Alkenes (OCR A Level Chemistry A): Flashcards

Exam code: H432

1/34

0Still learning

Know0

  • Define π bond

Cards in this collection (34)

  • Define π bond

    A π bond is formed by the sideways overlap of two p orbitals, with electron density concentrated above and below the plane of the bonded atoms.

  • Why are alkenes more reactive than alkanes?

    Alkenes contain a π bond in the C=C double bond, which has lower bond enthalpy (265 kJ mol-1) than a C-C single bond (347 kJ mol-1) and is therefore easier to break.

  • True or False?

    The bond angles around each carbon in ethene are 120°.

    True.

    The three σ bonding pairs around each carbon repel each other equally, giving a trigonal planar arrangement with bond angles of 120°.

  • Complete the table for the types of bond within a C=C double bond and their formation:

    Bond type

    Number

    Formation

    ..........

    ..........

    end-on orbital overlap

    ..........

    ..........

    ..........

    Bond type

    Number

    Formation

    sigma, σ

    one

    end-on orbital overlap

    pi, π

    one

    sideways overlap of p orbitals

  • What shape does ethene adopt and why?

    Ethene adopts a planar (flat) shape because the three σ bonding pairs around each carbon repel each other into a trigonal planar arrangement with bond angles of 120°.

  • True or False?

    A double bond between two carbon atoms consists of two σ bonds.

    False.

    A C=C double bond consists of one σ bond and one π bond; only single bonds are purely σ bonds.

  • Define E/Z isomerism

    An E/Z isomerism is a type of stereoisomerism in alkenes arising from restricted rotation about the C=C bond, where the two groups on each carbon are different and are assigned priority using Cahn-Ingold-Prelog rules.

  • True or False?

    In a cis isomer, the two highest-priority groups are on opposite sides of the C=C bond.

    False.

    In a cis isomer the two like groups are on the same side; it is the trans isomer (or E isomer) that has the highest-priority groups on opposite sides.

  • Why is free rotation not possible about a C=C double bond?

    The π bond formed by sideways overlap of p orbitals would be broken by rotation, so the groups attached to each carbon remain fixed in position.

  • In E/Z isomerism, the group with the higher .......... on each carbon is identified using .......... priority rules. In the .......... isomer, the two higher-priority groups are on opposite sides of the double bond.

    In E/Z isomerism, the group with the higher atomic number on each carbon is identified using Cahn-Ingold-Prelog priority rules. In the E isomer, the two higher-priority groups are on opposite sides of the double bond.

  • When does the cis/trans naming system fail for alkene stereoisomers?

    Cis/trans naming fails when all four substituents on the C=C bond are different, requiring the E/Z system based on Cahn-Ingold-Prelog priority rules instead.

  • True or False?

    The Z isomer has the two highest-priority groups on the same side of the C=C bond.

    True.

    Z comes from the German "zusammen" meaning together, so the higher-priority groups are on the same side of the double bond.

  • Define hydrogenation

    A Hydrogenation is the addition of H2 across the C=C double bond of an alkene, producing an alkane, using a nickel catalyst at 200 °C and 1000 kPa.

  • How is bromine water used to test for unsaturation in an alkene?

    The unknown compound is shaken with bromine water; if a C=C bond is present, an addition reaction occurs and the orange/yellow solution decolourises.

  • True or False?

    In hydrohalogenation reactions, HI reacts faster with alkenes than HCl.

    True.

    The rate of reaction follows the order HI > HBr > HCl because the H-I bond is weakest and therefore easiest to break.

  • Complete the table for the required conditions for the hydration of an alkene into an alcohol:

    Condition

    Temperature

    .......... °C

    Pressure

    .......... atmospheres

    Catalyst

    .......... acid

    Condition

    Temperature

    300 °C

    Pressure

    60 atmospheres

    Catalyst

    phosphoric acid

  • Define halogenation (of alkenes)

    A Halogenation is the electrophilic addition of a halogen (X2) across the C=C double bond of an alkene, producing a dihaloalkane, and occurs readily at room temperature.

  • Why is the π bond of a C=C double bond easier to break than a C-C single bond?

    The π bond has a bond enthalpy of approximately 265 kJ mol-1, which is lower than the C-C single bond value of 347 kJ mol-1, so less energy is needed to break it.

  • True or False?

    Hydrogenation of ethene produces ethane as the only product.

    True.

    Hydrogenation is an addition reaction where H2 adds across the C=C bond of ethene to give ethane as the sole product.

  • Define carbocation

    A carbocation is a positively charged carbon atom with only three covalent bonds; carbocations are classified as primary, secondary or tertiary depending on the number of attached alkyl groups.

  • Outline the two steps of the electrophilic addition mechanism when HBr reacts with an alkene.

    Step 1: the electrophile (H+) attacks the π bond of the C=C, forming a carbocation intermediate as the H-Br bond breaks heterolytically. Step 2: the Br- nucleophile attacks the carbocation to form the halogenoalkane product.

  • True or False?

    A tertiary carbocation is more stable than a secondary carbocation.

    True.

    Three alkyl groups donate electron density towards the positive carbon via the inductive effect, spreading the charge more effectively than two groups in a secondary carbocation.

  • Markovnikov's rule states that in electrophilic addition of a hydrogen halide to an alkene, the halogen attaches to the .......... substituted carbon and the hydrogen attaches to the .......... substituted carbon, giving the .......... product.

    Markovnikov's rule states that in electrophilic addition of a hydrogen halide to an alkene, the halogen attaches to the most substituted carbon and the hydrogen attaches to the least substituted carbon, giving the major product.

  • What is the inductive effect of alkyl groups on a carbocation?

    Alkyl groups are electron-donating, pushing electron density towards the positively charged carbon and stabilising the carbocation by reducing the positive charge.

  • True or False?

    In electrophilic addition of HBr to an alkene, the H-Br bond breaks heterolytically.

    True.

    Heterolytic fission gives H+ (the electrophile) and Br- (the nucleophile), both of which are needed for the two-step addition mechanism.

  • Define Markovnikov's rule

    Markovnikov's rule states that in electrophilic addition of HX to an unsymmetrical alkene, the halogen bonds to the most substituted carbon, producing the major product via the most stable carbocation intermediate.

  • Define addition polymerisation

    An Addition polymerisation is the reaction in which many monomers containing at least one C=C double bond join together to form a long-chain polymer as the only product, with no by-products.

  • How does the repeat unit of a poly(alkene) differ from its monomer?

    The repeat unit is identical to the monomer except that the C=C double bond is replaced by a C-C single bond; the repeat unit is shown inside square brackets with n outside.

  • True or False?

    Addition polymerisation of alkenes produces only one product.

    True.

    Unlike condensation polymerisation, addition polymerisation gives only the polymer chain and no small-molecule by-products.

  • Feedstock recycling breaks waste polymers down into .........., .......... and .......... using chemical and thermal processes.

    Feedstock recycling breaks waste polymers down into monomers, gases and oils using chemical and thermal processes.

  • A key advantage of feedstock recycling is that it works with .......... and .......... polymers.

    A key advantage of feedstock recycling is that it works with unsorted and unwashed polymers.

  • Why are polyalkenes non-biodegradable?

    Polyalkenes consist entirely of C-C single bonds along the backbone, which microorganisms cannot break down, unlike the ester or amide bonds found in biodegradable condensation polymers.

  • Define bioplastic

    A bioplastic is a polymer made from plant-based materials such as starch, cellulose or plant oils, providing a renewable and sustainable alternative to crude-oil-derived polymers.

  • True or False?

    Polyesters and polyamides are considered biodegradable because they can undergo hydrolysis reactions.

    True.

    The ester and amide bonds in these condensation polymers can be broken by hydrolysis, unlike polyalkenes whose C-C backbone cannot be broken down by microorganisms.

Sign up to unlock flashcards

or