Phenol Red supplier | CasNO.143-74-8

Name
Phenol Red
EINECS 205-609-7
CAS No. 143-74-8
Article Data10
CAS DataBase
Density 1.477 g/cm³
Solubility 0.77 g/L in water
Melting Point 300 °C
Formula C₁₉H₁₄O₅S
Boiling Point 562.8 °C at 760 mmHg
Molecular Weight 354.383
Flash Point 294.2 °C
Transport Information
Appearance dark red powder
Safety 37/39-26-45-36/37/39-27
Risk Codes 36/37/38-34
Molecular Structure
Hazard Symbols Xi,C
Synonyms Phenol,4,4'-(3H-2,1-benzoxathiol-3-ylidene)di-, S,S-dioxide (8CI);3H-2,1-Benzoxathiole, 3,3-bis(4-hydroxyphenyl)-, 1,1-dioxide;Fenolipuna;NSC10459;PSP;Phenolsulfonephthalein;Sulfonphthal;TF-R 2;a-Hydroxy-a,a-bis(p-hydroxyphenyl)-o-toluenesulfonicacid g-sultone;
PSA 92.21000
LogP 4.18940

Synthetic route

: 81-08-3
2-sulfobenzoic acid cyclic anhydride

: 108-95-2
phenol

: 143-74-8
phenol red

Conditions

Conditions	Yield
for 0.00416667h; Microwave irradiation;	81.6%
at 130 - 135℃;

: 81-07-2
saccharin

: 108-95-2
phenol

: 143-74-8
phenol red

Conditions

Conditions	Yield
With sulfuric acid at 140℃; for 3.5h; Neat (no solvent);	26%
With sulfuric acid at 120℃;

: 861784-67-0
2-(4-hydroxy-benzoyl)-benzenesulfonic acid

: 143-74-8
phenol red

Conditions

Conditions	Yield
at 135℃;
With phenol at 135℃;

: 108-95-2
phenol

benzoic acid o-sulfonic acid-dichloride: benzoic acid o-sulfonic acid-dichloride

: 143-74-8
phenol red

Conditions

Conditions	Yield
With zinc(II) chloride at 140℃;

: 108-95-2
phenol

benzoic acid sulfonic acid-(2)-dichloride: benzoic acid sulfonic acid-(2)-dichloride

: 143-74-8
phenol red

Conditions

Conditions	Yield
at 135 - 140℃;

: 108-95-2
phenol

1-halo-dodecane: 1-halo-dodecane

: 143-74-8
phenol red

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 135 - 140 °C 2: phenol / 135 °C View Scheme

: 143-74-8
phenol red

: 115-39-9
bromophenol blue

Conditions

Conditions	Yield
With perchloric acid; dihydrogen peroxide; C14H9BrN2O4V(1-); potassium bromide In water at 0 - 24℃; for 0.666667h; Catalytic behavior; Reagent/catalyst; Temperature;	89%
With C12H8N2C13H11N3O3(2-)OV(2+); dihydrogen peroxide; potassium bromide In water Kinetics; Concentration; aq. phosphate buffer;
With [V(1,3-benzenedicarboxyliate)(2,6-pyridinedicarboxylate)(H2O)2]; potassium bromide In water; N,N-dimethyl-formamide at 30℃; pH=5.8; Kinetics; Reagent/catalyst;

: 143-74-8
phenol red

: 5-(4-(4-bromobutoxyl)phenyl)10,15,20-triphenyl porphyrin

: C67H50N4O6S

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 150℃; for 24h;	15%

: 137-17-7
2,4,5-trimethylaniline

: 143-74-8
phenol red

: 3,3-bis-[4-(2,4,5-trimethyl-anilino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 180℃;

: 143-74-8
phenol red

: 104-94-9
4-methoxy-aniline

: 3,3-bis-(4-p-anisidino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 180℃;

: 143-74-8
phenol red

: 75-04-7
ethylamine

: 3,3-bis-(4-ethylamino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 140℃;

: 143-74-8
phenol red

: 156-43-4
4-Ethoxyaniline

: 3,3-bis-(4-p-phenetidino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 180℃;

: 143-74-8
phenol red

: 95-68-1
2,4-Xylidine

: 3,3-bis-[4-(2,4-dimethyl-anilino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 180℃;

: 143-74-8
phenol red

: 74-89-5
methylamine

: 3,3-bis-(4-methylamino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 140℃;

: 143-74-8
phenol red

: 95-53-4
o-toluidine

: 3,3-bis-(4-o-toluidino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
at 180℃;

: 143-74-8
phenol red

: 4538-11-8
3,3-bis-(4-amino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With ammonium hydroxide at 150℃;

: 143-74-8
phenol red

: 3,3-bis-(4-propylamino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit Propylamin und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-(4-isobutylamino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsgemisches mit Isobutylamin und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-[4-(2-hydroxy-ethylamino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit 2-Amino-aethanol und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-(4-benzylamino-phenyl)-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit Benzylamin und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-[4-(4-hydroxy-anilino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit 4-Amino-phenol und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-[4-(4-amino-anilino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit p-Phenylendiamin und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-[4-(3-hydroxy-anilino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit 3-Amino-phenol und Aethanol;

: 143-74-8
phenol red

: 3,3-bis-[4-(2-bromo-anilino)-phenyl]-3H-benz[c][1,2]oxathiol-1,1-dioxide

Conditions

Conditions	Yield
With phosphorus pentachloride; acetyl chloride Erwaermen des Reaktionsprodukts mit 2-Brom-anilin und Aethanol;

: 143-74-8
phenol red

A: 611-99-4
4,4'-Dihydroxybenzophenone

B: 108-95-2
phenol

Conditions

Conditions	Yield
bei der Kalischmelze;

: 143-74-8
phenol red

A: 2800-80-8
bromocresol red

B: 115-39-9
bromophenol blue

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium bromide In phosphate buffer at 30℃; for 5.83333h; pH=0.5 - 4.5; Bromination;

: 143-74-8
phenol red

: 7732-18-5
water

zinc dust: zinc dust

: 172464-36-7
2-(4,4'-dihydroxy-benzhydryl)-benzenesulfonic acid

...Expand

: 143-74-8
phenol red

: 62-53-3
aniline

diphenylamine-sulfonphthalein: diphenylamine-sulfonphthalein

Conditions

Conditions	Yield
at 140 - 150℃;

Phenol Red Consensus Reports

Reported in EPA TSCA Inventory.

Phenol Red Specification

The IUPAC name of Phenolsulfonphthalein is 4-[3-(4-hydroxyphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol. With the CAS registry number 143-74-8, it is also named as 4,4'-(3H-2,1-Benzoxathiol-3-ylidene)diphenol S,S-dioxide. The product's categories are analytical chemistry; indicator (pH); stains and dyes; general stains / dyes for stem cell biologystains and dyes; cell culture; cell viability and proliferation; stains, dyes and indicators; stem cell characterization. It is dark red powder that the solubility is 0.77 grams per liter (g/L) in water, 2.9 g/L in ethanol, and almost insoluble in ether and chloroform.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.02; (4)ACD/LogD (pH 7.4): 3.01; (5)ACD/BCF (pH 5.5): 116.16; (6)ACD/BCF (pH 7.4): 113.4; (7)ACD/KOC (pH 5.5): 1046.52; (8)ACD/KOC (pH 7.4): 1021.65; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.697; (13)Molar Refractivity: 92.38 cm³; (14)Molar Volume: 239.7 cm³; (15)Polarizability: 36.62×10^-24 cm³; (16)Surface Tension: 69.2 dyne/cm; (17)Enthalpy of Vaporization: 87.75 kJ/mol; (18)Vapour Pressure: 2.84E-13 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 3; (21)Exact Mass: 354.056194; (22)MonoIsotopic Mass: 354.056194; (23)Topological Polar Surface Area: 92.2; (24)Heavy Atom Count: 25.

Preparation of Phenolsulfonphthalein: Heating and melting the o-sulfonic acid anhydride and phenol, then adding anhydrous zinc chloride at 135-140 °C to react 7h, and then put the condensate into the hot water, filtering, washing the solid with water, and further purified by acid-base precipitation to get the product.

Uses of Phenolsulfonphthalein: It acts as a pH indicator that is frequently used in cell biology laboratories, changing from yellow to red between the pH 6.8-8.4. And it is also used in the phenolsulfonphthalein test which is used to estimate the overall blood flow through the kidney and is now obsolete. Sometimes labelled with a different name, it is used as a pH indicator in home swimming pool test kits.

When you are using this chemical, please be cautious about it as the following:
It can cause burns. And it is also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: O=S2(=O)OC(c1ccccc12)(c3ccc(O)cc3)c4ccc(O)cc4;
2. InChI: InChI=1/C19H14O5S/c20-15-9-5-13(6-10-15)19(14-7-11-16(21)12-8-14)17-3-1-2-4-18(17)25(22,23)24-19/h1-12,20-21H.

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intravenous	1368mg/kg (1368mg/kg)	Drugs in Japan Vol. -, Pg. 930, 1990.
rat	LD50	intravenous	752mg/kg (752mg/kg)	Drugs in Japan Vol. -, Pg. 930, 1990.
rat	LD50	subcutaneous	> 600mg/kg (600mg/kg)	Clinical Toxicology. Vol. 4(2), Pg. 185, 1971.

Product Name

Phenol Red

Synthetic route

Phenol Red Consensus Reports

Phenol Red Specification

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