Organic Reactions Scheme Analysis

ChemistryOrganic Chemistry ReactionsHard

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1. (a) What is an unsaturated hydrocarbon compound (1mk)

(b) The scheme below shows a series of reactions starting with propanol. Study it and answer the questions that follow.

(i) Name the type of reaction in step I and II (2mks)

(ii) Write the equation for the reaction that takes place in Step III (1mks)

(i) Name the substance labelled A, C, D and E. (2mks)

(ii) Draw the structural formula of product C (1mk)

(iii) Name the process in step (IV) (1mk)

(iv) Name compound B and state the type of reaction involved in its formation. (2mks)

(v) If the relative molecular mass of B is 35,700 determine the value of n. (2mks)

This question includes visual content: A flowchart showing chemical reactions. Propanol reacts via Step I (H+/KMnO4) to propanoic acid ($CH_3CH_2COOH$), which then reacts with potassium to produce 'Solution A + Hydrogen gas' and with propanol/butanol to form an ester, or with sodium to form $CH_3CH_2COONa$. $CH_3CH_2COONa$ leads to $CH_3CH_3$ (ethane) in Step 3, which then forms 'Compound D + HCl'. Separately, propanol reacts via Step II to $CH_2=CHCH_3$ (propene), which reacts with HCl to form 'Compound E' and with $Cl_2$ (implied polymerization) to form 'Compound B'. Step IV shows the reaction of propanoic acid with butanol in the presence of conc. $H_2SO_4$ to produce 'Product C + H2O'.

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Step by Step Written Solution

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Step 1

Hi Jackline, let’s explore this organic chemistry reaction scheme starting with propanol and identify each compound and process.

Organic Chemistry Reaction Scheme Analysis

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Step 2

In step one, propanol reacts with acidified potassium manganate seven. Since this reagent is a strong oxidizing agent, propanol is oxidized to propanoic acid. Thus, step one is an oxidation reaction.

Part (b)(i): Reaction Types

$$Step\ I: Oxidation$$
$$CH_3CH_2CH_2OH \xrightarrow{H^+/KMnO_4} CH_3CH_2COOH$$
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Step 3

In step two, propanol is converted to propene. Since we are removing water from an alcohol to form an alkene, this is a dehydration reaction.

$$Step\ II: Dehydration$$
$$CH_3CH_2CH_2OH \xrightarrow{Conc. H_2SO_4, 170^\circ C} CH_2=CHCH_3 + H_2O$$
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Step 4

Now let's identify the substances. Substance A is formed when propanoic acid reacts with potassium metal. This is a reaction between an acid and a metal, producing a salt and hydrogen gas. Therefore, A is potassium propanoate.

Part (b)(i): Identifying Substances

$$A: Potassium\ propanoate\ (CH_3CH_2COOK)$$
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Step 5

Product C is formed in step four by the reaction of propanoic acid and butanol in the presence of concentrated sulfuric acid and heat. This is an esterification process, and C is the ester butyl propanoate.

$$C: Butyl\ propanoate\ (CH_3CH_2COOCH_2CH_2CH_2CH_3)$$
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Step 6

Compound E is formed by adding hydrogen chloride to propene. According to Markovnikov's rule, the chlorine adds to the second carbon, giving us two-chloropropane.

$$E: 2-chloropropane\ (CH_3CHClCH_3)$$
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Step 7

Finally, compound D is formed from ethane reacting with chlorine gas. This is a substitution reaction producing chloroethane and hydrogen chloride.

$$D: Chloroethane\ (CH_3CH_2Cl)$$

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About This Question

Subject
Chemistry
Topic
Organic Chemistry Reactions
Difficulty
Hard
Question Type
Open Ended

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