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Question 50

Match items of Row I with those of Row II.

Row I
(P)

page14_img2

(Q)

page14_img3

(R)

page14_img4

(S)

page15_img1


Row II:
(i) $$\alpha$$-D-(-) Fructofuranose
(ii) $$\beta$$-D-(-) Fructofuranose
(iii) $$\alpha$$-D-(-) Glucopyranose
(iv) $$\beta$$-D-(-) Glucopyranose
Correct match is

A 6-membered ring containing one oxygen atom is a pyranose ring, whereas a 5-membered ring containing one oxygen atom is a furanose ring.

For D-sugars:

• If the anomeric $$-OH$$ group is on the opposite side of the ring from the terminal $$-CH_2OH$$ group, the sugar is the $$\alpha$$-anomer.

• If the anomeric $$-OH$$ group is on the same side as the terminal $$-CH_2OH$$ group, the sugar is the $$\beta$$-anomer.

For the first structure:

• The ring is a 6-membered pyranose ring.

• The arrangement of substituents corresponds to glucose.

• The anomeric $$-OH$$ group is opposite to the $$-CH_2OH$$ group.

Hence, it is $$\alpha\text{-D-(+) Glucopyranose}$$ and matches with (iii).

For the second structure:

• The ring is a 6-membered pyranose ring.

• The configuration corresponds to glucose.

• The anomeric $$-OH$$ group and $$-CH_2OH$$ group are on the same side.

Hence, it is $$\beta\text{-D-(+) Glucopyranose}$$ and matches with (iv).

For the third structure:

• The ring is a 5-membered furanose ring.

• The presence of two $$-CH_2OH$$ groups identifies it as fructose.

• The anomeric $$-OH$$ group is opposite to the terminal $$-CH_2OH$$ group.

Hence, it is $$\alpha\text{-D-(-) Fructofuranose}$$ and matches with (i).

For the fourth structure:

• The ring is a 5-membered furanose ring.

• The configuration corresponds to fructose.

• The anomeric $$-OH$$ group and terminal $$-CH_2OH$$ group are on the same side.

Hence, it is $$\beta\text{-D-(-) Fructofuranose}$$ and matches with (ii).

Therefore,

$$1 \rightarrow (iii), \quad 2 \rightarrow (iv), \quad 3 \rightarrow (i), \quad 4 \rightarrow (ii)$$

Hence, the correct matching is

$$\boxed{1-(iii),\;2-(iv),\;3-(i),\;4-(ii)}$$

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