Phenolrot
Phenol Red
Grundinformationen
- CAS
143-74-8- Standard-SMILES
O=S1(=O)OC(c2ccc(O)cc2)(c2ccc(O)cc2)c2ccccc21- InChIKey
BELBBZDIHDAJOR-UHFFFAOYSA-N- Summenformel
- C19H14O5S
- Durchschnittliche Molmasse
- 354,4 g/mol
- Monoisotopische Masse
- 354,05619455
Überblick
Phenol red is 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxyphenyl groups. A pH indicator changing colour from yellow below pH 6.8 to bright pink above pH 8.2, it is commonly used as an indicator in cell cultures and in home swimming pool test kits. It is also used in the (now infrequently performed) phenolsulfonphthalein (PSP) test for estimation of overall blood flow through the kidney. It has a role as a diagnostic agent, an acid-base indicator and a two-colour indicator. It is a member of phenols, a 2,1-benzoxathiole, a sultone and an arenesulfonate ester.
Namen und Bezeichner
- Bevorzugter Name
- Phenol Red
- IUPAC
- 4-[3-(4-hydroxyphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol
- Lokaler Name
- Phenolrot
- Englischer Name
- Phenol Red
- Summenformel
- C19H14O5S
- Molmasse
- 354.38
Namen und Synonyme
PHENOL REDphenolsulfonphthalein143-74-8FenolipunaSulphonthalPSP (indicator)PhenolsulphonphthaleinDTXSID8022408NSC-10459I6G9Y0J1OJDTXCID202408CHEBI:31991
Weitere Namen anzeigen
PRA-HYDROXY-A A-BIS(P-HYDROXYPHENYL)-O-TOLUENESULFONIC ACID G-SULTONEPRGRNR3C3P3532-5GPhenolrdePhenol re
Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis-, (S,S-dioxide)3,3-bis(4-hydroxyphenyl)-3H-2,1??-benzoxathiole-1,1-dioneRefChem:1728812-(Bis(4-hydroxyphenyl)methyliumyl)benzenesulfonate205-609-7SulfonphthalSulphentalPhenolred
Datenbank-Bezeichner
- CAS
143-74-8- PubChem CID
- 4766
- DTXSID
DTXSID8022408- ChEMBL
CHEMBL258921- ChEBI
CHEBI:31991
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3
- Polarare Oberfläche (TPSA)
- 92,2 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 545
Experimentelle und physikochemische Eigenschaften
Chemical ClassesDyes -> Indicator Dyes
LogP3.02
Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionOdorless, red solid; Available as pure compound, soluble monosodium salt, and dilute solutions; [CHEMINFO]
Collision Cross Section179.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2044420]
Physikochemische Eigenschaften
- Schmelzpunkt
- 300 °C · >300 °C
- Siedepunkt
- 300 °C · >300°C
- Dichte
- 1.445 Mg · 1.445 Mg m-3
- Brechungsindex
- 1.53 · 1.5300 (estimate)
- Flammpunkt
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 1.4% (3 of 211) of reports.
Warning
H315 (98.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 211 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis-, S,S-dioxide
Phenolsulfonphthalein: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryDust may be irritating if inhaled; [CHEMINFO]
Hazard Classes and CategoriesSkin Irrit. 2 (98.6%)
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29349990
- RTECS-Nr.
- SJ7490000
- risk_code
- 36/37/38-34
- Toxizität
- LD50 orl-rat: >600 mg/kg CTOXAO 4(2),185,71
- hazard_code
- Xi,C
- safety_code
- 37/39-26-45-36/37/39-27
Chemie und Industrie
Pharmakologische Informationen
ATC Code
V - Various
QV - Various
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.
Verwendung und Herstellung
UsesUsed as a pH indicator and marker of kidney function and other physiological functions; [CHEMINFO] Used as a pH indicator for the pH range of 6.4-8.2; [Ullmann]
Household ProductsInformation on 1 consumer products that contain Phenolsulfonphthalein in the following categories is provided:
General Manufacturing InformationPhenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis-: ACTIVE
Anwendungen
BeschreibungPhenol red belongs to the class of triphenylmethane dyes and is widely used in the textile industry.
VerwendenPhenol red is used as a non absorbed marker in gravimetric method. It is a pH indicator used in cell biology laboratories and in home swimming pool test kits. It is used to check the kidney function based on the excreted phenol red by colorimetric method.
Zugehörige Reaktionen
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