4-Nitrofluorescein Chemical Properties

Melting point:

>300°C

Boiling point:

692.0±55.0 °C(Predicted)

Density 

1.72±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

almost transparency in NaOH100g/L

form 

powder to crystal

pka

9.29±0.20(Predicted)

color 

Light yellow to Brown

Stability:

Light and Moisture Sensitive

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

C12(C3=C(C=C(O)C=C3)OC3=C1C=CC(O)=C3)C1=C(C=C([N+]([O-])=O)C=C1)C(=O)O2

EPA Substance Registry System

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-nitro- (3326-35-0)

Safety Information

TSCA 

TSCA listed

HS Code 

2932.99.7000

4-Nitrofluorescein Usage And Synthesis

Chemical Properties

Orange Cyrstalline Solid

Uses

Fluorescent labeling reagent for proteins. 4-Nitrofluorescein is used in the fluorescent antibody technique for rapid identification of pathogens.

Synthesis

4-Nitrofluorescein was prepared as follows: 8.6 g (18.7 mmol) of ethyl 4-nitrofluorescein triacetate was dissolved in 87 mL of 10% sodium hydroxide solution and 432 mL of methanol and gently heated. The precipitate was filtered and dissolved in 500 mL of water. The solution was acidified with hydrochloric acid and allowed to stand overnight in the dark. The crystals were filtered out and washed with water. 6.9 g (18.2 mmol), 97% red crystals of 4-nitrofluorescein were obtained.C20H11NO7; molecular weight: 377.30; 1HNMR (300 MHz, DMSO-d6)δ 10.20 (brs, 2H, OH), 8.65 (s, 1H, nsi-4H), 8.57 (d, J=8.4. 1H, nsi-6H), 7.57 (d, J=8.3, 1H, nsi-7H), 6.70-6.64 (m, 4H, xa-4, 5, 2, 7H), 6.56 (d, J=8.7, 2H, xa-1, 8H). esims: 376.1 [M-H+] (100).

4-Nitrofluorescein(3326-35-0)Related Product Information

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• EOSIN B
• 2-METHYL-6-NITROBENZALDEHYDE
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