Alkenes - Organic 1 Flashcards

1
Q

What is an alkene?

A

Unsaturated hydrocarbons with a C=C double bond

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2
Q

What is the general formula of an alkene?

A

CnH2n

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3
Q

Why is there no rotation about the C=C double bond?

A

Due to the π (pi) orbital - electron density above and below the single bond, which holds the carbon atoms in place

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4
Q

Are they more or less reactive than alkanes? Why?

A

More reactive, due to high electron density of double bond and the fact the pi-bond is slightly easier to break

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4
Q

What intermolecular forces of attraction do they have?

A

Only van der Waals due to non-polar bonds

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5
Q

Are they soluble in water? Why?

A

No, non-polar bonds (van der Waals’ < hydrogen bonding)

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6
Q

Name and describe the
three kinds of isomers
alkenes can have

A

Chain isomers (branched chains)
Position isomers (C=C on different carbon atom)
Geometric E-Z isomers (Z is when 2 highest atomic number chains are on the same side of the double bond; E is when they’re on opposite sides)

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7
Q

Write an equation for the complete combustion of pent-2-ene.

A

CH3CH=CHCH2CH3 + 71⁄2O2 → 5CO2 + 5H2O

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8
Q

What is an electrophile?

A

Electron deficient atoms/ions which accept a pair of electrons (here, from the C=C double bond)

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9
Q

What is the most stable type of carbocation intermediate? why?

how do you determine whether a major or minor product is formed from an addition reaction?

A

Alkyl groups have a positive inductive effect, so the most stable carbonation is the one bonded to the most other carbon atoms i.e. A tertiary carbocation

the initial place where the other thing is added e.g. bromine to a carbocatio, then talk about above stuff in a long worded response.

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10
Q

Major products will be formed from which kinds of carbocations?

A

Tertiary (or the most stable avaliable)

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11
Q

What conditions are needed for the electrophilic addition of H2O to an alkene?

A

Acid catalyst, usually phosphoric acid

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12
Q

What are the product(s) of the reaction?

A

An alcohol

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13
Q

Draw a mechanism for the addition of water to ethene

A

check google

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13
Q

What conditions are needed for the electrophilic addition of a hydrogen halide to an alkene?

A

Room temperature

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14
Q

How does a molecule with a non-polar bond react as if it is an electrophile?

A

C=C double bond with a high electron density induces a temporary dipole in the halogen molecule → δ+ atom attracted to double bond

14
Q

Draw a mechanism for the reaction of HBr and ethene.

A

check google

15
Q

What conditions are needed for the electrophilic addition of a halogen molecule to an alkene?

A

Room temperature and organic solvent

16
Q

How would you turn the product (from sulfuric acid + ethene) into an alcohol and how does this show that sulfuric acid catalyses the addition of water to an alkene?

A

Add water
H2SO4 reforms, showing it catalyses the hydration of alkenes

16
Q

Draw a mechanism for the reaction between bromine and ethene

A

check google

17
Q

Draw a mechanism for the reaction of sulfuric acid with ethene.

A

check google

18
Q

What is an addition polymer?

A

many monomers bonded together via rearrangement of bonds without the loss of any atom or molecule

19
Q

What are monomers? What form do they usually take?

A

Molecules which combine to form a polymer Usually have a C=C bond which breaks to leave a repeating pattern

20
Q

Draw how you would represent the polymerisation of ethene.

A

check google

21
Give 3 uses of poly(chloroethene) / PVC
Drainpipes Vinyl Aprons
22
Give two examples of plasticisers
esters and phthalates
23
What are plasticisers?
Small molecules that get between polymer chains to force them apart and allow them to slide over one another
24
How do the physical properties of PVC change due to a plasticiser? What applications does this lead to?
PVC with a plasticiser become flexible, used for aprons Without a plasticiser, PVC is rigid, used for drainpipes
25
Why do things containing mainly C-C and C-H bonds not decompose easily?
Bonds are non-polar so are not attacked by enzymes
26
Why is a lack of biodegradability in compounds with C-C or C-H bonds a problem?
Disposal is very problematic
27
What is mechanical recycling?
Where plastics are separated into different types, washed, ground down, melted and re-moulded
28
What is mechanical recycling used for?
Soft drinks bottles → fleeces
29
What is feedstock recycling?
Plastics heated to a temperature which break polymer bonds, leaving original monomers that can be made into new plastics
30
What is feedstock recycling used for?
Making totally new plastics
31
What is a problem with recycling?
Each time thermosoftening plastics are melted and remoulded, their properties degrade, so they can only be remoulded a limited number of times
32
info. about electrophilic addition:
breaks double bond, adds more in, major/minor products formed uses HBr/ Br2 / H2SO4
33
info. about addition polymers
high pressures and temps. = branched opposite = straight with strong imfs
34
which way do curly arrows go?
negative to positive