Chapter 11 Flashcards

1
Q

What do all organic compounds have in common?

A

They all contain the element carbon

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2
Q

What is organic chemistry?

A

Chemistry of compounds derived from living systems

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3
Q

How are organic materials produced?

A

Through fractions of cruse oil

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4
Q

Why is carbon so special?

A

Group 14 - 6 atomic number (4 electrons in outer shell) and therefore can form up to 4 covalent bonds - single, double or triple and can bond to other carbons to create long chains and can bond to other atoms such as oxygen, nitrogen and halogens

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5
Q

What is a hydrocarbon?

A

Compound containing only hydrogen and carbon

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6
Q

What are saturated hydrocarbons?

A

Has single covalent bonds between the carbons

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7
Q

What is an unsaturated hydrocarbon?

A

Contains carbon-to-carbon multiple bonds (covalent)

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8
Q

What is a homologous series?

A

Family of compounds with similar chemical properties whose successive members differ by the addition of a -CH2- group (SAME FUNCTIONAL GROUP)

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9
Q

Alkanes

A

Single carbon to carbon bonds (CnH2n+2) ; methane CH4 + CH2 (ethane C2H6) + CH2 (propane C3H8)

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10
Q

Bond angle around carbon in alkane

A

Tetrahedral 109.5 degrees (no lone pairs)

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11
Q

What is a functional group?

A

Part of the organic molecule that is largely responsible for the molecule’s chemical properties - carbon can bond to other elements (nitrogen, halogens, oxygen etc) that forms other functional groups

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12
Q

Amine functional group

A

NH2

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13
Q

Alcohol functional group

A

OH

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14
Q

IUPAC

A

Organisation who recognised need for standardisation of the names of compounds - allows chemists across the globe to communicate clearly

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15
Q

Aliphatic hydrocarbons

A

CARBON ATOMS are joined to each other in unbranched (straight) or branched or non-aromatic rings (THIS IS REFERRED AS ALICYCLIC)

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16
Q

Alicyclic hydrocarbons

A

CARBON ATOMS joined together in ring structure with or without branches - TYPE OF ALIPHATIC HYDROCARBONS

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17
Q

Aromatic hydrocarbons

A

SOME/ALL OF CARBON ATOMS found in a benzene ring - special class (all other rings are aliphatic and alicyclic)

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18
Q

3 homologous series of aliphatic hydrocarbons

A

Alkanes (single C-C bond)
Alkenes (C=C bond)
Alkynes (at least 1 triple C C bond)

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19
Q

Stem, prefix and suffix

A

Stem - longest continuous chain in molecule
Prefix - added before chain (presence of side chain)
Suffix - indicates functional group

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20
Q

How to name an aliphatic alkane?

A

Suffix = “ane”
Identify parent chain (longest chain)
Identify any side chains - alkyl groups have one hydrogen atom removed from the parent chain - THIS IS PREFIX
Add numbers before alkyl group to indicate position

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21
Q

When two or more side chains are added…

A

di- (2)
tri- (3)
tetra- (4)

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22
Q

What if there are two or more possible chains of same length?

A

CHAIN WITH MOST BRANCHES

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23
Q

How to order numbers?

A

Position - alkyl group
Use comma to separate numbers
Alkyl groups are ordered alphabetically (ethyl before methyl)

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24
Q

How to name alicyclic alkanes?

A

Same as aliphatic alkanes but prefix cyclo- in front of stem is used to show that carbons are arranged in a ring structure

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25
Q

Difference between naming alkenes and alkanes?

A

Suffix is ene and position of C=C bond in the chain MUST BE STATED FOR ALKENES THAT HAVE 4 OR MORE CARBON ATOMS IN LONGEST CHAIN

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26
Q

How to name alkenes?

A

Identify the suffix (ene)
Look at stem parent chain
Look at where double bond is between - lowest number is used
Combine stem+position+suffix for final hydrocarbon

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27
Q

What if there are two groups coming off one carbon in parent chain?

A

The Carbon is by itself

If there was one group it would be CH

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28
Q

How to write structural formula of 3-methylhex-2-ene?

A

MAKE SURE THAT DOUBLE BOND IS CONNECTED TO CH NOT CH2 (ALWAYS CHECK IF CARBON HAS A VALENCY OF 4)

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29
Q

How to number alkyl groups on alicyclic compounds?

A

Lowest numbers - start from the double bond if alkene (give that the lowest number)

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30
Q

Does the “di/tri” part take part in alphabetical ordering?

A

NO ONLY THE ACTUAL GROUPS

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31
Q

Alkene functional group

A

C=C (suffix is ene)

32
Q

Alcohol functional group

A

-OH (hydroxyl prefix and -ol suffix)

33
Q

Haloalkane functional group

A

-cl, -br, -I (chloro/bromo/iodo prefixes)

34
Q

Aldehyde functional group

A

H-C=O (CHO - suffix is “al”)

35
Q

Ketone functional group

A

-C(C=O)C-
O attached to C double bond with 2 single carbon bonds to central C
Ends in one

36
Q

Carboxylic acid functional group

A

-COOH (ending in oic acid)

37
Q

Ester

A

-COOC-
Central C atom double bond with O and single bond with O attached to C
Ends in “oate”

38
Q

Acyl chloride

A

COCl
Central C double bond to O and single bond to Cl
Ends in oyl chloride

39
Q

Amine functional group

A

NH2 ends in amine and starts with amino

40
Q

Nitrile functional group

A

CN - ends in nitrile

41
Q

How do we number functional group?

A

Butan-2-ol for example (where OH is on second carbon)

42
Q

Aldehydes

A

DO NOT NEED NUMBERS TO SHOW POSITION OF CARBONYL (H-C=O) GROUP
THE CARBON ON ALDEHYDE IS AUTOMATICALLY NUMBERED AS 1

43
Q

Displayed formulae

A

Every atom and bond shown to give a clear picture of how atoms are bonded

44
Q

Molecular formula

A

Shows the number and type of each element present in a molecule - DOES NOT SHOW HOW ATOMS ARE JOINED TOGETHER ; different molecules can have the same molecular formula
Ethanol molecular formula = C2H6O

45
Q

Empirical formula

A

Simplest whole number ratio of atoms of each element present in a compound
Alkenes (CH2)
Glucose empirical formula is CH2O

46
Q

What is the general formula?

A

Simplest algebraic formula for any member of a homologous series ; can be used to GENERATE THE MOLECULAR FORMULA

47
Q

General formula for alkanes?

A

CnH2n+2

48
Q

General formula for alcohols

A

CnH2n+1OH

49
Q

General formula of carboxylic acids

A

CnH2nO2

50
Q

Ketone general formula

A

CnH2nO (Look at propanone)

51
Q

Difference between general and molecular formula for alcohols?

A

GENERAL FORMULA IS CnH2n+1OH BUT MOLECULAR FORMULA IS CnH2n+2O

52
Q

Carboxylic acid numbering

A

Always numbered 1 like with aldehydes

53
Q

Displayed formula

A

Shows relative position of all atoms and bonds between them

54
Q

Structural formula

A

Uses smallest amount of detail necessary to show arrangement of atoms in a molecule - shows clearly which groups are bonded together

55
Q

Butane structural formula

A

CH3(CH2)2CH3

56
Q

Molecules can have same molecular formula but…

A

Different structural formula

57
Q

What detail do you remove in a skeletal formula?

A

All of the carbon and hydrogen labels and any bonds to hydrogen atoms

58
Q

What does end of line in a skeletal formula represent?

A

CH3 group

59
Q

How to represent alicyclic and aromatic compounds?

A

Draw shape and add any carbons in for alkene - benzene can be represented as ALTERNATING DOUBLE BONDS (AROMATIC) or with a circle within hexagon

60
Q

Are functional groups included in skeletal formula?

A

YES THEY MUST BE SHOWN

61
Q

Benzene formula

A

C6H6

62
Q

Isomers

A

Different compounds with the same molecular formula

63
Q

Structural isomers

A

Compounds with the same molecular formula but different structural formulae

64
Q

C4H10 isomers

A

Butane and 2-methylpropane ; the molecular formula does not unambiguously identify the STRUCTURE

65
Q

How are different isomers with functional groups arranged?

A

The functional group may be at different positions along the carbon chain

66
Q

Isomers with different functional groups?

A

Sometimes two molecules containing different functional groups have the same molecular formula ; aldehydes and ketones (C3H6O)

67
Q

What is a covalent bond?

A

Shared pair of electrons between two atoms - when chemical reaction occurs then bonds in the reactants break and new bonds form in the products ; can be broken through homolytic or heterolytic fission

68
Q

Homolytic Fission

A

Each of the bonded atoms takes one of the shared pair of electrons from the bond - each atom now has a single unpaired electron and this atom/group of atoms is called a radical

69
Q

Heterolytic fission

A

One of the bonded atom takes both of the electrons from the bond (this atom becomes a negative ion) and the atom that does not take electrons becomes a positive ion ; DEPENDENT ON WHICH IS MORE ELECTRONEGATIVE (δ- becomes the negative ion)

70
Q

Reaction mechanisms

A

They show how the reaction takes place

71
Q

Curly arrows

A

MOVEMENT OF ELECTROJ PAIRS - HETEROLYTIC

72
Q

Fish hook arrow

A

MOVEMENT OF SINGLE ELECTRONS - HOMOLYTIC FISSION

73
Q

Addition reaction

A

2 reactants join to form one product ; double bond is broken to form a single saturated compound

74
Q

Substitution reactions

A

Atom or group of atoms is simply replaced by another group of atoms

75
Q

Elimination reaction

A

1 reactant to 2 products
Often double bond I’d formed
Removal of a small molecule from a larger one

76
Q

WHAT TO REMEMBER ABOUT RADICALS

A

Always PUT THEM ON ATOM WITH THE UNPAIRED ELECTRON