Cresol red

Base Information

• Chemical Name: Cresol red
• CAS No.: 1733-12-6
• Deprecated CAS: 32210-84-7
• Molecular Formula: C21H18O5S
• Molecular Weight: 382.437
• Hs Code.: 29349990
• European Community (EC) Number: 217-064-2
• NSC Number: 7224
• UNII: 839K2R4B8K
• DSSTox Substance ID: DTXSID8061929
• Nikkaji Number: J7.763A
• Wikipedia: Cresol_Red
• Wikidata: Q417497
• Mol file: 1733-12-6.mol

Synonyms:Cresol red;Cresol red, monosodium salt;o-cresolsulfonphthalein

Chemical Property of Cresol red

Chemical Property:

• Appearance/Colour: Dark green or brown-red powder
• Melting Point: 290 °C
• Refractive Index: 1.652
• Boiling Point: 561.9 °C at 760 mmHg
• PKA: 1.0(at 25℃)
• Flash Point: 293.6 °C
• PSA: 92.21000
• Density: 1.404 g/cm³
• LogP: 4.80620
• Storage Temp.: Store at RT.
• Solubility.: Solubility Sparingly soluble in water; soluble in ethanol
• Water Solubility.: soluble
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 382.08749484
• Heavy Atom Count: 27
• Complexity: 615

Purity/Quality:

99%, ^*data from raw suppliers

CR ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-20/21/22-11
• Safety Statements: 24/25-36-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Indicator Dyes
• Canonical SMILES: CC1=C(C=CC(=C1)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=CC(=C(C=C4)O)C)O
• Uses: Acid-base indicator. Cresol red is commonly used with lead acetate for the detection of urease after PAGE. It is also used as an indicator with the following transition intervals: pH 1.8 (orange) to pH 2.0 (yellow); pH 7.0 (yellow) to pH 8.8 (violet). Cresol Red is used as a tracking dye in DNA, RNA (agarose) and protein (polyacrylamide) electrophoresis. In agarose, Cresol Red runs with an apparent molecular size of approx. 125 bp DNA. Cresol Red does not inhibit Taq polymerase.

Technology Process of Cresol red

There total 5 articles about Cresol red which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.6%

2-sulfobenzoic acid cyclic anhydride (81-08-3) + ortho-cresol (95-48-7,77504-84-8) → cresol red (1733-12-6)

Guidance literature:

for 0.00333333h; Microwave irradiation;

DOI:10.1135/cccc20021779

Reference yield: 33.0%

ortho-cresol (95-48-7,77504-84-8) + saccharin (81-07-2) → cresol red (1733-12-6)

Guidance literature:

With sulfuric acid; at 140 ℃; for 4h; Neat (no solvent);

DOI:10.1080/00397911.2010.535946

Reference yield:

ortho-cresol (95-48-7,77504-84-8) → cresol red (1733-12-6)

Guidance literature:

With zinc(II) chloride; at 110 - 120 ℃;

upstream raw materials:

2-sulfobenzoic acid cyclic anhydride

ortho-cresol

saccharin

Refernces

• 1、 Cihelnik, Simon,Stibor, Ivan,Lhotak, Pavel. "Solvent-free synthesis of sulfonephthaleins, sulfonefluoresceins and fluoresceins under microwave irradiation". . p. 1779 - 1789. Retrieved 2007/10/03.