Alkanes and alkenes
 

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Alkanes CnH2n+2

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Alkane " halogenoalkane
Reagents: chlorine or bromine
Conditions: in the presence of ultraviolet light

CH4 + Br2    →   CH3Br + HBr

Further substitution occurs in succeeding reactions:

CH3Br + Br2 → CH2Br2 + HBr

CH2Br2 + Br2 →  CHBr3 + HBr

CHBr3 + Br2 →  CBr4 + HBr


Arenes
Halogenoalkanes
Alcohols
Aldehydes and ketones

Carboxylic acids
Acyl chlorides
Amines
Nitro compounds
Nitriles
Amides

 

Alkane + oxygen "  carbon dioxide and water, and heat.
Conditions: ignite in air or oxygen.

The general reaction for any alkane containing n carbon atoms is

CnH2n+2  +   ˝(3n + 1)O2 →  nCO2  +  (n +1)H2O


 

Alkenes CnH2n

 

Alkene → 1,2-dihalogenoalkane
Reagents: chlorine or bromine                    
Conditions: in gas phase or in an inert solvent such as CCl4 at r.t.:

CH3CH=CH2 + Br2 → CH3CHBr – CH2Br


 

Alkene → halogenoalkane
Reagents: hydrogen halide
Conditions; in gas phase or in an inert solvent such as CCl4 at r.t

Addition is according to Markovnikov’s rule, i.e. d+ goes to the carbon in the double bond bearing most hydrogen:

CH3CH=CH2 + HBr " CH3CH(Br) – CH3

Note that Markovnikov's Rule is not an explanation; explaining the orientation requires a knowledge of the mechanism and of the ease of formation of the intermediate carbocations.


 

Alkene → alkyl hydrogen sulphate
Reagents: concentrated sulphuric acid                                
Conditions: at r.t.

d+

d-

The reagent is polarised H-

OSO2OH:

CH3CH=CH2 + HOSO2OH → CH3CH(OSO2OH) -CH3


 

Alkene → bromoalcohol
Reagents: bromine water                                                  
Conditions: at r.t.

The Br atom is the more positive end of the reagent:

CH3CH=CH2 + BrOH → CH3CH(OH) - CH2Br


 

Alkene " 1,2-diol
Reagents: potassium manganate(VII) solution made alkaline with sodium hydroxide               
Conditions: r.t.

The oxidising agent can be shown as [O]:

CH3CH=CH2 + H2O + [O] → CH3CH(OH) - CH2OH


 

© JRG Beavon 2002