Propose a structure for an aromatic hydrocarbon, C3H10, that can form three C3HgBr products on substitution of a hydrogen on the aromatic ring with bromine.
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- A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.CH=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 kElectrophilic aromatic substitutions proceed in two stages. 1. Attack of the aromatic ring on the electrophile. 2. Regeneration of the stable aromatic system by loss of a positively charged unit, usually a proton. Br Br₂/FeBr3 Draw one resonance structure for the intermediate formed when the electrophile is attacked by benzene in the reaction above. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading.
- Electrophilic aromatic substitutions proceed in two stages. 1. Attack of the aromatic ring on the electrophile. 2. Regeneration of the stable aromatic system by loss of a positively charged unit, usually a proton. Br Br₂/FeBr3 Draw one resonance structure for the intermediate formed when the electrophile is attacked by benzene in the reaction above. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. (+) ChemDoodleⓇDraw structural formulas for all of the enol forms of the carbonyl compound below. Он HO, • You do not have to consider stereochemistry. • Consider stereoisomeric enols as a single enol form. • In the case of dicarbonyl compounds, do not include stuctures in which both carbonyl groups are present as enols. • 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.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. ● AAVII -85 ? ChemDoodleⓇ Y [F
- 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 [FDraw 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. ● ● ✓ ? ChemDoodleⓇ n [ ]#The addition of water to aldehydes and ketones occurs rapidly, although it is not thermodynamically favored. What would be the product for the reaction above? Hint: Think of the self-ionization of water and the polarity of the carbonyl group.
- Draw structural formulas for the major organic product(s) of the reaction shown below. LOH + CH3CCI **** AICI 3 You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. • Remember to include all of the formal charges on the atoms of any nitro groups. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the Separate multiple products using the + sign from the drop-down menu. 4A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis gave CH3(CH2), CO₂H and HO₂CCH2CH2CH2CH2CO₂H as the only products. Draw a reasonable structure for this hydrocarbon. Click and drag to start drawing a structure. D:Draw 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.