Product Name

  • Name

    4,4'-Sulfonyldiphenol

  • EINECS 201-250-5
  • CAS No. 80-09-1
  • Article Data79
  • CAS DataBase
  • Density 1.432 g/cm3
  • Solubility 1.1 g/L (20°C) in water
  • Melting Point 245-250 °C(lit.)
  • Formula C12H10O4S
  • Boiling Point 505.3 °C at 760 mmHg
  • Molecular Weight 250.275
  • Flash Point 259.4 °C
  • Transport Information
  • Appearance light yellow crystalline powder
  • Safety 26-39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 80-09-1 (4,4'-Sulfonyldiphenol)
  • Hazard Symbols IrritantXi
  • Synonyms 4-(4-hydroxyphenyl)sulfonylphenol;4,4'-Sulfonyldiphenol;
  • PSA 82.98000
  • LogP 3.01140

Synthetic route

phenol
108-95-2

phenol

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
Stage #1: phenol With sulfuric acid; benzene-1,3-disulfonic acid In 1,3,5-trimethyl-benzene at 145 - 165℃; for 5h; Heating / reflux;
Stage #2: at 170 - 185℃; under 525.053 Torr; for 2h; Product distribution / selectivity;
A 94%
B n/a
With sulfuric acid In 1,3,5-trimethyl-benzene at 145 - 165℃; for 5h; Product distribution / selectivity; Heating / reflux;A 89%
B n/a
Stage #1: phenol With sulfuric acid In 1,3,5-trimethyl-benzene at 145 - 165℃; for 5h; Heating / reflux;
Stage #2: at 170 - 185℃; under 525.053 Torr; for 2h; Product distribution / selectivity;
A 83%
B n/a
4-bromo-phenol
106-41-2

4-bromo-phenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With potassium pyrosulfite; palladium diacetate; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;83%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; for 0.833333h; chemoselective reaction;94%
With dihydrogen peroxide In methanol at 40℃; for 0.666667h; chemoselective reaction;90%
With palladium; dihydrogen peroxide In methanol at 100℃; for 12h; Green chemistry; chemoselective reaction;87%
4-Iodophenol
540-38-5

4-Iodophenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With potassium pyrosulfite; palladium diacetate; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;74%
phenol
108-95-2

phenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sulfuric acid In ISOPER G at 50 - 165℃; for 7h; Product distribution / selectivity; water separating duct;80%
With sulfuric acid at 100 - 110℃; Eintragen von Phenol in das Reaktionsgemisch bei 120-130grad/15-18 Torr;
With sulfuric acid
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

phenol
108-95-2

phenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sulfuric acid In chlorobenzene90%
89.5%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

bis(4-hydroxyphenyl) sulfoxide
1774-34-1

bis(4-hydroxyphenyl) sulfoxide

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 30℃; for 5h;A 10%
B 60%
With dihydrogen peroxide In ethanol at 25℃; for 9.3h; Green chemistry;
With dihydrogen peroxide In methanol at 30℃; for 2h;A 6 %Chromat.
B 91 %Chromat.
pyrographite
7440-44-0

pyrographite

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

phenol
108-95-2

phenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sodium hydroxide; sulfuric acid In water92.6%
4-amino-5-chloro-1-phenylpyridazin-6-one (chloridazon)

4-amino-5-chloro-1-phenylpyridazin-6-one (chloridazon)

4,5-dichloro-1-phenylpyridazin-6-one
1698-53-9

4,5-dichloro-1-phenylpyridazin-6-one

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

chloridazon
1698-60-8

chloridazon

Conditions
ConditionsYield
In waterA n/a
B 91.3%
chlorobenzene
108-90-7

chlorobenzene

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
Stage #1: chlorobenzene With sulfur trioxide; dimethyl sulfate at 30℃; for 2h;
Stage #2: With sodium hydroxide In water at 220℃; for 4h;
4,4'-dichlorodiphenyl sulphone
80-07-9

4,4'-dichlorodiphenyl sulphone

A

4-(4-chloro-benzenesulfonyl)-phenol
7402-67-7

4-(4-chloro-benzenesulfonyl)-phenol

B

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 100℃; for 1440h;A 50%
B 2%
phenol-2-sulfonic acid
609-46-1

phenol-2-sulfonic acid

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With formaldehyd; thiourea In water
benzene-1,3-disulfonic acid
98-48-6

benzene-1,3-disulfonic acid

phenol
108-95-2

phenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sulfuric acid In chlorobenzene
4,4'-dichlorodiphenyl sulphone
80-07-9

4,4'-dichlorodiphenyl sulphone

1-chloro-2-(4-chlorophenylsulfonyl)benzene
38980-51-7

1-chloro-2-(4-chlorophenylsulfonyl)benzene

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
With water; sodium hydroxide at 220℃; for 4h;
bisphenol S

bisphenol S

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
With phenol; sulfuric acid at 195 - 210℃; for 2 - 20h; Product distribution / selectivity;
With phenol; benzene-1,2-disulfonic acid at 180℃; for 2 - 6h; Product distribution / selectivity;
With phenol; o-toluenesulfonic acid at 180 - 210℃; for 2 - 20h; Product distribution / selectivity;
bisphenol S

bisphenol S

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
With phenol; sulfuric acid at 195℃; for 2 - 6h; Product distribution / selectivity;
With phenol; o-toluenesulfonic acid at 195℃; for 2 - 6h; Product distribution / selectivity;
phenol
108-95-2

phenol

A

phenol sulfonic acid

phenol sulfonic acid

B

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

C

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
With sulfuric acid In ISOPER H; 1,3,5-trimethyl-benzene at 50 - 170℃; for 4h; Product distribution / selectivity; water separating duct;
With sulfuric acid In ISOPER G at 50 - 167℃; for 7h; Product distribution / selectivity; water separating duct;
fluorosulphonic acid (HFSO3)

fluorosulphonic acid (HFSO3)

phenol
108-95-2

phenol

A

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

B

2,4'-dihydroxydiphenyl sulfone
5397-34-2

2,4'-dihydroxydiphenyl sulfone

Conditions
ConditionsYield
With hydrogen fluoride
benzene-1,3-disulfonic acid
98-48-6

benzene-1,3-disulfonic acid

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4'-dichlorodiphenyl sulphone
80-07-9

4,4'-dichlorodiphenyl sulphone

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With potassium hydroxide at 210 - 220℃;
With potassium hydroxide at 210 - 220℃;
bis(p-anisyl)sulfone
3112-80-9

bis(p-anisyl)sulfone

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With aluminium trichloride; xylene
With aluminum tri-bromide at 120 - 130℃;
4-sulfanylphenol
637-89-8

4-sulfanylphenol

(p-hydroxyphenyl)boronic acid
71597-85-8

(p-hydroxyphenyl)boronic acid

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: nickel(II) chloride hexahydrate; [2,2]bipyridinyl / N,N-dimethyl-formamide; acetonitrile / 0.08 h / 20 °C
1.2: air / 12 h / 20 °C
2.1: zinc(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; dihydrogen peroxide / methanol / 16 h / 80 °C
View Scheme
bis-(4-ethoxy-phenyl)-sulfone
66294-58-4

bis-(4-ethoxy-phenyl)-sulfone

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With aluminum tri-bromide at 120 - 130℃;
salicylic acid
69-72-7

salicylic acid

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sulfuric acid at 200℃; unter vermindertem Druck;
p-hydoroxybenzenesulfonic acid
98-67-9

p-hydoroxybenzenesulfonic acid

phenol
108-95-2

phenol

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With sulfuric acid at 200℃;
bis(4-hydroxyphenyl) sulfoxide
1774-34-1

bis(4-hydroxyphenyl) sulfoxide

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With potassium permanganate
Multi-step reaction with 3 steps
1: Erwaermen auf dem Dampfbad
2: CrO3; water; acetic acid
3: aqueous HCl
View Scheme
Multi-step reaction with 3 steps
1: Erwaermen auf dem Dampfbad
2: CrO3; water; acetic acid
3: aqueous HCl
View Scheme
Phenetole
103-73-1

Phenetole

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3; carbon disulfide / anfangs bei 0grad
2: AlBr3 / 120 - 130 °C
View Scheme
Multi-step reaction with 3 steps
1: AlCl3; carbon disulfide; SOCl2
2: CrO3; glacial acetic acid / 50 °C
3: AlBr3 / 120 - 130 °C
View Scheme
Multi-step reaction with 5 steps
1: AlCl3; carbon disulfide; SOCl2
2: AlCl3 / 125 - 130 °C
3: Erwaermen auf dem Dampfbad
4: CrO3; water; acetic acid
5: aqueous HCl
View Scheme
Multi-step reaction with 5 steps
1: AlCl3; carbon disulfide; SOCl2
2: AlCl3 / 125 - 130 °C
3: Erwaermen auf dem Dampfbad
4: CrO3; water; acetic acid
5: aqueous HCl
View Scheme
4,4'-diacetoxydiphenylsulfone
5456-51-9

4,4'-diacetoxydiphenylsulfone

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
With hydrogenchloride
With potassium hydroxide
bis-(4-ethoxy-phenyl)-sulfoxide

bis-(4-ethoxy-phenyl)-sulfoxide

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3; glacial acetic acid / 50 °C
2: AlBr3 / 120 - 130 °C
View Scheme
Multi-step reaction with 4 steps
1: AlCl3 / 125 - 130 °C
2: Erwaermen auf dem Dampfbad
3: CrO3; water; acetic acid
4: aqueous HCl
View Scheme
Multi-step reaction with 4 steps
1: AlCl3 / 125 - 130 °C
2: Erwaermen auf dem Dampfbad
3: CrO3; water; acetic acid
4: aqueous HCl
View Scheme
methoxybenzene
100-66-3

methoxybenzene

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: AlCl3; carbon disulfide; SOCl2 / 0 °C
2: AlCl3 / 125 - 130 °C
3: Erwaermen auf dem Dampfbad
4: CrO3; water; acetic acid
5: aqueous HCl
View Scheme
Multi-step reaction with 5 steps
1: AlCl3; carbon disulfide; SOCl2 / 0 °C
2: AlCl3 / 125 - 130 °C
3: Erwaermen auf dem Dampfbad
4: CrO3; water; acetic acid
5: aqueous HCl
View Scheme
Multi-step reaction with 2 steps
1: AlCl3; carbon disulfide / 0 °C
2: AlBr3 / 120 - 130 °C
View Scheme
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone
39635-79-5

2,2-bis(3,5-dibromo-4-hydroxyphenyl)sulfone

Conditions
ConditionsYield
With dihydrogen peroxide; bromine In dichloromethane; 2-methyl-propan-1-ol; water at 25 - 37℃; for 7.58333h; Temperature;99.5%
With bromine; acetic acid at 85℃; for 2h;72%
With bromine; iron Bromination;45.7%
With bromine; acetic acid at 85℃;
With bromine
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

4,4'-Di-(trimethylsilylhydroxy)-diphenylsulfon
71918-64-4

4,4'-Di-(trimethylsilylhydroxy)-diphenylsulfon

Conditions
ConditionsYield
In toluene Reflux;99%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4'-sulfonylbis(phenyltrifluoromethanesulfonate)
17763-90-5

4,4'-sulfonylbis(phenyltrifluoromethanesulfonate)

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0℃; Inert atmosphere;
98.6%
With pyridine at 0 - 20℃;96%
Inert atmosphere;
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

allyl tosylate
4873-09-0

allyl tosylate

3,3′-diallyl-4,4′-dihydroxydiphenylsulfone
41481-66-7

3,3′-diallyl-4,4′-dihydroxydiphenylsulfone

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; potassium carbonate In N,N-dimethyl-formamide at 110 - 120℃; for 8h; Large scale;98.5%
With potassium carbonate In N,N-dimethyl-formamide30.4 parts (92.1%)
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

4,4’-sulfonylbis((allyloxy)benzene)
41481-63-4

4,4’-sulfonylbis((allyloxy)benzene)

Conditions
ConditionsYield
With potassium iodide; sodium hydroxide In methanol at 35 - 65℃; for 5h; Reagent/catalyst; Solvent;98%
Stage #1: 4,4'-sulfonediphenol With sodium hydroxide for 0.166667h;
Stage #2: 3-chloroprop-1-ene at 60 - 100℃; for 5h; Inert atmosphere; Sealed tube;
93%
With sodium hydroxide In methanol at 45℃;
With sodium hydroxide In water at 55 - 60℃; under 600.06 - 750.075 Torr; for 8h; Concentration; Temperature; Time;612 g
Stage #1: 4,4'-sulfonediphenol With sodium hydroxide In water; toluene at 80℃; for 8h;
Stage #2: 3-chloroprop-1-ene at 75℃; for 8h;
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

subphthalocyanine
36530-06-0

subphthalocyanine

(B(N6C24H12))2O2C6H4SO2C6H4

(B(N6C24H12))2O2C6H4SO2C6H4

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 180.5℃; for 39h; Inert atmosphere;98%
In 1,2-dichloro-benzene (Ar) chloro boron subphthalocyanine and bisphenol in 1,2-dichlorobenzenewere heated at reflux (180.5°C) for 39 h; react. mixt. was cooled, solvent was totary evapd., purification from hot toluene;98%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

1-chloro-3-hydroxypropane
627-30-5

1-chloro-3-hydroxypropane

C18H22O6S

C18H22O6S

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 70℃; for 24h;98%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

diethyl 2,2'-(sulfonylbis(4,1-phenylene)bis(oxy))diacetate
38775-52-9

diethyl 2,2'-(sulfonylbis(4,1-phenylene)bis(oxy))diacetate

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 0.5h;
Stage #2: chloroacetic acid ethyl ester In N,N-dimethyl-formamide at 120℃;
97%
fluorosulfonyl fluoride
640723-20-2, 2699-79-8, 12769-73-2

fluorosulfonyl fluoride

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4'-sulfonylbis(4,1-phenylene) disulfofluoridate

4,4'-sulfonylbis(4,1-phenylene) disulfofluoridate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;97%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

<2H9>trimethylsulphoxonium iodide
23726-00-3

<2H9>trimethylsulphoxonium iodide

4,4'-sulfonylbis((methoxy-d3)benzene)

4,4'-sulfonylbis((methoxy-d3)benzene)

Conditions
ConditionsYield
With potassium carbonate at 65℃; for 18h; Sealed tube;96.9%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

epichlorohydrin
106-89-8

epichlorohydrin

C20H22O4S

C20H22O4S

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol; epichlorohydrin With tetramethylammonium bromide at 100℃; for 3h; Inert atmosphere;
Stage #2: With sodium hydroxide at 60℃; for 3h; Inert atmosphere;
96%
propene
187737-37-7

propene

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4’-sulfonylbis((allyloxy)benzene)
41481-63-4

4,4’-sulfonylbis((allyloxy)benzene)

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol With chlorine; sodium hydroxide for 0.166667h;
Stage #2: propene at 60 - 100℃; for 5h; Inert atmosphere; Sealed tube;
96%
4-nitro-N-methyl-phthalimide
41663-84-7

4-nitro-N-methyl-phthalimide

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

C30H20N2O8S

C30H20N2O8S

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol With potassium hydroxide In toluene at 100℃; for 2h; Inert atmosphere; Reflux;
Stage #2: 4-nitro-N-methyl-phthalimide With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In toluene at 110℃; for 6h; Inert atmosphere;
94.2%
With potassium carbonate In N,N-dimethyl acetamide; toluene for 6h; Reflux;
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

allyl bromide
106-95-6

allyl bromide

4,4’-sulfonylbis((allyloxy)benzene)
41481-63-4

4,4’-sulfonylbis((allyloxy)benzene)

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol With potassium carbonate In acetone for 1h; Inert atmosphere; Reflux;
Stage #2: allyl bromide In acetone Reflux; Inert atmosphere;
94%
With sodium hydroxide; tetramethylammonium bromide In water; toluene at 49.9 - 59.9℃; for 15h;
In methanol; water; toluene30.5 parts (91.2%)
With potassium carbonate In acetone at 80℃; Inert atmosphere;
trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4'-sulfonylbis(phenyltrifluoromethanesulfonate)
17763-90-5

4,4'-sulfonylbis(phenyltrifluoromethanesulfonate)

Conditions
ConditionsYield
Stage #1: trifluoromethane sulfonyl chloride; 4,4'-sulfonediphenol With triethylamine In chloroform at 0 - 20℃; for 6h;
Stage #2: With ammonium chloride In chloroform; water
94%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

4-allyloxy-4'-hydroxydiphenyl-sulfone

4-allyloxy-4'-hydroxydiphenyl-sulfone

Conditions
ConditionsYield
With sodium hydroxide In water at 55 - 60℃; under 600.06 - 750.075 Torr; for 8h; Time;93.85%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

A

4,4’-sulfonylbis((allyloxy)benzene)
41481-63-4

4,4’-sulfonylbis((allyloxy)benzene)

B

4-allyloxy-4'-hydroxydiphenyl-sulfone

4-allyloxy-4'-hydroxydiphenyl-sulfone

Conditions
ConditionsYield
With sodium hydroxide In water at 55 - 60℃; under 600.06 - 750.075 Torr; for 8h; Concentration; Temperature; Time;A n/a
B 93.5%
With sodium hydroxide In water at 55 - 60℃; under 600.06 - 750.075 Torr; for 4h; Concentration; Temperature; Time;A 73.98%
B 25.32%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

ethylene glycol
107-21-1

ethylene glycol

2,2’-((sulfonylbis(4,1-phenylene))bis(oxy))bis(ethan-1-ol)
27205-03-4

2,2’-((sulfonylbis(4,1-phenylene))bis(oxy))bis(ethan-1-ol)

Conditions
ConditionsYield
With tetrabutoxytitanium; aluminum (III) chloride; bismuth at 150℃; for 1h; Temperature; Reagent/catalyst;93.1%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

acetyl chloride
75-36-5

acetyl chloride

4,4'-diacetoxydiphenylsulfone
5456-51-9

4,4'-diacetoxydiphenylsulfone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h; Acetylation;93%
at 130℃; im geschlossenen Rohr;
With acetic acid
4,5-dichloro-1-phenylpyridazin-6-one
1698-53-9

4,5-dichloro-1-phenylpyridazin-6-one

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

A

4-amino-5-chloro-1-phenylpyridazin-6-one (chloridazon)

4-amino-5-chloro-1-phenylpyridazin-6-one (chloridazon)

B

chloridazon
1698-60-8

chloridazon

Conditions
ConditionsYield
With ammonia In waterA n/a
B 92.3%
With ammonia In waterA n/a
B 90%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(4,4'-sulfonylbis(4,1-phenylene)bis(oxy))bis(tert-butyldimethylsilane)
154116-76-4

(4,4'-sulfonylbis(4,1-phenylene)bis(oxy))bis(tert-butyldimethylsilane)

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide for 3h;92%
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4'-bis(5-nitro-2-pyridinoxy)diphenyl sulfone

4,4'-bis(5-nitro-2-pyridinoxy)diphenyl sulfone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 70℃; Inert atmosphere;92%
5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione
90224-73-0

5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione

4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

C30H20N2O8S

C30H20N2O8S

Conditions
ConditionsYield
Stage #1: 4,4'-sulfonediphenol With sodium hydroxide In o-xylene at 90℃; for 2.5h; Inert atmosphere;
Stage #2: 5-bromo-2-methyl-2,3-dihydro-1H-isoindole-1,3-dione In dimethyl sulfoxide at 150℃; for 6h;
91.1%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

2-propynyl chloride
624-65-7

2-propynyl chloride

4,4′-sulfonylbis((prop-2-yn-1-yloxy)benzene)
73303-45-4

4,4′-sulfonylbis((prop-2-yn-1-yloxy)benzene)

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 65℃; for 24h;91%
4,4'-sulfonediphenol
80-09-1

4,4'-sulfonediphenol

4,4'-sulfonylbis(4,1-phenylene) disulfofluoridate

4,4'-sulfonylbis(4,1-phenylene) disulfofluoridate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; for 12h;91%
With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate; triethylamine In acetonitrile at 80℃; for 8h;79.5%
Stage #1: 4,4'-sulfonediphenol With triethylamine In acetonitrile at 20℃; for 0.166667h;
Stage #2: With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile for 1h;
77%
Stage #1: 4,4'-sulfonediphenol With triethylamine In acetonitrile at 20℃; for 0.166667h;
Stage #2: With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile for 1h; Inert atmosphere;
77%

4,4'-Sulfonyldiphenol Consensus Reports

Reported in EPA TSCA Inventory.

4,4'-Sulfonyldiphenol Specification

1. Introduction of 4,4'-Sulfonyldiphenol
4,4'-Sulfonyldiphenol is commonly used as a reactant in epoxy reactions, and is used in curing fast-drying epoxy resin glues. The IUPAC Name of 4,4'-Sulfonyldiphenol is 4-(4-Hydroxyphenyl)sulfonylphenol.

2. Properties of 4,4'-Sulfonyldiphenol
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 4
Polar Surface Area: 60.98 Å2
Index of Refraction: 1.645
Molar Refractivity: 63.33 cm3
Molar Volume: 174.6 cm3
Surface Tension: 60.7 dyne/cm
Density: 1.432 g/cm3
Flash Point: 259.4 °C
Enthalpy of Vaporization: 80.43 kJ/mol
Boiling Point: 505.3 °C at 760 mmHg
Vapour Pressure: 7.8E-11 mmHg at 25°C
Melting Point: 245-250 °C(lit.)
Water Solubility: 1.1 g/L (20°C)
Appearance: light yellow crystalline powder
Stability: Stable. Incompatible with strong bases, acid chloride, acid anhydrides, strong oxidizing agents. 
Product Categories of 4,4'-Sulfonyldiphenol (CAS NO.80-09-1): Aromatics;Sulphur Derivatives;API intermediates;Color Former & Related Compounds;Developer;Diphenyl Sulfones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research

3. Structure Descriptors of 4,4'-Sulfonyldiphenol
4. Toxicity of 4,4'-Sulfonyldiphenol

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 1mg/kg (1mg/kg)   National Technical Information Service. Vol. OTS0534330,
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. OTS0534330,
mouse LD50 oral 1600mg/kg (1600mg/kg)   National Technical Information Service. Vol. OTS0534330,
rabbit LD50 skin > 10250mg/kg (10250mg/kg)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 601-05501, Pg. 1974,
rabbit LDLo oral 4700mg/kg (4700mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
National Technical Information Service. Vol. OTS0555048,
rat LD50 intraperitoneal 400mg/kg (400mg/kg)   National Technical Information Service. Vol. OTS0534330,
rat LD50 oral 4556mg/kg (4556mg/kg)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 601-05501, Pg. 1974,

5. Safety Information of 4,4'-Sulfonyldiphenol

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S39: Wear eye / face protection.
WGK Germany: 2
RTECS: SM8925000
HS Code: 29309070
Mildly toxic by ingestion. A skin and eye irritant. When heated to decomposition it emits toxic fumes of SOx

6. Preparation of 4,4'-Sulfonyldiphenol
4,4'-Sulfonyldiphenol can produced by the reaction of two equivalents of phenol with one equivalent of sulfuric acid.


7. Use of  4,4'-Sulfonyldiphenol
 4,4'-Sulfonyldiphenol is mainly used as monomer for synthesizing polysulfone resin. It can be also directly applied in coatings, leather modifier, dye intermediates, metal electroplating light agent, etc.

8. Other details of 4,4'-Sulfonyldiphenol
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Dangerous fire hazard in the form of dust when exposed to heat or flame.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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