(a)
Interpretation:
The synthesis method of labetalol from salicylic acid and benzyl chloride has to be proposed.
Concept Introduction:
Retrosynthetic analysis:
In an
(b)
Interpretation:
The structure of dilevalol with its configuration has to be given.
Concept Introduction:
Stereoisomers and chiral:
Isomers differing only in their spatial arrangement of atoms are called as stereoisomers.
The geometric property of a molecule that cannot be superimposed on its mirror image is known as chirality. Chiral carbon is the one which is attached with four different groups or atoms.
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Chapter 22 Solutions
Organic Chemistry
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- The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Draw the structure of the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppmarrow_forwardTreating trimethylamine with 2-chloroethyl acetate gives acetylcholine as its chloride. Acetylcholine is a neurotransmitter. Me;N + CH,COCH,CH,CI C,H1,CINO, Acetylcholine chloride Propose a structural formula for this quaternary ammonium salt and a mechanism for its formation.arrow_forwardAn amine of unknown structure contains one nitrogen and nine carbon atoms. The 13C-NMR spectrum shows only five signals, all between 20 and 60 ppm. Three cycles of Hofmann elimination sequence [(1) CH3I; (2) Ag2O, H3O; (3) heat] give trimethylamine and 1,4,8-nonatriene. Propose a structural formula for the amine.arrow_forward
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning