is cracking
-
35
36
37
alkenes => alcohols
- addition with H2O (g) with acid catalyst - the C=C double bond breaks and one hydrogen atom and one OH group is added to the carbons of the double bond - the alkene has one -H atom and one -OH (hydroxyl group) added to form an alcohol
38
alcohols used as...
- fuels (flammable) for vehicles - solvents (many substances soluble in short chain alcohols) - for paint varnishes
39
alcohol combustion - ethanol, complete combustion and burn in excess oxygen to produce carbon dioxide and water
C2H5OH (l) + 3O2 (g) → 2CO2 (g) + 3H20 (l)
40
4 main types of alcohol reactions
oxidation, dehydration, substitution, esterification
41
oxidation
- Primary alcohols can be oxidised to form aldehydes which can undergo further oxidation to form carboxylic acids - Secondary alcohols can be oxidised to form ketones only - Tertiary alcohols do not undergo oxidation - The oxidising agents of alcohols include acidified K2Cr2O7 or acidified KMnO4
42
dehydration undergo this to form? what happens?
-alcohols undergo dehydration to form alkenes - Alcohol vapour is passed over a hot catalyst of aluminium oxide (Al2O3) powder OR pieces of porous pot or pumice as well as concentrated acid can be used as catalysts
43
define dehydration reaction
- a type of elimination reaction - a reaction in which a water molecule is removed from a larger molecule
44
e.g.
Ethanol (C₂H₅OH) → Ethylene (C₂H₄) + Water (H₂O)
45
substitution of alcohols - replaced by? -
- In the substitution of alcohols, a hydroxy group (-OH) is replaced by a halogen to form an halogenoalkane - can be achieved by reacting the alcohol with: 📍 HX (rather than using HBr, KBr is reacted with H2SO4 or H3PO4 to make HBr that will then react with the alcohol) 📍 PCl3 and heat 📍 PCl5 at room temperature 📍 SOCl2
46
esterification
- condensation reaction between a carboxylic acid and an alcohol to form an ester and a water molecule - carboxylic acid and alcohol are heated under reflux with a strong acid catalyst (such as H2SO4 or H3PO4) - Carboxylic acid + alcohol → ester + water - The reaction is reversible so an equilibrium mixture can be established with all the reactants and products -Esters have sweet, fruity smells