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Org II > Topic 1 - Stereochemistry > Flashcards

Topic 1 - Stereochemistry Flashcards

1
Q

Composition

A

Number & Kind of Atoms

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2
Q

Constitution

A

Bonding pattern (which atoms are bonded)

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3
Q

Configuration

A

Spatial Relationship
- cis/trans
- E/Z
- R/S
- D/L

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4
Q

Confirmation

A

Variable spatial orientation
- think chair confirmations

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5
Q

Chiral

A

Cannot be superimposed on its mirror image. Has no plane of symmetry

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6
Q

Achiral

A

Can be superimposed on its mirror image. Has a plane of symmetry.

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7
Q

Racemic Mixture

A

Equal amount of each isomer - each enantiomer.
If all starting products are achiral and product is chiral - mixture is racemic.

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8
Q

How to create enantiomer?

A
  1. Draw mirror image
  2. Swap stereochemistry at each stereocentre
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9
Q

How to identify R & S

A

R - Clockwise 1,2,3
S - Anticlockwise 1,2,3

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10
Q

How to identify E & Z

A

E - high priority groups are on opposite sides of double bond
Z - high priority groups are on same side of double bond

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11
Q

Properties of achiral environments

A

Same physical and chemical properties

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12
Q

Properties of chiral environments

A

Different physical and chemical properties

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13
Q

What is the main property different between enantiomers?

A

They rotate light in opposite directions but of the same magnitude

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14
Q

What things are optically inactive?

A
  1. Racemic Mixtures
  2. Achiral Molecules
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15
Q

How to identify D & L

A

Compare the molecule to the structure of D and L glycer aldehyde

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16
Q

How to identify cis and trans

A
17
Q

How to create distereomer?

A

Swap only one stereocentre

18
Q

What is a mesocompound?

A

Has a plane of symmetry
Has 2 or more stereo-centres

19
Q

How to determine the direction of bonds to substituents at each end of an allene (i.e. R-C=C=C-R)?

A

If number of double bonds in even
- one pair will be in line with plane and other pair will be orthogonal to plane of the page

If number of double bonds is odd
- both pairs of substituents will be in the plane of the page

20
Q

How to seperate racemic mixtures

A
21
Q

Substitution reactions

A
22
Q

Elimination reactions

A
23
Q

Confirmation Chemistry

A
24
Q

Substitution or Elimination?

A

Org II (4 decks)

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