ChemicalBook > CAS DataBase List > P-XYLENOLPHTHALEIN

P-XYLENOLPHTHALEIN

Product Name
P-XYLENOLPHTHALEIN
CAS No.
50984-88-8
Chemical Name
P-XYLENOLPHTHALEIN
Synonyms
Xylenolphthalein;P-XYLENOLPHTHALEIN;P-xylenolphthaleine;p-diphenolphthalein;p-Xylenolphthalein;p-xylenolphthalein (pH 9.0-10.5);3,3-bis(4-hydroxy-2,5-xylyl)phthalide;2',5',2'',5''-TETRAMETHYLPHENOLPHTHALEIN;3,3-bis(4-hydroxy-2,5-dimethylphenyl)-2-benzofuran-1-one;P-xylenolphthalein, 2′,5′,2″,5″-tetramethylphenolphthalein
CBNumber
CB8233468
Molecular Formula
C24H22O4
Formula Weight
374.43
MOL File
50984-88-8.mol
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P-XYLENOLPHTHALEIN Property

Melting point:
276°C
Boiling point:
569.6±50.0 °C(Predicted)
Density 
1.270±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Solubility Insoluble in water; soluble in ethanol, acetone
pka
9.7(at 25℃)
form 
powder
color 
Pale yellow or cream-colored
PH Range
Colorless (9.0) to indigo-blue (10.5)
BRN 
346799
Major Application
Inks, detergent, photoresist, toothpaste and mouthwash, disinfectant, cosmetics, paints
InChI
InChI=1S/C24H22O4/c1-13-11-21(25)15(3)9-19(13)24(20-10-16(4)22(26)12-14(20)2)18-8-6-5-7-17(18)23(27)28-24/h5-12,25-26H,1-4H3
InChIKey
PXCIPOXPHMTCIL-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C=CC=C2)C(C2=CC(C)=C(O)C=C2C)(C2=CC(C)=C(O)C=C2C)O1
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Safety

WGK Germany 
3
HS Code 
2932.99.7000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
95620
Product name
p-Xylenolphthalein
Purity
for microscopy
Packaging
5g
Price
$468
Updated
2022/05/15
TCI Chemical
Product number
X0017
Product name
p-Xylenolphthalein
Packaging
1g
Price
$31
Updated
2025/07/31
Matrix Scientific
Product number
094350
Product name
3,3-Bis(4-hydroxy-2,5-dimethylphenyl)-isobenzofuran-1(3H)-one
Purity
95+%
Packaging
1g
Price
$189
Updated
2021/12/16
AK Scientific
Product number
7058AB
Product name
3,3-Bis(4-hydroxy-2,5-dimethylphenyl)isobenzofuran-1(3H)-one
Packaging
25g
Price
$438
Updated
2021/12/16
Matrix Scientific
Product number
094350
Product name
3,3-Bis(4-hydroxy-2,5-dimethylphenyl)-isobenzofuran-1(3H)-one
Purity
95+%
Packaging
5g
Price
$504
Updated
2021/12/16
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P-XYLENOLPHTHALEIN Chemical Properties,Usage,Production

Uses

p-Xylenolphthalein is related to phenolphthalein which is used as a pH change indicator.

Synthesis

95-87-4

85-44-9

50984-88-8

General procedure for the synthesis of 3,3-bis-(4-hydroxy-3,6-dimethylphenyl)-1-(3H)-isobenzofuranone from 2,5-dimethylphenol and phthalic anhydride: a mixture of 2,5-dimethylphenol (0.133 mol), phthalic anhydride (0.074 mol), reaction medium (0.416 mol) and Lewis acid (0.029 mol ) were placed in a reaction flask, stirred and heated at 90 °C for 5 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and subsequently slowly poured into an ice-water mixture to induce precipitation of the product. The precipitate was collected by filtration and washed with plenty of water to remove impurities. The crude product was dried and recrystallized from methanol to afford pure 3,3-bis-(4-hydroxy-3,6-dimethylphenyl)-1-(3H)-isobenzofuranone as light yellow crystals in 85% yield. The product was analyzed by IR (KBr) showing that the characteristic absorption peaks were located at 3393 cm^-1 (O-H stretching vibration), 1729 cm^-1 (C=O stretching vibration), and 1611 cm^-1 (C=C stretching vibration of the aromatic ring).The 1H-NMR (DMSO-d6) spectrum showed the following: δ 9.40 (s, 2H, 2×OH), 1.95 (s, 12H, 4 × CH3), 6.59-6.63 (m, 4H, aromatic protons), 7.46-7.91 (m, 4H, aromatic protons) ppm. mass spectrometry analysis showed the molecular ion peak m/z 374 (M+).

References

[1] Patent: US2006/222601, 2006, A1. Location in patent: Page/Page column 25
[2] Tetrahedron Letters, 2009, vol. 50, # 46, p. 6261 - 6263
[3] Zeitschrift fuer Anorganische und Allgemeine Chemie, 1929, vol. 178, p. 54,56
[4] Roczniki Chemii, 1931, vol. 11, p. 103,109; dtsch. Ref. S. 111
[5] Chem. Zentralbl., 1931, vol. 102, # I, p. 2473

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Raw materials

Preparation Products

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View Lastest Price from P-XYLENOLPHTHALEIN manufacturers

Career Henan Chemical Co
Product
P-XYLENOLPHTHALEIN 50984-88-8
Price
US $2.00/KG
Min. Order
1g
Purity
98%min
Supply Ability
ask
Release date
2020-01-08

50984-88-8, P-XYLENOLPHTHALEINRelated Search:


  • P-XYLENOLPHTHALEIN
  • 2',5',2'',5''-TETRAMETHYLPHENOLPHTHALEIN
  • 3,3-Bis(2,5-dimethyl-4-hydroxyphenyl)isobenzofuran-1(3H)-one
  • 3,3-Bis(4-hydroxy-2,5-dimethylphenyl)-1(3H)-isobenzofuranone
  • 3,3-Bis(4-hydroxy-2,5-dimethylphenyl)isobenzofuran-1(3H)-one
  • 4,4'-[(3-Oxo-1,3-dihydroisobenzofuran)-1,1-diyl]bis(2,5-dimethylphenol)
  • p-xylenolphthalein (pH 9.0-10.5)
  • P-xylenolphthaleine
  • 3,3-bis(4-hydroxy-2,5-xylyl)phthalide
  • P-xylenolphthalein, 2′,5′,2″,5″-tetramethylphenolphthalein
  • Xylenolphthalein
  • 3,3-bis(4-hydroxy-2,5-dimethylphenyl)-2-benzofuran-1-one
  • 1(3H)-Isobenzofuranone, 3,3-bis(4-hydroxy-2,5-dimethylphenyl)-
  • p-diphenolphthalein
  • <i>p</i>-Xylenolphthalein
  • 50984-88-8
  • C24H22O4
  • Phthalein