3.9 Carboxylic acids Flashcards
define term hydrolysis
breaking a bond of water
Name CH3CH2OOCCH2CH2CH3
ethylbutanoate
construct equation when Methanoic Acid and Sodium Hydroxide react together
HCOOH + NaOH -> HCOONa + H2O
construct equation when Propanoic Acid and Ammonia react together
CH3CH2COOH + NH3 -> CH3CH2COO^- + NH4^+
products formed when pentyl propanoate reacts with water
Propanoate + pentan-1-ol
Suggest why propane-1,2,3-triol is soluble in water.
H2O can form hydrogen bonds to the delta negative oxygen in the OH bond in propane-1,2,3-triol
Triglycerides are esters made when fatty acids react with an alcohol.
What is the name of this alcohol?
Glycerol / propane-1,2,3-triol
Biodiesel contains methyl esters of fatty acids. Explain why there is an increased use of biodiesel.
to conserve crude oil supplies
to reduce amount of CO2 released to the atmosphere
Outline the mechanism for the reaction between Propanol and Pentanoyl chloride. Name the product.
(same mechanism can also be done if acyl chloride reacts ammonia)
Name compound CH3CH2CONH2
Propanamide
- the CONH2 is the amide bond
Describe briefly how you could measure the melting point of aspirin.
- Input sample into a capillary / melting tube
- heat gently / slowly near melting point
Give two industrial advantages of using ethanoic anhydride rather than ethanoyl chloride in the manufacture of aspirin.
- safer
- less corrosive
- less vulnerable to hydrolysis
- less vigorous
- doesn’t produce HCL
- Less volatile
Also name the product formed
CH3CO^+ = intermediate
Phenylethanoate
what is the main product formed when ethanoic anhydride reacts with propan-1-ol
propylethanoate
- anhydride + alcohol = ester
main product formed when butanoicpropanoic anhydride react with water
butanoic acid and propanoic acid
main product formed when butanoic anhydride reacts with ammonia
butanamide (amide bond has final carbon on chain, double bond to an oxygen and a single bond to NH2)
formula for ethylamine
CH3CH2NH2
main products formed when Propanoicethanoic Anhydride and Ethylamine react
N-ethylpropanamide
N-ethylethanamide
Butenedioic acid, HOOCCH=CHCOOH, occurs as two stereoisomers. One of the isomers readily forms the acid anhydride C4H2O3 when warmed.
Draw the structures of the two isomers of butenedioic acid and name the type of isomerism shown. Use the structures of the two isomeric acids to suggest why only one of them readily forms an acid anhydride when warmed. Draw the structure of the acid anhydride formed.
(Skip drawing the isomers)
Isomerism is : E-Z isomerism
No rotation about C=C axis
Both COOH groups must be on the same side
Identify one electrophile which will react with butenedioic acid and outline a mechanism for this reaction.
HBr
Write an equation for a reaction which occurs when butenedioic acid is treated with an excess of aqueous sodium hydroxide.
2NaOH + HO2CCHCHCO2H → NaO2CCHCHCO2Na + 2H2O
What is formed when you oxidise an aldehyde and state reagent needed
carboxylic acid formed
- reagent : acidified potassium dichromate
What is formed when you reduce a ketone
- state reagent
- name of mechanism
- conditions
secondary alcohol formed
nucleophilic addition
NaBH4
Acidic solvent
What two compounds do you need to form an ester
- name mechanism to form an ester
- state reagents
- state conditions
alcohol and carboxylic acid
nucleophilic addition-elimination
Conc H2SO4 or HCl
warm or reflux or heat
Compound A, HCOOCH2CH2CH3, is an ester. Name this ester and write an equation for its reaction with aqueous sodium hydroxide.
a) State purpose of sodium carbonate in step 1
a) to remove excess acid
Suggest a precaution for when a mixture is. shaken in a separating funnel and give a reason
Add stopper to prevent spillage
Give a use of Anhydrous magnesium sulfate
Drying agent / to remove water
Suggest how purity of an ester can be confirmed
Compare boiling point to a data book / known value
1.2 ethanoic anhydride is less corrosive / less vulnerable to hydrolysis
1.1) suggest identity of two impurities present in the filtered solid aspirin before it is washed is step 6 of the method
1.2 ) describe recrystallization method to purify the aspirin. Influde methodand apparatus used