(a)
Interpretation:
The five resonance structures of the carbocation intermediate of trans-cinnamyl chloride are to be drawn.
Concept introduction:
Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures.
(b)
Interpretation:
The two structurally isomeric products formed in the
Concept introduction:
The compounds that have the same molecular formula but have different connectivity of molecules are termed as constitutional isomers. The constitutional isomers are also known as structural isomers. These compounds consist of the same chemical formula but the sequence of atoms to each other is different.
(c)
Interpretation:
The method by which the identification of two alcohol products using UV spectroscopy is done is to be stated.
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and
(d)
Interpretation:
The structure of compound A is to be drawn and explained.
Concept introduction:
The compounds that have the same molecular formula but have different connectivity of molecules are termed as constitutional isomers. The constitutional isomers are also known as structural isomers. These compounds consist of the same chemical formula but the sequence of atoms to each other is different.
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Organic Chemistry
- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.arrow_forward6) Which is the organic product for the following reaction? (a) (b) (c) (d) LOH OH COOH OH OH COOH COOH KMnO4 H₂O (e) None of the above products will be formedarrow_forward(a) What product(s) are formed when the E isomer of C6H5CH = CHC6H5 is treated with Br2, followed by one equivalent of KOH? Label the resulting alkene(s) as E or Z. (b) What product(s) are formed when the Z isomer of C6H5CH = CHC6H5 is subjected to the same reaction sequence? (c) How are the compounds in parts (a) and (b) related to each other?arrow_forward
- Propose a mechanism for the reaction of(a) 1-methylcyclohexanol with HBr to form 1-bromo-1-methylcyclohexane.(b) 2-cyclohexylethanol with HBr to form 1-bromo-2-cyclohexylethane.arrow_forwardWhen treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by elimination of the H atom indicated by the arrow: (a) Draw the Newman projection from which elimination takes place. (b) Draw the mechanism. (c) Draw the product with the proper stereochemistry. (d) Assign the proper stereochemical descriptor to the product. (e) Give the rate equationarrow_forward(1)Draw a structural formula for the more stable carbocation intermediate formed in the reaction shown. CH;CH2 CH2CH,CH3 С—С + HI H (a) CH3 CH;CH CH2CH3 C=C HCI + CH3 (b)arrow_forward
- Draw all of the substitution and elimination products formed from the given alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicate the stereochemistry around the stereogenic centers present in the products, as well as the mechanism by which each product is formed.arrow_forward5. Consider the synthesis of 2-butanone from butyne: Hg2+ CH3CH,-C=C–H CH3CH, Ĉ -CH3 H3o* (i) Draw the structure of the compound D. (ii) Compound D isomerizes to form 2-butanone. What is this isomeric process called? (iii) Use the mechanism to show the conversion of compound D to 2-butanone.arrow_forwardProvide the structure of the product(s) with stereochemisty if appropriate. If multiple products indicate major product or if products are formed in equal amounts. If there is no reaction expected explain why. (a) OH HIO4 (the protecting group is remained) CHO H HOH2C OH (b) CHO -ОН NaCN # HO -H H -OH CH₂OH (c) CHO HO- -H HO -H NH₂OH 張一 H -OH H -OH CH₂OH i) Ba(OH)2 ii) MeOH, H₂SO4 NaOAc Ac₂0 NaOMe MeOHarrow_forward
- 4. Protonation of alcohol A and subsequent loss of water, produces the intermediate B. CH3 CH; CH, CH, — с — сH, CH, CH;CH, - C- CH, CH; | OH A B (a) (i) Name alcohol A. (11) What type of species is intermediate B? (iii) Draw the structures of the two alkenes which can be formed from species B by removal of a proton. Label as C the alkene which shows geometrical isomerism. (b) The intermediate B is readily attacked by nucleophiles such as water. What is the essential feature of a nucleophile? (c) State what final colour you would see if alcohol A were warmed with acidified potassium dichromate(VI). Explain your answer. Colour Explanation . (ii) Draw two structural isomers of alcohol A which form branched chain ketones when heated with acidified potassium dichromate(VI), but which could not form alkene C on dehydration.arrow_forwardReaction of but-1-ene with HBr gives two products in unequal amounts. In each case, identify the two products, state which is the major product, explain why it is the major product and give the mechanism for its formation.arrow_forwardPlease give the main substitution product for each of the following reactions, and indicate the dominant mechanism: (a) 1-bromopropane + NaOCH3 → (b) 3-bromo-3-methylpentane + NaOC2H5 →arrow_forward