13. An introduction to AS Level organic chemistry
A section of Chemistry, 9701
Listing 10 of 507 questions
The structural formulae of six different compounds, A – F, are given below. Each compound contains four carbon atoms in its molecule. CH3CH=CHCH3 CH3CH2COCH3 CH2=CHCH2CH3 A B C CH3CH2CH(OH)CH3 HOCH2CH2CH2CH2OH CH3CH2OCH2CH3 D E F What is the empirical formula of compound E? ……………… Draw the skeletal formula of compound D. Structural formulae do not show all of the isomers that may exist for a given molecular formula. Which two compounds each show different types of isomerism and what type of isomerism does each compound show? Identify each compound by its letter. compound type of isomerism Compound D may be converted into compound C. What type of reaction is this? ……………………………………… What reagent would you use for this reaction? ……………………………………… What is formed when compound E undergoes the same reaction using an excess of the same reagent? ……………………………………… Compound A may be converted into compound B in a two-stage reaction. CH3CH=CHCH3 → stage I intermediate → stage II CH3CH2COCH3 What is the structural formula of the intermediate compound formed in this sequence? Outline how stage I may be carried out to give this intermediate compound. What reagent would be used for stage II? ………………………………………… Compounds D and F are isomers. What type of isomerism do they show? …………………………………………
9701_w09_qp_21
THEORY
2009
Paper 2, Variant 1
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Three organic compounds, G, H, and J, each have the empirical formula CH2O. The numbers of carbon atoms in their molecules are shown in the table. compound number of C atoms G H J In H and in J, the carbon atoms are bonded directly to one another. G gives a silver mirror when treated with Tollens’ reagent. H and J each give a brisk effervescence with Na2CO3. Identify G. ……………………………………… What functional group is common to both H and J? ……………………………………… Identify H. ……………………………………… Identify J. ……………………………………… When J is heated under reflux with acidified K2Cr2O7, the product, K, gives a red-orange precipitate with 2,4-dinitrophenylhydrazine reagent. Draw the structural formula of K, the compound formed from J. When J is warmed with concentrated sulfuric acid, a cyclic compound, L, is formed. L has the molecular formula C6H8O4. Suggest a displayed formula for L. What type of reaction occurs when L is formed from J? ………………………………………
9701_w09_qp_21
THEORY
2009
Paper 2, Variant 1
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Questions Discovered
507