C 1.4.2

 

Empirical and molecular formulae. Structural formulae and isomers.

 

Q.38    With the help of examples define what is meant by –

 

(a)    an empirical formula

(b)    a structural formula

(a)               a graphical formula

(d)        a linear abbreviated formula

                

Ans      Empirical formula shows the simplest whole number ratio for the atoms of different elements in a compound.  For example the empirical formula of glucose (molecular formula C6H12O6) is CH2O.

 

            The structural formula not only shows the numbers of different atoms present but the way in which the atoms are arranged in the molecule.

 

The graphical formula is a diagrammatic representation of the atoms in a compound and the way in which they are arranged.

 

A linear abbreviated formula is a hybridised form of the molecular and structural formulas where they are combined to form a linear formula in which functional groups are grouped together etc.

 

 


Q.39    Calculate formula from experimental data.

         

Ans      Do Exercises 1.22-1.26 in ACC.

 

 

C1.4.3

Text Box:

Q.40    What is meant by the term ‘functional groups’?

 

Ans      The term functional group refers to the active part   of a molecule that determines the chemical reactions that that molecule undergoes.

 

The required functional groups are illustrated to the right.

 

 

 

Q.41    What is an ‘homologous series’?

 

Ans      A homologous series is a family of organic compounds containing the same functional group and possessing the same general formula.

C1.4.4

 

Q.42    What effect does chain length have on physical properties.

 

Ans      As chain length increases the hydrocarbon chain has a greater effect on the properties.  The molecule becomes more polarisible in nature and hence the melting and boiling points are raised

 

 


Q.43    What are the trends in physical properties within a homologous series. 

            (NO treatment of Van der Waals’ forces expected here.)

 

Ans

 

 

 

 

 

 

 

 

 

C1.4.5

 

Q.44    Organic reactions can be classified as addition, substitution and elimination.  What are they?   Give a definition and examples for each.

 

Ans      Substitution

            Where a molecule has one group /atom removed and replaced by another

 

 

            E.g.                  C     C     Br     +   OH-(aq)   "      C      C       OH

 

 

 

            Addition

            Where two molecules react and combine to form a single molecule.  Double/triple bonds must be involved

                                                                        Br                                C         C

            E.g.                  C  =       +                    "                    

                                                                        Br                                Br        Br       

 

 

            Elimination

            Where a single molecule has part of it removed to form two products, one of which being unsaturated.

 

 

 

            E.g.                  C     C     Br     +   OH-(alc)   "      C  = C     +   H2

 

 

C1.4.6

 

Q.45    Define what is meant by ‘the mechanism of a reaction’.

 

Ans      Frank

 

 

 

 

 

Q.46    With the help of examples explain what happens in

 

(a)                electrophilic mechanisms

 

Ans      This is an electron deficient species that will attack an eletron rich centre. 

            (Electron lover)  E.g. Electrophillic addition

 

(b)               nucleophilic mechanisms.

 

Ans      This is an electron rich species that will attack an electron deficient centre.

            (Nucleus lover)  e.G. Nucleophillic substitution.

 

 

 

 

 

 

 

C1.4.7

 

Physical and chemical properties of alkenes and cycloalkenes.

 

           

Q.47    Discuss the addition reactions of alkenes (& ethy???) and cycloalkenes (e.g. cyclohexene) with

 

(a)                hydrogen: (hydrogenation)

 

Ans      H2 gas and ethene

            Catalyst: finely divided platinum/palladium (Normal P + T)

            Under P  - 470K: Nickel

 

 

 

(b)               bromine: (bromination)

 

Ans      Liquid Br2/ solution of Br2 in CCl4 (Tetrachloromethene)

                                                +

                                         ethene

 

                                   

                                  colourless oil :  1,2 dibroethane

 

 

(c)                bromine water

 

Ans           HbrO(aq)   &  Br2(aq)

                    +

               ethene

 

            1,2 dibromoethane & 1, bromoethan, 2,ol.

 

 

(d)               hydrogen bromide

 

Ans      HBr(g/aq)                                    ordinary temps.

              +

            ethene

 

 

            1, bromoethane

 

 

(e)                water

 

Ans      Hydration

            Ethene   +   steam            ethanol   

            At 600K  & 70atm    catalyst:  Phosphoric (V) acid

 

            *Note addition of HBr to propene is not required.)

 

 

(f)                 Outline the mechanism 

 

Fiona book under 48(a)

 

 

 

 

 

 



Q.48    Outline the formation of addition polymers include polythene, polypropylene, PVC and polystyrene

 

                        Details of polymer structure, e.g. high and low density poly(ethene), are NOT required.  (cf. Section C4.4.1).  the mechanism of the reaction of hydrogen bromide and bromine with ethene.

                        Addition of hydrogen bromide to propene is NOT required

 

 

Ans      In addition polymerisation, small molecules join together to become a single product – a polymer

 

                 H                      H                    H                  H                    H                  H

 

                        C  =   C                                   C   =   C                                  C   =   C

 

 

                 H                      H                     H                  H                    H                  H

 

 

 

                        H         H                                 H         H                                 H         H

 

                        C         C                                 C         C                                 C         C

 

                        H         H                                 H         H                                 H         H

 

 

 

                                                H         H         H         H         H         H

 

                                                C         C         C         C         C         C

 

                                                H         H         H         H         H         H

           

 

C1.4.8

 

            Physical and chemical properties of halogenoalkanes.

                 Details of SN1 and SN2 mechanisms are NOT required in this section (cf. Section C2.4.7).   

 

Q.49     Discuss the relative reactivity of tertiary, secondary and primary halogenoalkanes.

 

            Tertiary halogenoalkane (3°)

See Fiona’s notes

 

(a)               –OH

 

Ans      Reflux with NaOH(aq)  - not alcoholic

                       

                        H          H                                                         H         H

           

            H         C          C         Br    +   OH-                 H         C         C         OH   +   Br-

 

                        H          H                                                         H         H


 

(b)              

 

Non-bonding valence electron pair/lone pair

 
–NH2

 

2

 
Ans          

                                                                 H                N               H

 

 


                                                                                     H

 

 

 

                 The lone pair is a negative source, which, unbonded is able to attack a positive centre – a nucleophile.

 

Answer not completed yet.

 

(c)               – C= N

 

Ans

 

 

 

 

 

 

 

 

 


Q.50    Discuss the conditions and reagents needed for the elimination reactions of halogenoalkanes to form alkenes.     

 

Ans