6269. Morin

Nomenclature

CAS number: 480-16-0
2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one; 2′,3,4′,5,7-pentahydroxyflavone; 2′-hydroxypelargidenolon 1522; C.I. Natural Yellow 8; C.I. Natural Yellow 11; C.I. 75660.
C15H10O7; mol wt 302.24.
C 59.61%, H 3.33%, O 37.06%.

Description and references

In wood of old fustic (Chlorophora tinctoria (L.) Gaud., Moraceae), also called Cuba wood, or yellow Brazil wood. The wood of the Osage orange tree also contains morin and maclurin. Isoln: Perkin, Pate, J. Chem. Soc. 67, 649 (1895); Rolland, Teintex 3, 460 (1938). Synthesis by condensing phloracetophenone dimethyl ether with 2,4-dimethoxybenzaldehyde: von Kostanecki et al., Ber. 39, 625, 4014, 4022 (1906). Comprehensive list of refs in Colour Index vol. 4 (3rd ed., 1971) p 4636.

Chemical structure

Properties

Crystallizes with 1 or 2 mols water. Anhydr needles from abs alcohol, dec 285-290°. One gram dissolves in 4 liters water at 20°, in 1060 ml boiling water. Freely sol in alcohol; slightly sol in ether, acetic acid. Sol in aq alkaline solns with intense yellow color which turns brown on exposure to air. Absorpion spectrum: Grinbaumowna, Marchlewski, Biochem. Z. 290, 261 (1937).

Derivative

Calico yellow.

Properties

Obtained by the action of bisulfite on fustic extract consists mainly of the bisulfite compound of morin, C15H10O7 + NaHSO3, and is used in calico printing. The calico yellow of commerce is a good source of morin for the laboratory. The bisulfite is removed with HCl.

Use

As a spot test reagent for Al, Be, Zn, Ga, In, and Sc salts: Feigl, Spot Tests (New York, 1954); Beck, Mikrochim. Acta 2, 287 (1937). As luminescence indicator: Kocsis, Zádor, Z. Anal. Chem. 124, 42-45 (1942). As a textile dye, morin dyes wool mordanted with chromium: olive yellow; mordanted with aluminum: yellow; mordanted with tin: lemon yellow; mordanted with iron: deep olive brown.