Chemistry 9701 · AS & A Level · Analytical techniques

Analytical techniques — practice question

Compound W has the molecular formula C$_4$H$_{10}$O, and it contains just one functional group.
(a(i))[1]

Calculate the relative abundance, $x$, for the peak at $m/e = 75$ by using the information in Table 5.1.

(a(ii))[2]

The mass spectrum of W also contains peaks at $m/e = 29$ and $m/e = 59$. Suggest the molecular formula of each fragment. $m/e = 29$: $m/e = 59$:

(b)[1]

A sample of W, C$_4$H$_{10}$O, is heated under reflux with an excess of acidified K$_2Cr$_2O$_7$ until the reaction stops. By the end, the mixture contains only one organic product, X. Fig. 5.1 shows the infrared spectrum of W. Fig. 5.2 shows the infrared spectrum of X. Absorption A is displayed in Fig. 5.1. Absorption B is displayed in Fig. 5.2. Complete Table 5.3 using the information provided in Fig. 5.1, Fig. 5.2 and Table 5.2.

(b(i))[1]

Absorption A is displayed in Fig. 5.1. Absorption B is displayed in Fig. 5.2. Complete Table 5.3 using the information provided in Fig. 5.1, Fig. 5.2 and Table 5.2. For each absorption, identify the bond and the functional group containing it.

(b(ii))[1]

Use the information in (a) and (b)(i) to draw the structure of X in the box shown in Fig. 5.3.

(c(i))[1]

Y is a structural isomer of W. Both W and Y form colourless bubbles when sodium is added. Y does not react when heated with acidified $\text{K}_2\text{Cr}_2\text{O}_7$. Y does not react when warmed with alkaline $\text{I}_2(\text{aq})$. Name the functional group present in Y.

(c(ii))[1]

Complete the equation to show the reaction of W or Y with sodium. $\ldots\ldots\text{C}_4\text{H}_{10}\text{O} + \ldots\ldots\text{Na} \rightarrow \ldots\ldots$

(c(iii))[1]

Draw the chemical structure of Y.

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