Compound K, L and M are three isomers with the molecular formula C5H10O. Compound K cannot be oxidized, while compound M and L can be oxidized. Oxidation of compound L with hot acidified potassium permanganate, KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoform reagent, yellow precipitation only occurs in compound K. Fehling test only yielded positive results for compound L and negative for compound M and K. Compound M is then reacted with hydrogen chloride, HCl produces chlorocyclopentane (i) Draw the structural formula of compounds K, L and M

Compound K, L and M are three isomers with the molecular formula C5H10O. Compound K cannot be oxidized, while compound M and L can be oxidized. Oxidation of compound L with hot acidified potassium permanganate, KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoform reagent, yellow precipitation only occurs in compound K. Fehling test only yielded positive results for compound L and negative for compound M and K. Compound M is then reacted with hydrogen chloride, HCl produces chlorocyclopentane (i) Draw the structural formula of compounds K, L and M

Principles of Modern Chemistry

8th Edition

ISBN:9781305079113

Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler

Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler

Chapter7: Bonding In Organic Molecules

Section: Chapter Questions

Problem 40AP: Consider the following proposed structures for benzene, each of which is consistent with the...

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Compound K, L and M are three isomers with the molecular formula C5H10O.Compound K cannot be oxidized, while compound M and L can be oxidized.Oxidation of compound L with hot acidified potassium permanganate,KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoformreagent, yellow precipitation only occurs in compound K. Fehling test onlyyielded positive results for compound L and negative for compound M andK. Compound M is then reacted with hydrogen chloride, HCl produceschlorocyclopentane
Compound A (C3H,,Br) undergo dehydrohalogenation to produce major compound B. Compound C was formed when compound B undergo halogenation in room temperature. Compound B undergo halogenation in aqueous solution to form compound D. Compound B undergo hydrohalogenation in the presence of H,02 to form Compound E. Compound B undergo oxidation with hot acidified KMNO, to produce compound F and Compound G. Compound H was produced when Compound B react with cold KMN04. Compound B undergo ozonolysis to form Compound I and Compound J. Compound K was formed when compound B reacted with hydrogen in the presence of platinum. Compound A reacted with sodium hydroxide to form compound L. Compound M was produced when compound A reacted with ammonia in ethanol while compound N was formed when compound A reacted with sodium cyanide. Reaction X happened when compound K reacted with bromine in the presences of UV light. a) Identify the possible structural formulae for compound A to N. The number of carbon…
Compound K, L and M are three isomers with the molecular formula C5H10O.Compound K cannot be oxidized, while compound M and L can be oxidized.Oxidation of compound L with hot acidified potassium permanganate,KMnO4 solution yields 2-methylbutanoic acid. When treated with Iodoformreagent, yellow precipitation only occurs in compound K. Fehling test onlyyielded positive results for compound L and negative for compound M andK. Compound M is then reacted with hydrogen chloride, HCl produceschlorocyclopentane. (ii) Name the type of chemical reaction of compound M when reacted withhydrogen chloride, HCl .
Compound E is a branched molecule with the molecular formula of CH140. Compound E reacted with hot concentrated phosphoric acid to form Compound F (major product). Compound G was produced when Compound F reacted with hydrogen gas in the presence of platinum while Compound H was produced when Compound F reacted with Br2 in H20. Compound F reacted with hydrogen bromide in the presences of hydrogen peroxide to form Compound I. Compound J formed when Compound F reacted with cold dilute manganate (VII) ions while Compound K formed when Compound F reacted with hot acidified concentrated potassium permanganate. Compound I was heated with aqueous sodium hydroxide to produce Compound L. Compound M was produced when Compound I reacted with aqueous ammonia in ethanol while Compound N was produced when Compound I reacted with sodium cyanide. Identify the possible structural formulae for compound E to N. State ONE test to differentiate between Compound F and Compound G. Give TWO differences between…
Compound A (C3H17B1) undergo dehydrohalogenation to produce major compound B. Compound C was formed when compound B undergo halogenation in room temperature. Compound B undergo halogenation in aqueous solution to form compound D. Compound B undergo hydrohalogenation in the presence of H202 to form Compound E. Compound B undergo oxidation with hot acidified KMN04 to produce compound F and Compound G. Compound H was produced when Compound B react with cold KMN04. Compound B undergo ozonolysis to form Compound I and Compound J. Compound K was formed when compound B reacted with hydrogen in the presence of platinum. Compound A reacted with sodium hydroxide to form compound L. Compound M was produced when compound A reacted with ammonia in ethanol while compound N was formed when compound A reacted with sodium cyanide. Reaction X happened when compound K reacted with bromine in the presences of UV light. a) Identify the possible structural formulae for compound A to N. The number of carbon…
When the reagent, Br2 in CCI4, (reddish-brown color), was added to Compound A of molecular formula C9H16, the reddish-brown color of the reagent changed to colorless, after the mixture was shaken. One mole of Compound A reacted with 1 mole of Hydrogen gas in the presence of Nickel catalyst to form a Compound B of molecular formula, C9H18. When the reagent, Br2 in CCI4, (reddish-brown color), was added to Compound B of molecular formula C9H18, the reddish-brown color of the reagent changed to colorless, after the mixture was shaken. Provide two possible structural formulas and corresponding IUPAC names of Compound A that will satisfy the above information. Provide a brief explanation for your answers:
Compound A (C5H8) readily reacts with bromine (Br2) at room temperature to discharge the purple colour of bromine and form Compound B ‍‍(C5H8Br2). When Compound A is treated with H2 in the presence of a transition metal catalyst, it is converted to compound C ‍(C5H10). When treated with HCl, compound A is converted to compound D (C5H9Cl)‍‍. B, Cand D are saturated compounds. Given this information, propose structural formulas for compounds A, B, C, and D.
3. An optically active compound A has the molecular formula C6H140. This compound reacts with Na2Cr207 in sulfuric acid to form a new optically active compound B, with the molecular formula C,H12O. Suggest structures for A and B.
Compound B contains one chiral carbon atom and reacts with concentrated H2SO4 to yield compounds and G (both CSH10) that are positional isomers of each other (neither compound is capable of having geometric isomers). Provide the structures of these compounds in the boxes below. No IUPAC names are necessary. F
Compound AA has a molecular formula of C3H6O and gives a positiveresult using Tollen’s reagent. The reaction of compound AA with hotacidified potassium permanganate, KMnO4 gives compound BB. Thecatalytic hydrogenation of compound AA with nickel, Ni producedcompound CC. The reaction of compound BB with ethanamine,CH3CH2NH2 produces compound DD I) Draw the structural formula of compounds AA, BB, CC and DD. 2)Name the type of chemical reaction for the formation of compound CC.
2. C and D are straight-chain isomeric carbonyl compounds with molecular formula CSH100. a) Compound C reacts with acidified KMNO4. Write the chemical equation involved. b) Compound D gives yellow precipitate when it reacts with iodine in aqueous sodium hydroxide. Write the chemical equations involved.
Compound A (C6H12O2) reacts with water, acid, and heatto yield compound B (C5H10O2) and compound C (CH4O).Compound B is acidic. Deduce possible structures of compounds A, B, and C