unit 2a: stereochemistry Flashcards

1
Q

two types of isomers

A

structural isomers, stereoisomers

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2
Q

two types of stereoisomers

A

geometric, optical

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3
Q

structural isomers

A

when the atoms are bonded together in a different order

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4
Q

stereoisomerism

A

when the atoms are connected in the same way and in the same order however are arranged differently in 3D space

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5
Q

geometric isomers occur in

A

molecules containing a C=C double bond as there is no free rotation of the groups of atoms around a double bond, only occurs when there are different groups each side of the double bond

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6
Q

two types of geometric isomers

A

cis- when the groups are on the same side of the double bond, trans- when the groups are on opposite sides of the double bond

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7
Q

boiling points of geometric isomers

A

cis isomers tend to have higher boiling points as they tend to be more polar, symmetry in trans isomers cancels out polarity

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8
Q

chemical properties of geometric isomers

A

occasionally cis and trans isomers can have different chemical properties

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9
Q

geometric isomers and cyclic compounds

A

geometric isomerism can arise in cyclic compounds where rotation around the C-C single bonds is restricted due to the ring structure

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10
Q

optical isomers occur in

A

a molecule that contains a tetrahedral carbon atom that has four different groups attached (a chiral carbon)

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11
Q

chiral carbon

A

a tetrahedral carbon atom with four different groups attached, these can exist in two isomeric forms

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12
Q

optical isomers are

A

non-superimposable mirror images of each other called enantiomers

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13
Q

physical properties of optical isomers

A

they have identical physical properties, except for their effect on plane polarised light

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14
Q

optical isomers and plane polarised light

A

one isomer will rotate the light in a clockwise direction and the other will rotate it in an anticlockwise direction. light is rotated by the same amount although different directions

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15
Q

optically active substances

A

substances that can rotate plane polarised light

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16
Q

racemic mixtures

A

mixtures which contain equal amounts of both optical isomers and are optically inactive (no effect on plane polarised light) due to the rotational effects of the enantiomers cancelling out

17
Q

optical isomers and chemical properties

A

they have identical chemical properties except when in a chiral environment e.g. a biological system

18
Q

suggest why optical activity decreases over time

A

a racemic mixture is forming