Organic Chemistry & Carbon Bonding Flashcards

1
Q

Definition of organic chemistry

A

chemistry of compounds of carbon
massive range of complexity
e.g. methane and than to penicillin

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2
Q

what are the different physical forms of organic compounds?

A

gases
liquids
waxes
plastics
crystalline solids
coloured or colourless
odoured or odourless

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3
Q

Carbons abilities

A

Bind strongly to other elements and form strong bonds to itself
Can catenate (form chains of C atoms)

both allow for large range of possible structures

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4
Q

Carbon

A

Atomic orbitals: 1s2 2s2 2p2
requires 4 extra e-

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5
Q

define: molecular orbital theory

A

Two singly occupied s orbitals on each H atom combine to form two molecular orbitals

Two atomic orbitals combine to give two molecular orbitals
atomic orbitals must have the sufficient overlap to form covalent bonds

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6
Q

single bond molecular orbital theory

A

two half filled s orbitals combine
two end on mixing of 2 atomic p orbitals
give a single (sigma) bond
consisting of 2 sigma molecular orbitals

single binding is more stable and lowest energy orbitals
single sigma covalent bond

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7
Q

double bond molecular orbital theory

A

same principle but with both s and p orbitals combined
both sigma and pi bond formed and combined

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8
Q

DB: overlap end-on

LOOK AT DIAGRAM

A

form two sigma molecular orbitals

shares 4e- in double covalent bind
uses the e- in the p orbital
overlap 2 closest ends, bonding molecular orbital
lower energy so more stable

creates a sigma covalent bond

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9
Q

DB: overlap side-on

LOOK AT DIAGRAM

A

for two pi molecular orbitals

shares 4e- the same as before
pi bonding orbital has a lower energy so more stable, shared pair of e-

creates a pi covalent bind

the double bind is therefore both a sigma and pi bond together

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10
Q

What is orbital dehybridisation?

LOOK AT DIAGRAM

A

one 2s orbital & 3 2p orbitals mixed to give 4sp3 orbitals
instead of the separate energy levels- the 4sp3 orbitals are inbetween

C now forms 4 covalent bonds to filfil octet rule

A hybrid model mathematically and energetically favoured

form an overall tetrahedral shape around C atom

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11
Q

Carbon Bonding

A

mutual repulsion push orbitals far apart as possible
as they are in a tetrahedral arrangement

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12
Q

Hybrid orbitals

LOOK AT DIAGRAM

A

CH4
resulting hybrid orbitals designated sp3
result in tetrahedral methane

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13
Q

C-C single bonds

LOOK AT DIAGRAM

A

Ethane C2H6
3sp3 orbitals mix with S orbital to form 3 sigma bonds with H
1sp3 orbital from 2nd C forms the C-C bond

formed between overlap of 2 sp3 hybrid orbitals
result in sigma bond
tetrahedral shape around the C

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14
Q

C=C double bonds

LOOK AT DIAGRAM

A

Different hybridisation
1x2s + 2x2p mix giving 3sp2 hybridised orbitals
leaving one unhybridised 2p orbital

3sp2 form a sigma bond
1 2p orbital forms a pi bond

creating a double bond

formed between overlap of 2 sp2 hybrid orbitals and two unhybridised p orbitals
triganol shape around the C atom

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15
Q

ethene forming bonds

A

each C forms 3 sigma bonds
binds to 2H and 1C (2nd one)
C=C is formed

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16
Q

C-C double bonds

A

combination of a sigma and a pi bond
pi bond formed by overlap of p orbitals on each C atom
sigma bond stronger as the end-on overlap is more effective and less reactive

17
Q

C-C triple bonds

LOOK AT DIAGRAM

A

1x2s + 1x2p orbital mix
leaving 2 unhybridised 2p orbitals

the 2sp hybrid orbitals each form a sigma bond
The 2 2p orbitals will each form a pi bond

one sigma bind and 2 pi bonds
linear shape around C atom

18
Q

2p orbital hybridisation

A

p orbitals define geometry around C atom
all orbitals adopt positions as far apart as possible

19
Q

C-C triple bind: pi bonds

A

combination of one sigma and 2 pi binds
pi bonds formed by overlap unhybridised orbitals on each C atom
the 2nd pi bond weaker than the first