34487-61-1

Basic information

• Product Name: Phenol Red sodium salt
• Synonyms: 3,3-BIS(P-HYDROXYPHENYL)-2,1-3H-BENZOXATHIOLE SODIUM SALT;SODIUM PHENOL RED;PHENOLSULFONEPHTHALEIN MONOSODIUM SALT;PHENOLSULFONEPHTHALEIN SODIUM SALT;PHENOLSULFONPHTHALEIN NA-SALT;PHENOLSULFONPHTHALEIN, SODIUM SALT;PHENOLSULFONPHTHALEIN;PHENOLSULPHONEPHTHALEIN SODIUM SALT
• CAS NO: 34487-61-1
• Molecular Formula: C₁₉H₁₃O₅S*Na
• Molecular Weight: 376.36
• EINECS: 252-057-8
• Product Categories: Analytical Chemistry;Indicator (pH);pH Indicators;Sulfonephthalein
• Mol File: 34487-61-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 285 °C (dec.)(lit.)
• Boiling Point: 562.8oC at 760mmHg
• Flash Point: 294.2oC
• Appearance: White/Shiny Powder
• Density: 0.972
• Storage Temp.: Store at RT.
• Solubility: H2O: clarity passes test
• PKA: 7.69, 7.9, 1.3(at 25℃)
• Water Solubility: soluble
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,7247
• BRN: 6260026
• CAS DataBase Reference: Phenol Red sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol Red sodium salt(34487-61-1)
• EPA Substance Registry System: Phenol Red sodium salt(34487-61-1)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-36-37/39-45-36/37/39-27
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 34487-61-1(Hazardous Substances Data)

Usage

Description

Phenol Red sodium salt is a water-soluble pH indicator that exhibits a color change within the pH range of 6.8 (yellow) to 8.2 (red). It is commonly used in cell biology laboratories as a cell tissue culture pH marker.

Uses

Used in Cell Biology Laboratories:
Phenol Red sodium salt is used as a cell tissue culture pH marker for monitoring the pH levels in growth media. Under normal conditions, the indicator will have a pink-red color, and a concentration of 15 mg/l is typically used to produce this effect. Changes in pH due to dying cells or overgrowth of contaminants will result in a color change, signaling the need to replace the medium. Additionally, Phenol Red may potentially serve as a differentiation factor.
Used in Zebrafish Embryo Microinjection:
Phenol Red sodium salt has been utilized as an indicator during single-guide RNA microinjection into one-cell stage zebrafish embryos, aiding in the visualization and monitoring of the microinjection process.
Used in Microfluidic Assays:
Phenol Red has been employed in the preparation of phosphate buffer saline (PBS) with phenol red for microfluidic assays, enabling the simultaneous culture of multiple cell types. This application allows for the study of cell interactions and responses in a controlled microenvironment.
Used in Horseradish Peroxidase-Phenol Red Assays:
Phenol Red has been utilized in horseradish peroxidase-phenol red (HRP-PR) H2O2 (hydrogen peroxide) detection assays to identify redox cycling compounds. This application leverages the color change properties of Phenol Red to detect the presence of reactive oxygen species and assess the redox activity of compounds.

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/h1-12,20H,(H,22,23,24)/p-1

Synthetic route

phenolsulphophthaleine sodium salt (34487-61-1) → 2-(4,4'-dihydroxy-benzhydryl)-benzenesulfonic acid (172464-36-7)

Conditions	Yield
With hydrogenchloride; sodium tetrahydroborate In ethanol at 25℃; for 48h;

phenolsulphophthaleine sodium salt (34487-61-1) → Bis(phenol) phenyl sulfonate (115481-73-7)

Conditions	Yield
Multi-step reaction with 5 steps 1: 1.) NaBH4, 2.) 5percent HCl / aq. ethanol / 48 h / 25 °C 2: 72 percent / 1.) RT, 4h, 2.) CH2Cl2, 1 h 3: PCl5 / 3 h / 60 - 65 °C / 0.1 Torr 4: 92 percent / Et3N / CH2Cl2 / 12 h / 25 °C 5: 93 percent / HCl conc. / methanol / 20 h / Ambient temperature View Scheme

phenolsulphophthaleine sodium salt (34487-61-1) → bis(4.acetoxyphenyl)<2-(phenoxysulfonyl)phenyl>methane (115511-92-7)

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) NaBH4, 2.) 5percent HCl / aq. ethanol / 48 h / 25 °C 2: 72 percent / 1.) RT, 4h, 2.) CH2Cl2, 1 h 3: PCl5 / 3 h / 60 - 65 °C / 0.1 Torr 4: 92 percent / Et3N / CH2Cl2 / 12 h / 25 °C View Scheme

phenolsulphophthaleine sodium salt (34487-61-1) → Acetic acid 4-[(4-acetoxy-phenyl)-(2-chlorosulfonyl-phenyl)-methyl]-phenyl ester (147510-56-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) NaBH4, 2.) 5percent HCl / aq. ethanol / 48 h / 25 °C 2: 72 percent / 1.) RT, 4h, 2.) CH2Cl2, 1 h 3: PCl5 / 3 h / 60 - 65 °C / 0.1 Torr View Scheme

phenolsulphophthaleine sodium salt (34487-61-1) → pyridinium 2-benzenesulfonate (115481-75-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaBH4, 2.) 5percent HCl / aq. ethanol / 48 h / 25 °C 2: 72 percent / 1.) RT, 4h, 2.) CH2Cl2, 1 h View Scheme

2-[2-[4-(dimethylamino)phenyl]ethenyl]-1-ethylquinolinium chloride (65201-92-5) + phenolsulphophthaleine sodium salt (34487-61-1) → QR+*PR-

Conditions	Yield
In water

quinaldine blue (2768-90-3) + phenolsulphophthaleine sodium salt (34487-61-1) → PNC+*PR-

Conditions	Yield
In water

phenolsulphophthaleine sodium salt (34487-61-1) → 3',3'',5',5''-tetrabromophenolsulphonephthalein sodium salt (62625-28-9)

Conditions	Yield
With Agrocybe aegerita heme-thiolate peroxygenase; dihydrogen peroxide; sodium bromide at 20℃; pH=5; Reagent/catalyst; Enzymatic reaction;

Downstream Products

• 62625-28-9 3',3'',5',5''-tetrabromophenolsulphonephthalein sodium salt 
• 115481-75-9 pyridinium 2-benzenesulfonate 
• 147510-56-3 Acetic acid 4-[(4-acetoxy-phenyl)-(2-chlorosulfonyl-phenyl)-methyl]-phenyl ester 
• 115511-92-7 bis(4.acetoxyphenyl)<2-(phenoxysulfonyl)phenyl>methane 
• 115481-73-7 Bis(phenol) phenyl sulfonate 
• 172464-36-7 2-(4,4'-dihydroxy-benzhydryl)-benzenesulfonic acid