Concept explainers
Interpretation:
The suitable reagents for the given transformations in the synthesis of Sabinene from 6-methyl-2,5-heptanedione are to be suggested.
Concept introduction:
The 1,4 carbonyl compound having α-H undergoes intramolecular aldol condensation in the presence of the base like hydroxides gives β-hydroxy
The ketone on reduction with sodium borohydride forms secondary alcohol.
The conversion of
Iodomethylzinc iodide (ICH2ZnI) is the organozinc compound prepared by the reaction zinc-copper couple [Zn(Cu)], with diiodomethane (CH2I2) in diethyl ether.
The potassium or sodium dichromate in presence of the strong acid forms chromic acid which is a good oxidizing agent, in hydrous medium oxidizes secondary alcohol to ketone.
The carbon-oxygen double bond can be replaced by carbon-carbon double bond with the help of Wittig reaction using an ylide methylenetriphenylphosphorane.

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Chapter 25 Solutions
CAREY: ORGANIC CHEMISTRY
- 136 PRACTICAL SPECTROSCOPY Compound 78 is a high-boiling liquid (boiling point 189° C) that contains halogen, but will not react with alkoxides to yield an halogen. ether. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 35.32; H, 2.47; contains BC Spectral Data: doublet, 137.4 ppm; doublet, 130.1 ppm; doublet, 127.4 ppm; singlet, 97.3 ppm Absorbance Mass Spectrum Intensity 77 77 204 M + 128 40 60 80 100 120 140 160 180 m/e 200 220 280 240 260 300 Infrared Spectrum Wave Number, cm -1 4000 3000 2500 2000 1500 1300 1200 1100 1000 900 800 700 3 6 7 8 9 10 12 13 15 Wavelength, microns 'H NMR wwwww 5 Structure: www ppm, & ©2000 Brooks/Cole Publishing Com-arrow_forwardno Ai walkthroughsarrow_forwardno Ai walkthroughsarrow_forward
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- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning



