(a)
Interpretation:
Reagents and experimental conditions by which an oxanamide can synthesized from butanal has to be shown.
Concept introduction:
Acid chlorides are most often prepared by treating a
Alkyl or aryl magnesium halides (RMgX) are known as Grignard reagent. The Grignard reaction is an organometallic
Reaction of Grignard reagent with a formic ester followed by hydrolysis in aqueous acid yields secondary alcohol. Tertiary alcohol can be prepared by the reaction of Grignard reagent with ester other than formate.
(b)
Interpretation:
The number of chiral centers and stereoisomers possible for the given compound has to be shown.
Concept introduction:
Chiral centre:
A chiral centre is defined as the tetrahedral carbon atom in an organic molecule that is connected to four non-identical groups/substituents. It is sometimes known as a stereo genic centre.
Stereoisomers: Two compounds with same molecular formula but different in their orientation are considered as isomers.
Number of possible stereoisomers for a compound can be determined as,
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Chapter 19 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
- (a) How will you convert:(i) Benzene to acetophenone (ii) Propanone to 2-Methylpropan-2-ol(b) Give reasons :(i) Electrophilic substitution in benzoic acid takes place at meta position.(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols of comparable molecular masses.(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.arrow_forwardPredict the major products formed when benzoyl chloride (PhCOCl) reacts with the following reagents.(a) ethanoarrow_forwardQuinapril (trade name Accupril) is used to treat high blood pressure and congestive heart failure. One step in the synthesis of quinapril involves reaction of the racemic alkyl bromide A with a single enantiomer of the amino ester B. (a) What two products are formed in this reaction? (b) Given the structure of quinapril, which one of these two products is needed tosynthesize the drug?arrow_forward
- Compound A has molecular formula C7H15B.. Treatment of compound A with sodium ethoxide yields only one elimination product (compound B) and no substitution products. When compound B is treated with dilute sulfuric acid, compound C is obtained, which has molecular formula C7H160. Draw the structures of compounds A, B, and C.arrow_forwardPredict the products formed when cyclohexanone reacts with the following reagents.(a) CH3NH2, Harrow_forward(a) Draw the three isomers of benzenedicarboxylic acid.(b) The isomers have melting points of 210 °C, 343 °C, and 427 °C. Nitration of the isomers at all possible positions was once used to determine their structures. The isomer that melts at 210 °C gives two mononitro isomers. The isomer that melts at 343 °C gives three mononitro isomers. The isomer that melts at 427 °C gives only one mononitro isomer. Show which isomer has which melting point.arrow_forward
- 19.62 Naltrexone is used to help recovering narcotic addicts stay drug free. HO O OH naltrexone LO1,6,7 (a) Label and name all the functional groups. Where relevant, indicate whether the group is primary, secondary or tertiary. (b) Upon addition of dilute hydrochloric acid solution, naltrexone forms a water-soluble salt. Draw the structure of this salt.arrow_forward24.82 When the compound shown here is heated, ethene gas is evolved and a product with the formula C14H3O2 is formed. The 'H NMR and 13C NMR spectra of C14H8O2 are shown below. (There are two signals >150 ppm in the 13C NMR spectrum. Recall that the 13C NMR signal at 77 ppm is from the CDCI3 solvent.) (a) Draw the structure of C,14H3O2. (b) Draw the mechanism that accounts for its formation. (c) What is the main driving force that favors the products of this reaction? ? C14H3O2 C14H8O2 9. 8 7 6 4 3 2 1 250 200 150 100 50 Chemical shift (ppm) Chemical shift (ppm)arrow_forwardA chiral amine A having the R configuration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3, to form CH2 = O and CH3CH2CH2CHO. What are the structures of A and B?arrow_forward
- A chemist isolated an aromatic compound with molecular formula C6H4Br2. He treated this compound with nitric acid and sulfuric acid and isolated threedifferent isomers, in different amounts, with molecular formula C6H3Br2NO2. What was the structure of the original compound?arrow_forwardGive TWO reagents to distinguish cyclohexanone from hexanal.arrow_forwardGg.108.arrow_forward
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