Schiff's Reagent:
Preparation of Schiff Reagent:
Q) An organic liquid added to Schiff's reagent. The Pink colour is obtained the organic compound is
Ans) Schiff's reagent is decolourised by sulphurous acid.
Aliphatic aldehyde:(fast reaction pink colour retains)
This aldehydes do not have aromatic ring.
General formula for aldehyde:R-CH=O
Where, R is an open chain hydrocarbon.
Aromatic aldehyde:(slow reaction)
This aldehydes have one ring with carbonyl group and one hydrogen.
General formula for aldehyde:R-CH=O
Where, R is an close chain hydrocarbon.
Some Other reagents:
Tollen's reagent:
Fehling's reagent:
- 5g of basic fuchsin or rosaniline hydrochloride dissolve in 900ml of hot deionised water.
- Cool to 50°C and slowly add 100ml of 1N HCl.
- Cool to 25°C and add 10g of K2S2O5 (potassium metabisulfite or potassium pyrosulfite).
- Shake for 3 minutes and keep in the dark place at RT(room temperature) for 24 hours.
- Add 5 grams of fine activated charcoal and shake for 3 minutes and filter.
- Till Clear solution is obtained.
- Store at 4°C in a bottle covered with foil.
Q) An organic liquid added to Schiff's reagent. The Pink colour is obtained the organic compound is
Ans) Schiff's reagent is decolourised by sulphurous acid.
- The schiff's reagent is then treated with the organic compound to give bright pink colour.
- Immediate pink/red colour indicates aliphatic aldehyde.
- This reagent is used to detect aldehyde or ketonic group.
- aliphatic ketone give reaction very slowly which may be neglected. Explained with e.g. below.
- Aromatic aldehyde gives this test slowly, it takes time to give pink/ red colour.
- But aromatic ketone give this test negative (no reaction).
- In books, we have seen that ketones gives negative test for schiff's reagent.
- But Aliphatic Ketones gives very slow reaction or no reaction with schiff's reagent.
- In comparison with aldehyde group in answers, ketones are considered as not giving pink/red colour.
- For example, if there are four option like 1)formaldehyde 2)acetaldehyde 3)Acetone 4) Benzaldehyde and from this you have select organic compound not giving pink colour with schiff's reagent.
- This reagent was named after the German chemist Hugo Schiff (1834–1915).
Aliphatic aldehyde:(fast reaction pink colour retains)
This aldehydes do not have aromatic ring.
General formula for aldehyde:R-CH=O
Where, R is an open chain hydrocarbon.
Aromatic aldehyde:(slow reaction)
This aldehydes have one ring with carbonyl group and one hydrogen.
General formula for aldehyde:R-CH=O
Where, R is an close chain hydrocarbon.
Some Other reagents:
Tollen's reagent:
- Both aliphatic and aromatic aldehyde reduces to gives silver mirror but only aromatic aldehyde reduces schiff's reagent.
- Ketones gives no reaction with tollen's reagent.
Fehling's reagent:
- Aliphatic aldehydes gives positive test, indicating cuprous oxide formed with red ppt.
- Aromatic aldehydes does not give red ppt because it does contain free alpha hydrogen.
- Example benzaldehyde(Ar-CHO) does not give red ppt because the carbonyl group in aromatic aldehyde is electron withdrawing group which pull electron from the electron rich benzene and the bond between the C-H becomes strong due to less polarity of C-H. So, free alpha hydrogen means no reaction for aromatic aldehyde.
- Fehling's agent is comparatively weaker oxidizing agent than tollen's reagent.
- ketones do not gives this test, unless it is an alpha hydroxyl ketone.
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