Carboxylic acids and esters
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State the reactants to produce an ester from a carboxylic acid
Carboxylic acid Alcohol Concentrated acid e.g. H2SO4, H3PO4
State the products of the elimination reaction to produce an ester
Ester Water
Give the products and reversibility of hydrolysis of an ester in acidic conditions
Carboxylic acid Alcohol Reversible reaction
Give the products and reversibility of hydrolysis of an ester in alkaline conditions
Sodium carboxylate salt Alcohol Non-reversible
Give the formula of glycerol
CH2OHCHOHCH2OH Propane-1,2,3-triol
What determines whether a fat is solid or liquid at RTP?
Strength of Van der Waal’s forces; liquid if unsaturated, solid if saturated
Give the equation for the hydrolysis of fat in alkaline conditions
RCOO-CH2 RCOO-CH3 RCOO-CH2 + 3(K)OH -> 3RCOO(K) + CH3OH CH2OH CH3OH
What alcohol is used to produce biodiesel?
Methanol
Describe an acid anhydride
RCOOCOR Central O with RC=O on each side Symmetrical
Describe the mechanism for addition elimination of acyl chlorides
Lone pair of nucleophile attacks δ+ C on C-Cl, arrow from C=O to O, gives O negative charge Arrow from O- to O-C, arrow from C-Cl to Cl, arrow from H-Q+ to Q+ (Q nucleophile)
Describe the mechanism for addition elimination of acid anhydrides
Lone pair of nucleophile attacks δ+ C on C=O, arrow from C=O to O, gives O negative charge Arrow from O- to O-C, arrow from ester linkage to O of ester link, arrow from H-Q+ to Q+ (Q nucleophile)
Give the name for the production of an ester from a carboxylic acid and alcohol
Esterification
Give uses of esters
Perfumes Food flavouring Plasticisers Solvents
Describe how biodiesel is made
Reacting carboxylic acids with methanol in the presence of an (sulfuric) acid catalyst
Give the products of the hydrolysis of esters
Soap Glycerol
Why is ethanoic anhydride used instead of ethanoyl chloride in esterification?
Ethanoyl chloride produces HCl when it reacts with water, which burns skin More stable Cheaper Safer
Name the type of compound shown by the formula RCOOK
Carboxylate salt