3 A compound A with a molecular formulaCH3O is oxidised with acidified potassiumdichromate(VI) to form a liquid B. Breacts with hydrogen cyanide to form acompound C that contains four carbonatoms. Draw the structures of compoundsA, B and C.4 An alkene D with a molecular formula C3H,can be converted into an alcohol E. Thisalcohol is oxidised to form a compound F,which does not give a silver mirror withTollens' reagent. Draw the structures ofcompounds D, E and F.

Here we have identify the structures of A,B an C in the following sequence of reactions.

3 A compound A with a molecular formula CHgO is oxidised with acidified potassium dichromate(VI) to form a liquid B. B reacts with hydrogen cyanide to form a compound C that contains four carbon atoms. Draw the structures of compounds A, B and C. Bula C

3 A compound A with a molecular formula CHgO is oxidised with acidified potassium dichromate(VI) to form a liquid B. B reacts with hydrogen cyanide to form a compound C that contains four carbon atoms. Draw the structures of compounds A, B and C. Bula C

Chemistry: Principles and Practice

3rd Edition

ISBN:9780534420123

Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer

Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer

Chapter22: Organic Chemistry And Biochemistry

Section: Chapter Questions

Problem 52QE

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Alkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.
Alkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.
An unknown compound A is known to be an alcohol with themolecular formula C4H10O. When dehydrated, compoundA gave only one alkene product, C4H8, compound B. Compound A could not be oxidized. What are the identitiesof compound A and compound B?
b) An alkyl halide W has the molecular formula CaH,Br. One of the isomers , X can rotate plane-polarised light . Another isomer, Y is a primary alkyl halide that reacts with ethanolic potassium hydroxide to form alkene, Z which can reacts with ozone and zinc followed by hydrolysis to yield propanone and methanal. Identify the compounds X. Y and Z.
Compounds A and B are isomers of the molecular formula C9H19Br. Both yield the same alkene C in an elimination reaction. Hydrogenation of C yields the product 2,3,3,4 tetramethyl pentane. What are the structures of A, B, and C?
7. Compound B is formed when an alcohol, compound A, is reacted with reagent X as shown in the equation. C4H9OH + reagant X heat → C„H£O2 compound A compound B a) (i) Identify whether compound A is a primary, secondary or tertiary alcohol, and explain your choice. (ii) Identify a reagent that could function as reagent X. But-1-ene is the only alkene produced when compound A is reacted under appropriate conditions. b) Identify the systematic name of compound B and draw its structural formula. c) Compound C, a sweet-smelling liquid, is one of two products formed when compound A reacts with compound B in the presence of a catalytic amount of sulfuric acid. Identify the systematic name of compound C and draw its structural formula.
Ethers (general formula R—O—R)have many important uses. Until recently,methyl tert-butyl ether (MTBE, right)was used as an octane booster and fueladditive for gasoline. It increases the oxy-gen content of the fuel, which reducesCO emissions. MTBE is synthesized bythe catalyzed reaction of 2-methylpropene with methanol.(a) Write a balanced equation for the synthesis of MTBE. (Hint:Alcohols add to alkenes similarly to the way water does.)(b) If the government required that auto fuel mixtures contain2.7% oxygen by mass to reduce CO emissions, how many gramsof MTBE would have to be added to each 100. g of gasoline?(c) How many liters of MTBE would be in each liter of fuel mix-ture? (The density of both gasoline and MTBE is 0.740 g/mL.)(d) How many liters of air (21% O₂ by volume) are needed at24C and 1.00 atm to fully combust 1.00 L of MTBE?
8 5 Alkenes are unsaturated hydrocarbons. They show structural isomerism. Alkenes take part in addition reactions and form polymers. (a) Structural isomers have the same molecular formula but different structural formulae. Give an example of structural isomerism. molecular formula . two structural formulae (b) Ethene reacts with each of the following. Give the name and structural formula of each product. (i) steam name of product structure of product (ii) hydrogen name of product structure of product
2. When C4H8 is treated with water and H₂SO4, a tertiary alcohol is produced. Draw the molecular structure which represents C4H8 in this reaction.
Compound W has a molecular weight of 201g/mol.
2. An unknown organic compound has the molecular formula C4H&O. It resists oxidation and it can be reduced with H2 to form an alcohol. Draw the structure for the compound and write equations for the reactions described. Name the reactant and product. 3. Draw the structures for 2,3-dimethylhexanal undergoing the following reactions: Oxidation Reduction with H2 Draw the structures for 2-methyl-3-hexanol undergoing the following reactions: Intramolecular dehydration Oxidation Rank the following from lowest to highest boiling point. Explain your ranking. Butanal, 1-butanol, butane Both ethane and ethanol contain 2 carbon atoms. Ethane is a gas at room temperature and is insoluble in water, whereas ethanol is a liquid at room temperature and is very soluble. Explain the reasons for the differences in the properties of these compounds.
6. The authenticity of ethyl alcohol is confirmed by the reactions:A) Dehydration in the presence of potassium hydrogen sulfateB) Formation of iodoformC) Formation of arylmethane dyeD) Formation of ethyl acetate