195136-71-1

Basic information

• Product Name: 2,4-DIFLUORORESORCINOL
• Synonyms: 2,4-DIFLUORORESORCINOL;1,3-Benzenediol,2,4-difluoro-(9CI);2,4-Difluoro-1,3-dihydroxy benzene, 2,4-Difluorobenzene-1,3-diol;2,4-Difluoro-1,3-dihydroxy benzene;2,4-Difluorobenzene-1,3-diol;2,4-Difluoro-1,3-benzenediol;2,4-Difluororesorcinol *CAS 195136-71-1*
• CAS NO: 195136-71-1
• Molecular Formula: C₆H₄F₂O₂
• Molecular Weight: 146.0915664
• Product Categories: HALIDE;Aryl Fluorinated Building Blocks;Building Blocks;C6;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Oxygen Compounds;Polyols
• Mol File: 195136-71-1.mol

Chemical Properties

• Melting Point: 57-88 °C
• Boiling Point: 211.3±35.0 °C(Predicted)
• Appearance: /
• Density: 1.542±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: 7.23±0.15(Predicted)
• CAS DataBase Reference: 2,4-DIFLUORORESORCINOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIFLUORORESORCINOL(195136-71-1)
• EPA Substance Registry System: 2,4-DIFLUORORESORCINOL(195136-71-1)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 195136-71-1(Hazardous Substances Data)

Usage

Uses

Used in Cosmetic Industry:
2,4-DIFLUORORESORCINOL is used as a skin-lightening and anti-aging agent for its ability to inhibit tyrosinase, the enzyme involved in melanin production, thereby offering potential benefits in cosmetic formulations.
Used in Pharmaceutical Synthesis:
2,4-DIFLUORORESORCINOL is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs due to its unique chemical properties.
Used in Agrochemical Production:
2,4-DIFLUORORESORCINOL is utilized as a component in the production of agrochemicals, playing a role in the creation of substances for agricultural applications.
Used in Advanced Material Production:
2,4-DIFLUORORESORCINOL is used as a building block in the production of advanced materials such as polymers and resins, where its fluorinated structure imparts special characteristics and properties to these materials.

Upstream product

• 195136-69-7 2,4-difluoro-1,3-dimethoxybenzene 
• 5580-79-0 2,3,4,5-tetrafluoro-1-nitrobenzene 
• 108-46-3 recorcinol 
• 195136-67-5 1-amino-3,5-difluoro-2,4-dimethoxybenzene 
• 195136-63-1 1,3-difluoro-2,4-dimethoxy-5-nitrobenzene 

Downstream Products

• 209541-27-5 3,5-Difluoro-2,4-dihydroxybenzaldehyde 
• 215868-23-8 6,8-difluoro-7-hydroxy-4-methyl-2H-chromen-2-one 
• 236751-01-2 2',4',5',7'-tetrafluorofluorescein 
• 215868-31-8 6,8-difluoro-7-hydroxycoumarin-3-carboxylic acid 
• 215868-47-6 6,8-difluoro-4-heptadecyl-7-hydroxycoumarin 
• 1581248-41-0 2′,4′,5′,7′-tetrafluoro-3′,6′-dihydroxy-5,10-diphenyl-3H-spiro-[anthra[2,3-c]furan-1,9′-xanthen]-3-one 
• 1036844-37-7 benzyl 7-hydroxycoumarin-4-acetate 
• 215868-26-1 6',8'-difluoro-4’-methylumbelliferyl α-D-glucopyranoside 

Relevant articles and documents

8-FLUORO-4-ALKYLUMBELLIFERYL ALPHA-D-GLUCOPYRANOSIDE, BIOLOGICAL STERILIZATION INDICATOR INCLUDING THE SAME AND ITS USE IN A METHOD OF DETERMINING EFFICACY OF A STERILIZATION PROCESS

A self-contained biological sterilization indicator comprises: a housing; bacterial spores comprising, and/or capable of producing, an enzyme capable of catalyzing cleavage of an enzyme substrate; and a frangible container containing a composition, wherein the composition comprises the enzyme substrate, wherein if the frangible container is broken the composition will contact the bacterial spores to form a mixture having an initial pH in the range from 6.0 to 9.0. The enzyme substrate comprises a fluorinated 4'-alkylumbelliferyl α-D-glucopyranoside represented by the structural formula (I), wherein R is an alkyl group having from 1 to 12 carbon atoms. A biological sterilization indicator comprising a kit containing isolated components comprising (i) bacterial spores comprising, and/or capable of producing, an enzyme capable of catalyzing cleavage of the enzyme substrate and a method of assessing efficacy of a sterilization process are also disclosed.

FLUORINATED 4' ALKYLUMBELLIFERYL α-D-GLUCOPYRANOSIDES, BIOLOGICAL STERILIZATION INDICATORS INCLUDING THE SAME AND METHODS OF USING THE SAME

A self-contained biological sterilization indicator comprises: a housing; bacterial spores comprising, and/or capable of producing, an enzyme capable of catalyzing cleavage of an enzyme substrate; and a frangible container containing a composition, wherein the composition comprises the enzyme substrate, wherein if the frangible container is broken the composition will contact the bacterial spores to form a mixture having an initial pH in the range from 6.0 to 9.0. The enzyme substrate comprises a fluorinated 4'-alkylumbelliferyl α-D-glucopyranoside represented by the structural formula (I) wherein one of R1 and R2 is F and the other is H, and R3 is an alkyl group having from 1 to 12 carbon atoms. A biological sterilization indicator comprising a kit containing isolated components comprising (i) bacterial spores comprising, and/or capable of producing, an enzyme capable of catalyzing cleavage of the enzyme substrate and a method of assessing efficacy of a sterilization process are also disclosed.

A Practical Synthesis of 6,8-Difluoro-7-hydroxycoumarin Derivatives for Fluorescence Applications

A practical synthesis for 6,8-difluoro-7-hydroxycoumarin-3-carboxylic acid - one of the most widely used coumarin fluorescence imaging dye for bioconjugation - is reported. The synthesis was optimized for a preparative scale to obtain 14 g of the fluoresc

BISTRIFILATE-BASED FLUOROGENIC PROBES FOR DETECTION OF SUPEROXIDE ANION RADICAL

The invention provides fluorogenic compounds and probes that can be used as reagents for measuring, detecting and/or screening superoxide. The fluorogenic compounds of the invention can produce fluorescence colors, such as green, yellow, red, or far-red. The invention further provides fluorogenic compounds for selectively staining superoxide in the mitochondria of living cells. The invention also provides methods that can be used to measure, directly or indirectly, the presence and/or amount of superoxide in chemical samples and biological samples such as cells and tissues in living organisms, and a high-throughput screening methods for detecting or screening superoxide or compounds that can increase or decrease the level of superoxide in chemical and biological samples.

BISTRIFILATE-BASED FLUOROGENIC PROBES FOR DETECTION OF SUPEROXIDE ANION RADICAL

The invention provides fluorogenic compounds and probes that can be used as reagents for measuring, detecting and/or screening superoxide. The fluorogenic compounds of the invention can produce fluorescence colors, such as green, yellow, red, or far-red. The invention further provides fluorogenic compounds for selectively staining superoxide in the mitochondria of living cells. The invention also provides methods that can be used to measure, directly or indirectly, the presence and/or amount of superoxide in chemical samples and biological samples such as cells and tissues in living organisms, and a high-throughput screening methods for detecting or screening superoxide or compounds that can increase or decrease the level of superoxide in chemical and biological samples.

Aarhus sensor green: A fluorescent probe for singlet oxygen

A tetrafluoro-substituted fluorescein derivative covalently linked to a 9,10-diphenyl anthracene moiety has been synthesized, and its photophysical properties have been characterized. This compound, denoted Aarhus Sensor Green (ASG), has distinct advantages for use as a fluorescent probe for singlet molecular oxygen, O2(a1δg). In the least, ASG overcomes several limitations inherent to the use of the related commercially available product called Singlet Oxygen Sensor Green (SOSG). The functional behavior of both ASG and SOSG derives from the fact that these weakly fluorescent compounds rapidly react with singlet oxygen via a π2 + π4 cycloaddition to irreversibly yield a highly fluorescent endoperoxide. The principal advantage of ASG over SOSG is that, at physiological pH values, both ASG and the ASG endoperoxide (ASG-EP) do not themselves photosensitize the production of singlet oxygen. As such, ASG better fits the requirement of being a benign probe. Although ASG readily enters a mammalian cell (i.e., HeLa) and responds to the presence of intracellular singlet oxygen, its behavior in this arguably complicated environment requires further investigation.

Development of highly potent inhibitors of the ras-targeting human acyl protein thioesterases based on substrate similarity design

A matter of common sense: A common recognition motif consisting of a negatively charged group five to six bonds away (red) from the (thio)ester functionality (green) and a positively charged tail group ten to twelve bonds away (blue) was identified in two

Fluorinated xanthene derivatives

The family of dyes of the invention are fluoresceins and rhodols that are directly substituted on one or more aromatic carbons by fluorine. These fluorine-substituted fluorescent dyes possess greater photostability and have lower sensitivity to pH changes in the physiological range of 6-8 than do non-fluorinated dyes, exhibit less quenching when conjugated to a substance, and possess additional advantages. The dyes of the invention are useful as detectable tracers and for preparing conjugates of organic and inorganic substances.

Derivatives of 6,8-difluoro-7-hydroxycoumarin

The present invention comprises 6,8-difluoro-7-hydroxycoumarins and derivatives of 6,8-difluoro-7-hydroxycoumarins, including reactive dyes, dye-conjugates and enzyme substrates. These fluorine-substituted fluorescent dyes typically possess greater photostability and lower pH sensitivity in the physiological pH range than their nonfluorinated analogs, exhibit less fluorescence quenching when conjugated to a substance, possess absorption and emission spectra that closely match those of their nonfluorinated analogs, and also exhibit higher quantum yields than their nonfluorinated analogs.

Synthesis of fluorinated fluoresceins

Several novel fluorinated fluoresceins (Oregon Green dyes) were prepared by the reaction of fluororesorcinols with phthalic anhydride and its derivatives. A novel regiospecific synthesis of fluororesorcinols was key to the successful synthesis of these new fluorophores. (Polyfluoro)- nitrobenzenes were reacted with 2 equiv of sodium methoxide followed by reduction, hydrodediazoniation, and demethylation, giving the first straightforward synthesis of 2-fluororesorcinol, 4-fluororesorcinol, 2,4- difluororesorcinol, and 2,4,5-trifluororesorcinol. These fluorinated fluoresceins have higher photostability and ionize at a lower pH (pK(a) = 3.3-6.1) than fluorescein (pK(a) = 6.5). Some of the fluorinated fluoresceins have very high quantum yields (0.85-0.97), which, in combination with their lower pK(a)s and high photostability, makes them superior fluorescent dyes for use as reporter molecules in biological systems.