Interpretation:
The structures of all monochloro products obtainable by the radical chlorination of 2-methylpentane are to be given and named. Among them which are chiral is also to be stated.
Concept introduction:
The hydrogens present in an
A molecule is chiral and will be optically active if it has at-least one carbon atom bonded to four different groups.
To draw and name:
All the monochloro substitution products C6H13Cl, obtainable when 2-methylbutane reacts with chlorine.
To state:
Which among the products obtained are chiral and optically active.
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Chapter 10 Solutions
Organic Chemistry
- Draw a structural formula of an alkene or alkenes (if more than one) that undergo acid-catalyzed hydration and without rearrangement give 1-methylcyclohexanol as the major product. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● VIL ? ChemDoodle Ⓡ Qt Sn [Farrow_forwardDraw the structure of the major organic product you would expect from the reaction of 1-bromopropane with Nal. You do not have to explicitly draw H atoms. • Draw only the product derived from 1-bromopropane. Do not draw other organic by-products.arrow_forwardDraw the carbocation you'd expect from the reaction of 2-chloro-3-methylbutane with AlCl3?arrow_forward
- O. Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis- and trans-1-bromo-3-methylcyclohexane and cis- and trans-1-bromo-2- methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1,2-dibromocyclohexane as the sole product. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.arrow_forwardDraw the structural formula for all the alkenes with the indicated molecular formula that, without undergoing a rearrangement, produce the compound shown as a major product. Br. C7H12 Br2/H₂O OH . You do not have to consider stereochemistry. • If more than one structure fits the description, draw them all. ⚫ Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. 0 ? F ChemDoodle Previous Nextarrow_forwardDraw a structural formula of an alkene or alkenes (if more than one) that undergo acid-catalyzed hydration and without rearrangement give 2-methyl-2-butanol as the MAJOR product. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. If more than one structure fits the description, draw them all. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu.arrow_forward
- Free-radical chlorination of hexane gives very poor yields of 1-chlorohexane, while cyclohexane can be converted to chlorocyclohexane in good yield. What ratio of reactants (cyclohexane and chlorine) would you use for the synthesis of chlorocyclohexane?arrow_forwardCH=CHNO₂ (2-nitrovinyl)benzene Electrophilic substitution on (2-nitrovinyl)benzene occurs at the meta position. Draw resonance structures to show how the ring is electron-poor at the ortho and para positions. You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the drop-down menu. 0 78 00-F karrow_forwardFree-radical chlorination of hexane gives very poor yields of 1-chlorohexane, while cyclohexane can be converted to chlorocyclohexane in good yield. How do you account for this difference?arrow_forward
- A certain hydrocarbon had the molecular formula C18H30 and contained two triple bonds. Ozonolysis gave CH₂(CH₂)CO₂H and HO₂CCH₂CH₂CO₂H as the only products. Draw a reasonable structure for this hydrocarbon. Click and drag to start drawing a structure.arrow_forwardShow how to control the stereochemistry and regiochemistry (orientation) of additions to alkenes to obtain the products we want.arrow_forwardDefine the Mechanism of the Radical Addition of HBr to an Alkene ?arrow_forward