24460-06-8

Usage

Fluorescence

Emits bright red light under ultraviolet or blue light exposure.

Structure

Spirocyclic structure belonging to the xanthene class of dyes.

Applications

Used in microscopy and flow cytometry for fluorescent labeling and tracing.
Employed in inks, textiles, and as a colorant in cosmetic products.

Controversy

Potential toxicity and adverse health effects.
Banned or restricted in some regions for use in food and consumer products.

Upstream product

• 26567-31-7 C₂₆H₂₄N₂O₄ 
• 103-90-2 4-acetaminophenol 
• 5809-23-4 2'-Carboxy-4-diethylamino-2-hydroxybenzophenon 
• 123-30-8 4-amino-phenol 
• 85-44-9 phthalic anhydride 
• 91-68-9 3-diethylaminophenol 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 24460-39-7 C₂₈H₃₀N₂O₃ 
• 34372-72-0 3-(Diethylamino)-7-(dibenzylamino)-xanthen>-3-one 

Relevant academic research and scientific papers

A fluoran-based fluorescent probe via a strategy of blocking the intramolecular photoinduced electron transfer (PET) process

A novel fluoran-based fluorescent probe 2 has been designed and synthesized by using a strategy of blocking the intramolecular photoinduced electron transfer (PET) process. The probe keeps a ring-closed spirolactone structure in aqueous buffer solution. However, the oxidation of the probe by ClO? perturbs a new equilibrium of the structural interconversion between the nonfluorescent spirolactone and the fluorescent ring-opened zwitterion, which generates a highly selective fluorescent probe for ClO?. Meanwhile, the probe is cell membrane permeable and can be utilized as fluorescent probe for imaging ClO? in living cells.

Absorption, fluorescence, and acid-base equilibria of rhodamines in micellar media of sodium dodecyl sulfate

Rhodamine dyes are widely used as molecular probes in different fields of science. The aim of this paper was to ascertain to what extent the structural peculiarities of the compounds influence their absorption, emission, and acid-base properties under unified conditions. The acid-base dissociation (HR+???R?+?H+) of a series of rhodamine dyes was studied in sodium n-dodecylsulfate micellar solutions. In this media, the form R exists as a zwitterion R±. The indices of apparent ionization constants of fifteen rhodamine cations HR+ with different substituents in the xanthene moiety vary within the range of pKaapp?=?5.04 to 5.53. The distinct dependence of emission of rhodamines bound to micelles on pH of bulk water opens the possibility of using them as fluorescent interfacial acid–base indicators.

Reversibly thermochromic systems based on pH-sensitive spirolactone-derived functional dyes

Composites formulated from pH-sensitive colour formers mixed with fatty acid co-solvents and acidic developers have been prepared and their thermochromic properties investigated. Possible explanations for the thermochromic effect have been considered and evidence is presented in support of a mechanism based on phase changes occurring within the compositions during heating and cooling. British Crown Copyright 1998/MOD. Published with the permission of the Controller of Her Britannic Majesty's Stationery Office.