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Merck

105945

Sigma-Aldrich

Phenolphthalein

ACS reagent

Sinónimos:

3,3-Bis(4-hydroxyphenyl)-1(3H)-isobenzofuranone

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About This Item

Fórmula empírica (notación de Hill):
C20H14O4
Número de CAS:
Peso molecular:
318.32
Colour Index Number:
764
Beilstein/REAXYS Number:
284423
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

grade

ACS reagent

Quality Level

form

powder

technique(s)

titration: suitable

visual transition interval

8.0-10, colorless to red

mp

261-263 °C (lit.)

solubility

acetone: soluble

density

1.27 g/cm3 at 32 °C

λmax

374 nm (2nd)
552 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Oc1ccc(cc1)C2(OC(=O)c3ccccc23)c4ccc(O)cc4

InChI

1S/C20H14O4/c21-15-9-5-13(6-10-15)20(14-7-11-16(22)12-8-14)18-4-2-1-3-17(18)19(23)24-20/h1-12,21-22H

InChI key

KJFMBFZCATUALV-UHFFFAOYSA-N

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General description

Phenolphthalein is an indicator for acid-base titration reactions. It changes from colorless to violet-red between pH 8.3-9.8, it is red in extremely acidic solutions, and colorless in extremely alkaline solutions.

It is present as a nonionic, lipophilic lactone in aqueous neutral solutions. It exists as a hydrophilic dianion in alkaline solutions.

Application

Phenolphthalein has been commonly used as an indicator in the fields of biology and medicine. Its applications include:

  • the development of novel technique to monitor the vacuum freeze-drying process
  • the determination of the depth of carbonation in concrete
  • the utilization of liquid marbles to sense gaseous environmental components
  • the estimation of total acidity in vinegar
  • the assessment of sodium hydroxide penetration into potatoes following chemical peeling
  • as a model organic compound in the evaluation of the capture efficiency of various cyclodextrin constructs such as nanofiber-CD

Biochem/physiol Actions

Phenolphthalein is colorless in acidic solutions and turns pink in basic solutions.

Principle

Phenolphthalein undergoes structural modification when there is a change in pH or in the structural state of water. It is a nonionic, lipophilic colorless lactone in aqueous neutral solutions and a hydrophilic dianion in alkaline solutions.

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Carc. 1B - Muta. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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The experimental investigation of concrete carbonation depth
Cheng-Feng Chang, Jing-Wen Chen
Cement and Concrete Research, 36(9) (2006)
Mohammed Iddir et al.
Food chemistry, 291, 157-166 (2019-04-23)
Carotenoids are lipophilic phytochemicals; their intake has been associated with reduced chronic diseases. However, their absorption depends on emulsification during digestion and incorporation into mixed micelles, requiring digestive enzymes, gastric peristalsis, bile, and dietary lipids. In this study, we investigated
Ann M Dring et al.
Chemico-biological interactions, 188(3), 512-525 (2010-09-28)
Constitutive androstane receptor (CAR) and pregnane X receptor (PXR) are closely related orphan nuclear receptor proteins that share several ligands and target overlapping sets of genes involved in homeostasis and all phases of drug metabolism. CAR and PXR are involved
Pieter A Cohen et al.
Journal of general internal medicine, 27(1), 51-56 (2011-08-17)
Pai You Guo is a weight loss supplement manufactured in China and adulterated with the banned pharmaceutical products sibutramine and phenolphthalein. The US Food and Drug Administration (FDA) announced a voluntary recall of Pai You Guo in 2009, yet clinicians
Wasin Wongwilai et al.
Talanta, 81(3), 1137-1141 (2010-03-20)
A modification of a webcam camera for use as a small and low cost detector was demonstrated with a simple lab-on-chip reactor. Real time continuous monitoring of the reaction zone could be done. Acid-base neutralization with phenolphthalein indicator was used

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