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Concept explainers
Interpretation: The structures of A and B that should to be determined.
Concept introduction:The alcohols are best synthesized from retrosynthetic analysis with the aid of Grignard reagents.
The carbonyl bond is polar with partial positive charge on carbon and partial negative charge on oxygen as illustrated below.
Grignard reagents are
Methyl bromide reacts with magnesium ether to give Grignard reagent. This Grignard methylmagnsium bromide on treatment with formaldehyde gives corresponding alcohol. The mechanistic pathway for the latter reaction is as follows:
The polar carbonyl bond breaks and the polar Grignard reagent attack at electron deficient carbon. Finally with the hydrolysis and work up the alcohol is formed.
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Chapter 8 Solutions
Organic Chemistry: Structure and Function
- Nonearrow_forward4. Draw and label all possible isomers for [M(py)3(DMSO)2(CI)] (py = pyridine, DMSO dimethylsulfoxide).arrow_forwardThe emission data in cps displayed in Table 1 is reported to two decimal places by the chemist. However, the instrument output is shown in Table 2. Table 2. Iron emission from ICP-AES Sample Blank Standard Emission, cps 579.503252562 9308340.13122 Unknown Sample 343.232365741 Did the chemist make the correct choice in how they choose to display the data up in Table 1? Choose the best explanation from the choices below. No. Since the instrument calculates 12 digits for all values, they should all be kept and not truncated. Doing so would eliminate significant information. No. Since the instrument calculates 5 decimal places for the standard, all of the values should be limited to the same number. The other decimal places are not significant for the blank and unknown sample. Yes. The way Saman made the standards was limited by the 250-mL volumetric flask. This glassware can report values to 2 decimal places, and this establishes our number of significant figures. Yes. Instrumental data…arrow_forward
- 7. Draw a curved arrow mechanism for the following reaction. HO cat. HCI OH in dioxane with 4A molecular sievesarrow_forwardTry: Convert the given 3D perspective structure to Newman projection about C2 - C3 bond (C2 carbon in the front). Also, show Newman projection of other possible staggered conformers and circle the most stable conformation. Use the template shown. F H3C Br Harrow_forwardNonearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningEBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
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