Block 1- Foundations Flashcards

1
Q

What is the difference between a good and bad atomic orbital (AO) overlap?

A

A good AO overlap is when the AO are end on forming sigma bond
A bad AO overlap is when the AO are side on forming a pie bond

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2
Q

What is the hybridisation of a C bonded to 4 groups, 3 groups and 2 groups. Include shape

A

4 groups. SP3, tetrahedral,
3 groups, SP2, trigional planar
2 groups, SP, linear

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3
Q

What are constitutional isomers?

A

Molecules with the same molecular formula but different atom-to-atom connectivity

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4
Q

What are stereoisomers?

A

Molecules with the same atom-to-atom connectivity but a different arrangement in space

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5
Q

What is the DBE formula?

A

2 + 2C - H-X +N /2

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6
Q

What do DBE calculate?

A

The number of rings and or pi-bonds

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7
Q

What are isomers?

A

Compounds with the same molecular formulae but different arrangements

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8
Q

What is a diastereomer?

A

A configurations isomer that doesn’t have a mirror image relationship and isn’t superimpossible

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9
Q

What is a chiral carbon

A

A SP3 carbon with 4 different groups attached

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10
Q

What is an aciral carbon

A

A SP3 carbon with 2 or more identical groups attached

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11
Q

When are E/Z configurational isomer notations used?

A

When there is a double bond.

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12
Q

What are the aspects of E vs Z configurational isomers?

A

Z= high priority groups on the same side
E= high priority groups on opposite sides of the

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13
Q

What does the presses of a pi-bond mean?

A

There is no free rotation about the bond, this fixes atoms in space

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14
Q

What do the terms cis/trans isomers mean for cyclic compounds

A

The term cis/trans refers to the relative position of substitutes on a ring in relation to the other

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15
Q

What are configurational isomers

A

Molecules with same molecular formula, where interconversion requires bond breaking

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16
Q

What are conformational isomers?

A

Isomers which differ by rotation about a single bond

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17
Q

What are the properties of enantiomers?

A

Non-superimposable mirror images

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18
Q

What methods are used to draw conformers?

A

Sawhorse projection and Newman projection

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19
Q

What are the names of the most and least stable Newman projection

A

Most stable is staggered anti
Least stable is eclipsed syn

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20
Q

What are the names of the most and least stable cyclohexane conformers?

A

Most stable is chair conformer
Least stable is boat conformer

21
Q

What is the hybridisation notation for a C bonded to 4 atoms

A

Sp3 hybridised
Tetrahedral, 109.5°

22
Q

What is the hybridisation notation for a C bonded to 3 atoms/ 1 pi bond

A

Sp2 hybridised
Trigonal planar 120°

23
Q

What is the hybridisation notation for a C bonded to 2 atoms/ 2 pi bonds

A

Sp hybridised
Linear 180°

24
Q

What group is in the equatorial position for cyclohexane conformer to be most stable?

A

The largest group/substituents, it has the largest molar mass

25
When are CIP rules used
When assigning priority to groups when considering configuration all isomers
26
How can enantiomers be seen
Plane polarised light will rotate enantiomers in opposite directions, equal amounts
27
What is a race mic mixture and how does it react to plane polarised light “
A mixture of equal amounts of the 2 enantiomers. It gives an overall rotation of 0 when interacting with plane polarised light
28
What is an electrophile and its charge?
A electron acceptor, they are electron deficient, usually neutral or positively charged
29
What is a nucleophile and its charge
Electron donor, electron rich, neutral or negative charge. Will have lone pairs to electrons in pi bonds
30
How is a convalescence bond formed?
A polar reaction involving a nucleophile and elctrophile
31
What do curly arrows demonstrate
Movement of bonding electrons during reactions
32
What is a hetero bond cleavage
When both electron from a bond end up on one of the atoms which were formally bonded
33
What is the relative stable order of carbocations?
3° > 2° > 1°
34
What is the geometry of a carbon cation?
Sp2, planar, flat
35
What happens in an addition reaction?
A pi-bond breaks and is replaced by two new single bonds
36
What happens in a substitution reaction?
One atom or group is replaced by another through breaking and forming single bonds
37
What happens in an elimination reaction
2 single bonds are broken and a new pi-bond is formed. 2 products
38
What is purpose of chromatography?
Shows differences in polarity. More polar substances are strongly attracted to the plate and move slow
39
What are intermolecular dipole-dipole interactions?
Due to momentary uneven distribution of electron cloud
40
What are dipole-dipole interactions?
Due to polar bonds,the greater the polarity of a molecule the fringed the force
41
What is the reagent used in hydrogenation of alkenes/alkynes?
H2 / Pt
42
What are the reagents for halogenation of alkenes/alkynes?
X2, X= Cl, Br
43
What is the stereochemistry of hydrogenation of alkenes
Syn stereochemistry
44
What is the stereochemistry of halogenation of alkenes
Anti stereochemistry
45
Why reagent is needed to produce E-alkene ?
Li / liquid NH3 and H2O
46
Why reagent is needed to produce Z-alkene ?
Lindlar catalyst
47
What happens during electrophilic addition of HX and X2
Alkynes turned to alkane with halogen
48
What happens during electrophilic addition of water and what is reagent?
Reagent is aq. H2SO4, turns alkyne to Ketone