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Bis(3-allyl-4-hydroxyphenyl)sulfone

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Bis(3-allyl-4-hydroxyphenyl)sulfone Basic information

Product Name:
Bis(3-allyl-4-hydroxyphenyl)sulfone
Synonyms:
  • Bis(3-allyl-4-hydroxyphenyl)sulfone
  • 2,2'-diallyl-4,4'-sulfonyldiphenol
  • 4,4'-Sulfonylbis(2-allylphenol)
  • 4,4'-Sulfonylbis[2-(2-propenyl)phenol]
  • Bis(4-hydroxy-3-allylphenyl) sulfone
  • TGSH
  • 4-(4-hydroxy-3-prop-2-enylphenyl)sulfonyl-2-prop-2-enylphenol
  • 4-(4-hydroxy-3-prop-2-enylphenyl)sulfonyl-2-prop-2-enylph
CAS:
41481-66-7
MF:
C18H18O4S
MW:
330.4
EINECS:
411-570-9
Mol File:
41481-66-7.mol
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Bis(3-allyl-4-hydroxyphenyl)sulfone Chemical Properties

Melting point:
138.5 °C(Solv: toluene (108-88-3))
Boiling point:
544.5±50.0 °C(Predicted)
Density 
1.253±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMSO (Sparingly), Methanol (Slightly)
form 
Solid
pka
7.22±0.20(Predicted)
color 
White to Off-White
InChI
InChI=1S/C18H18O4S/c1-3-5-13-11-15(7-9-17(13)19)23(21,22)16-8-10-18(20)14(12-16)6-4-2/h3-4,7-12,19-20H,1-2,5-6H2
InChIKey
MTMKZABGIQJAEX-UHFFFAOYSA-N
SMILES
S(C1=CC=C(O)C(CC=C)=C1)(C1=CC=C(O)C(CC=C)=C1)(=O)=O
EPA Substance Registry System
Phenol, 4,4'-sulfonylbis[2-(2-propenyl)- (41481-66-7)
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Safety Information

Hazard Codes 
Xi,N
Risk Statements 
43-51/53
Safety Statements 
24-37-61
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Bis(3-allyl-4-hydroxyphenyl)sulfone Usage And Synthesis

Chemical Properties

White to Off-White Solid    

Chemical Properties

The preparation of Bis(3-allyl-4-hydroxyphenyl)sulfone is as follows:4,4'-diallyl diphenyl sulfone (40 g, 0.12 mol) and methyl glycine diacetic acid (0.4 g) were added to 100 mL (95.36 g) of diethylene glycol monobutyl ether under nitrogen protection.The reaction was stirred and heated in a 198-200 ° C oil bath for 7 hours. After the reaction was completed, the solvent was recovered, and the residue was poured into 100 mL of 10% NaOH (110 g) solution, stirred and dissolved, and heated to 80 ° C for 15 minutes after adding activated carbon. After filtration, the aqueous phase was cooled to room temperature, and the pH was adjusted to about 8.5 with 30% H 2 SO 4 while stirring. The ice water bath was maintained at a temperature not higher than 30 ° C, filtered, and dried to obtain 38.5 g of a white solid, yield 96.2%, purity 97.5%.

Uses

Bis(3-allyl-4-hydroxyphenyl)sulfone has been used in the preparation of microcapsules for light-thermal sensitive imaging system.

Definition

ChEBI: 4,4'-sulfonylbis[2-(prop-2-en-1-yl)phenol] is a sulfonic acid derivative.

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