5(6)-Nitrofluorescein Property

storage temp. 

2-8°C

InChI

InChI=1S/C20H11NO7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)20(15)14-4-1-10(21(25)26)7-13(14)19(24)28-20/h1-9,22-23H

InChIKey

UACQOMKZFGNRBL-UHFFFAOYSA-N

SMILES

O1C2(C3=C(C=C(O)C=C3)OC3=C2C=CC(O)=C3)C2=CC=C([N+]([O-])=O)C=C2C1=O

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

5(6)-Nitrofluorescein Chemical Properties,Usage,Production

Uses

5(6)-Nitrofluorescein is the mixture of 5- and 6-nitrofluoresceine isomers. This compound is a useful compound that could be used to synthesize fluorescein 5-isothiocyanate.

Synthesis

A process for the preparation of a mixture (5(6)-Nitrofluorescein) of 3′,6′-dihydroxy-6-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one and 3′,6′-dihydroxy-5-nitrospiro[2-benzofuran-3,9′- xanthene]-1-one comprising the steps of (a) reacting 4-nitrophthalic acid or 4-nitrophthalic anhydride with benzene-1,3-diol in methanesulphonic acid; (b) quenching the reaction in step (a) with a solvent to precipitate product; (c) isolating the precipitate; (d) heating the precipitate in water in order to hydrolyse any methansulphonic acid ester present.