Product Name

  • Name

    4,4'-Thiobis-phenol

  • EINECS 220-197-9
  • CAS No. 2664-63-3
  • Article Data60
  • CAS DataBase
  • Density 1.37 g/cm3
  • Solubility Insoluble in water
  • Melting Point 154-156 °C(lit.)
  • Formula C12H10O2S
  • Boiling Point 452.7 °C at 760 mmHg
  • Molecular Weight 218.276
  • Flash Point 219.7 °C
  • Transport Information UN 3261 8/PG 2
  • Appearance White Crystals
  • Safety 26-27-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 2664-63-3 (4,4'-Thiobis-phenol)
  • Hazard Symbols CorrosiveC
  • Synonyms Phenol,4,4'-thiodi- (6CI,7CI,8CI);Phenol, p,p'-thiobis- (3CI);Phenol, p,p'-thiodi-(4CI);4,4'-Dihydroxydiphenyl sulfide;4,4'-Thiobisphenol;4-(4-Hydroxyphenylthio)phenol;Bis(4-hydroxyphenyl) sulfide;Bis(p-hydroxyphenyl) sulfide;Bis(p-hydroxyphenyl)thioether;Bisphenol T;Bisphenol sulfide;NSC 203030;Thiobisphenol;p,p'-Dihydroxydiphenyl sulfide;Phenol,4,4'-thiobis-;Bis(4-oxyphenyl)sulfide;
  • PSA 65.76000
  • LogP 3.24900

Synthetic route

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

bis(4-hydroxyphenyl) sulfoxide

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With phosphorus trichloride In acetonitrile at 25℃; for 0.5h; Schlenk technique;94%
With phosphorus trichloride In acetonitrile at 25℃; for 0.5h; Schlenk technique;94%
With silica bromide In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;91%
phenol
108-95-2

phenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetonitrile for 2h; Ambient temperature; working pot.: 2.2 V vs SCE;92%
With N,N'-thiodimorpholine; boron trifluoride In dichloromethane at -78 - 25℃;46%
With carbon disulfide; sulfur dichloride
4-Iodophenol
540-38-5

4-Iodophenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With sulfur; sodium hydroxide In dimethyl sulfoxide at 130℃; for 3.33333h;90%
With sulfur; potassium hydroxide In dimethyl sulfoxide at 130℃; for 1.66667h; Green chemistry;88%
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 3h; Green chemistry;74%
With thiourea; potassium hydroxide In dimethyl sulfoxide at 130℃; for 6h; Reagent/catalyst;67%
4-bromo-phenol
106-41-2

4-bromo-phenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With sulfur; potassium hydroxide In dimethyl sulfoxide at 130℃; for 2.16667h; Green chemistry;88%
With sulfur; potassium hydroxide In dimethyl sulfoxide at 110℃; for 1.16667h;83%
With sulfur; sodium hydroxide In dimethyl sulfoxide at 130℃; for 4.33333h;73%
4-sulfanylphenol
637-89-8

4-sulfanylphenol

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

(p-hydroxyphenyl)boronic acid

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
Stage #1: 4-sulfanylphenol With [2,2]bipyridinyl; nickel(II) chloride hexahydrate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.0833333h;
Stage #2: (p-hydroxyphenyl)boronic acid With potassium tert-butylate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; chemoselective reaction;
81%
4-chloro-phenol
106-48-9

4-chloro-phenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With sulfur; potassium hydroxide In neat (no solvent) at 110℃; for 7.3h; Reagent/catalyst; Green chemistry; chemoselective reaction;68%
With sulfur; potassium hydroxide In dimethyl sulfoxide at 100℃; for 12h;55%
With thiourea; potassium hydroxide at 100℃; for 3.5h; Catalytic behavior;55%
With thiourea; sodium hydroxide In dimethyl sulfoxide at 130℃; for 10.5h;43%
phenol
108-95-2

phenol

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

(2-hydroxyphenyl 4-hydroxyphenyl)sulfure
17755-37-2

(2-hydroxyphenyl 4-hydroxyphenyl)sulfure

Conditions
ConditionsYield
With tetraethylammonium perchlorate; trichloroacetic acid In dichloromethane for 2h; Ambient temperature; working pot.: 2.2 V vs SCE;A 48%
B 37%
4-bromo-phenol
106-41-2

4-bromo-phenol

A

ortho-mercaptophenol
1121-24-0

ortho-mercaptophenol

B

2,4-dibromophenol
615-58-7

2,4-dibromophenol

C

2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

D

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

E

phenol
108-95-2

phenol

Conditions
ConditionsYield
With hydrogen sulfide; sulfur at 110℃; for 3h; Mechanism; Product distribution; var. temp. and time; other halogenophenols, also phenol;A 5.1%
B 8.5%
C 9.6%
D n/a
E 32.6%
p-diazophenol
19089-85-1

p-diazophenol

A

bis(4-hydroxyphenyl)disulfide
15015-57-3

bis(4-hydroxyphenyl)disulfide

B

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With sodium hydroxide; sodium disulfide at 90℃;
4,4'-thiobisaniline
139-65-1

4,4'-thiobisaniline

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With sulfuric acid; acetic acid; isopentyl nitrite Diazotization.Eintragen der erhaltenen Diazoniumsalz-Loesung in wss. H2SO4 bei Siedetemperatur;
tris-(4-hydroxy-phenyl)-sulfonium ; chloride
17755-35-0

tris-(4-hydroxy-phenyl)-sulfonium ; chloride

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
at 260℃;
bis(4-hydroxyphenyl) sulfoxide
1774-34-1

bis(4-hydroxyphenyl) sulfoxide

phenol
108-95-2

phenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With hydrogenchloride; chloroform
tris(4-tert-butoxycarbonyloxyphenyl)sulfonium trifluoromethylsulphonate

tris(4-tert-butoxycarbonyloxyphenyl)sulfonium trifluoromethylsulphonate

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

tris(4-hydroxyphenyl)sulphonium
88101-75-1

tris(4-hydroxyphenyl)sulphonium

C

C22H26O6S
138888-97-8

C22H26O6S

D

(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium
138888-96-7

(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium

E

Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium
127175-63-7

Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium

Conditions
ConditionsYield
In water; acetonitrile Product distribution; Quantum yield; Mechanism; Ambient temperature; Irradiation; other solvent;
tris(4-tert-butoxycarbonyloxyphenyl)sulfonium trifluoromethylsulphonate

tris(4-tert-butoxycarbonyloxyphenyl)sulfonium trifluoromethylsulphonate

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

tris(4-hydroxyphenyl)sulphonium
88101-75-1

tris(4-hydroxyphenyl)sulphonium

C

(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium
138888-96-7

(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium

D

Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium
127175-63-7

Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium

Conditions
ConditionsYield
In acetonitrile Product distribution; Quantum yield; Mechanism; Ambient temperature; Irradiation; without water, other solvents;
tris(4-tert-butoxycarbonyloxyphenyl)sulfonium hexafluoroarsenate

tris(4-tert-butoxycarbonyloxyphenyl)sulfonium hexafluoroarsenate

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

tris(4-hydroxyphenyl)sulphonium
88101-75-1

tris(4-hydroxyphenyl)sulphonium

C

(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium
138888-96-7

(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium

D

Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium
127175-63-7

Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium

Conditions
ConditionsYield
In acetonitrile Product distribution; Quantum yield; Mechanism; Ambient temperature; Irradiation; without water, other solvents;
4-chloro-phenol
106-48-9

4-chloro-phenol

A

4-sulfanylphenol
637-89-8

4-sulfanylphenol

B

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With ethanethiol at 540℃; for 0.0138889h; Product distribution; other reagents (hydrogensulfid), yield calculated on reacted comp.;A 31.2 % Chromat.
B 7.0 % Chromat.
C 50.0 % Chromat.
With hydrogen sulfide at 540℃; for 0.00833333h; Mechanism;A 27.5 % Turnov.
B 9.2 % Turnov.
C 52.0 % Turnov.
thionyl chloride
7719-09-7

thionyl chloride

phenol
108-95-2

phenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

phenol
108-95-2

phenol

chlorosulfur

chlorosulfur

CS2

CS2

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
unter Kuehlung;
thionyl chloride
7719-09-7

thionyl chloride

chloroform
67-66-3

chloroform

phenol
108-95-2

phenol

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

4-chloro-phenol
106-48-9

4-chloro-phenol

C

tris-<4-hydroxy-phenyl>-sulfonium-chloride

tris-<4-hydroxy-phenyl>-sulfonium-chloride

sulfate 4.4'-diamino-diphenyl sulfide

sulfate 4.4'-diamino-diphenyl sulfide

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
Diazotization.man zersetzt das Diazoniumsulfat mit Wasser;
tris-<4-hydroxy-phenyl>-sulfonium-chloride

tris-<4-hydroxy-phenyl>-sulfonium-chloride

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
at 260℃;
chloroform
67-66-3

chloroform

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

bis(4-hydroxyphenyl) sulfoxide

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

phenol
108-95-2

phenol

A

4-bromo-phenol
106-41-2

4-bromo-phenol

B

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

hydrogenchloride
7647-01-0

hydrogenchloride

chloroform
67-66-3

chloroform

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

bis(4-hydroxyphenyl) sulfoxide

phenol
108-95-2

phenol

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

4-chloro-phenol
106-48-9

4-chloro-phenol

C

tris-<4-hydroxy-phenyl>-sulfonium-chloride

tris-<4-hydroxy-phenyl>-sulfonium-chloride

water
7732-18-5

water

tris-(4-hydroxy-phenyl)-sulfonium ; chloride
17755-35-0

tris-(4-hydroxy-phenyl)-sulfonium ; chloride

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
at 160℃;
aniline
62-53-3

aniline

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lead (II)-oxide; sulfur / 135 - 145 °C
2: glacial acetic acid; concentrated sulfuric acid; isopentyl nitrite / Diazotization.Eintragen der erhaltenen Diazoniumsalz-Loesung in wss. H2SO4 bei Siedetemperatur
View Scheme
4,4-dihydroxydiphenyl sulphide

4,4-dihydroxydiphenyl sulphide

phenol
108-95-2

phenol

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

4-Iodophenol
540-38-5

4-Iodophenol

A

bis(4-hydroxyphenyl)disulfide
15015-57-3

bis(4-hydroxyphenyl)disulfide

B

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

Conditions
ConditionsYield
With sulfur; copper(l) iodide; lithium hydroxide monohydrate In N,N-dimethyl-formamide at 100℃; for 168h; Inert atmosphere;A 11 %Spectr.
B 89 %Spectr.
phenol
108-95-2

phenol

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

B

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With aluminum (III) chloride; thionyl chloride In diethyl ether at 25℃;A 91 %Chromat.
B 9 %Chromat.
Ni(2+)*2C6H5OS(1-)

Ni(2+)*2C6H5OS(1-)

A

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

nickel monosulfide

nickel monosulfide

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
at 500℃; for 1h; Inert atmosphere; Sealed tube;
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

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

bis(4-hydroxyphenyl) sulfoxide

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 25℃; for 4h; Catalytic behavior; Green chemistry; chemoselective reaction;100%
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.166667h; Green chemistry; chemoselective reaction;97%
With 3-chloro-benzenecarboperoxoic acid In methanol; dichloromethane for 1h;95%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

4,4'-thiodiphenyl bistriflate

4,4'-thiodiphenyl bistriflate

Conditions
ConditionsYield
Stage #1: 4,4'-Thiodiphenol With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0℃; Inert atmosphere;
99.2%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

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

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

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide for 3h;99%
With 1H-imidazole In dichloromethane at 20℃;90%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

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

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

Conditions
ConditionsYield
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; for 12h;98%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

bis(diethylamino)phenylphosphine
1636-14-2

bis(diethylamino)phenylphosphine

N,N,N',N'-tetraethyl-4,4'-thiodiphenylenebis(amidophenylphosphonite)

N,N,N',N'-tetraethyl-4,4'-thiodiphenylenebis(amidophenylphosphonite)

Conditions
ConditionsYield
at 120 - 125℃; for 2.8h; phosphorylation;97%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

2,2'-dihydroxydiphenyl sulfoxide
32568-76-6

2,2'-dihydroxydiphenyl sulfoxide

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetic acid97%
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%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

C12H8O2S(2-)*2Na(1+)

C12H8O2S(2-)*2Na(1+)

Conditions
ConditionsYield
With sodium hydroxide In cyclohexanone at 100℃; for 4h;94%
formaldehyd
50-00-0

formaldehyd

3-aminopropyltriethoxysilane
919-30-2

3-aminopropyltriethoxysilane

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

C34H56N2O8SSi2

C34H56N2O8SSi2

Conditions
ConditionsYield
In 1,4-dioxane at 95℃; for 6h;93.2%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

benzyl bromide
100-39-0

benzyl bromide

bis(4-(benzyloxy)phenyl)sulfane
98985-98-9

bis(4-(benzyloxy)phenyl)sulfane

Conditions
ConditionsYield
Stage #1: 4,4'-Thiodiphenol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: benzyl bromide In tetrahydrofuran at 20℃;
93%
meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

4,4'-bis(3-nitrophenoxy)diphenyl sulfide
105112-85-4

4,4'-bis(3-nitrophenoxy)diphenyl sulfide

Conditions
ConditionsYield
With potassium carbonate In methanol; N,N-dimethyl-formamide92.3%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

pyridine-3-carbonyl chloride hydrochloride
20260-53-1

pyridine-3-carbonyl chloride hydrochloride

bis(nicotinoyl)-4,4'-thiodiphenolate
941571-87-5

bis(nicotinoyl)-4,4'-thiodiphenolate

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 3h;92%
4-(chlorocarbonyl)pyridine
14254-57-0

4-(chlorocarbonyl)pyridine

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

bis[(4-isonicotinoyloxy)phenyl]sulfide
1107604-48-7

bis[(4-isonicotinoyloxy)phenyl]sulfide

Conditions
ConditionsYield
With pyridine In chloroform at 0 - 20℃;92%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

benzyl chloride
100-44-7

benzyl chloride

bis(4-(benzyloxy)phenyl)sulfane
98985-98-9

bis(4-(benzyloxy)phenyl)sulfane

Conditions
ConditionsYield
Stage #1: 4,4'-Thiodiphenol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere;
Stage #2: benzyl chloride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
91%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

propargyl bromide
106-96-7

propargyl bromide

C18H14O2S

C18H14O2S

Conditions
ConditionsYield
With potassium hydroxide In acetone for 16h; Heating;90%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

2-bromoethanol
540-51-2

2-bromoethanol

2,2'-((thiobis(4,1-phenylene))bis(oxy))bis(ethan-1-ol)
29802-09-3

2,2'-((thiobis(4,1-phenylene))bis(oxy))bis(ethan-1-ol)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 24h;87%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

3-quinuclidinol
1619-34-7

3-quinuclidinol

4-{[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]thio}phenol
854934-91-1

4-{[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]thio}phenol

Conditions
ConditionsYield
86%
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

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

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

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 70℃; Inert atmosphere;86%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

cyanomethyl bromide
590-17-0

cyanomethyl bromide

2,2'-((thiobis(4,1-phenylene))bis(oxy))diacetonitrile

2,2'-((thiobis(4,1-phenylene))bis(oxy))diacetonitrile

Conditions
ConditionsYield
Stage #1: 4,4'-Thiodiphenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: cyanomethyl bromide In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
83%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

allyl bromide
106-95-6

allyl bromide

4,4'-thiodiphenol diallyl ether
99873-56-0

4,4'-thiodiphenol diallyl ether

Conditions
ConditionsYield
With sodium hydroxide; tetramethylammonium bromide In toluene at 49.9 - 59.9℃; for 20h;80%
4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

C28H14N4O2S

C28H14N4O2S

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 5h;80%
With potassium carbonate In N,N-dimethyl-formamide at 20 - 85℃; for 5h;80%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate
145013-05-4

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

A

1,3-di(tert-butoxycarbonyl)-2-[4-(4-hydroxyphenylsulfanyl)phenyl]isourea
1073524-90-9

1,3-di(tert-butoxycarbonyl)-2-[4-(4-hydroxyphenylsulfanyl)phenyl]isourea

B

4,4'-bis[N,N'-di(tert-butoxycarbonyl)isoureido]diphenyl thioether
1073524-86-3

4,4'-bis[N,N'-di(tert-butoxycarbonyl)isoureido]diphenyl thioether

Conditions
ConditionsYield
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 17h;A 78%
B 5%
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 22h;A 20%
B 61%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

hexadecanyl bromide
112-82-3

hexadecanyl bromide

4-((4-(hexadecyloxy)phenyl)thio)phenol

4-((4-(hexadecyloxy)phenyl)thio)phenol

Conditions
ConditionsYield
With potassium carbonate In ethanol at 90℃; for 24h;78%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

bis(4-phenoxyphenyl)(phenyl)sulfonium trifluoromethanesulfonate

bis(4-phenoxyphenyl)(phenyl)sulfonium trifluoromethanesulfonate

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 25℃; Inert atmosphere;77%
With cesium fluoride In acetonitrile at 25℃; for 36h; Inert atmosphere;35%
4,4'-Thiodiphenol
2664-63-3

4,4'-Thiodiphenol

1-bromoacetone
598-31-2

1-bromoacetone

1,1'-((thiobis(4,1-phenylene))bis(oxy))bis(propan-2-one)

1,1'-((thiobis(4,1-phenylene))bis(oxy))bis(propan-2-one)

Conditions
ConditionsYield
Stage #1: 4,4'-Thiodiphenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 1-bromoacetone In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
75%

4,4'-Thiobis-phenol Chemical Properties


IUPAC Name: 4-(4-Hydroxyphenyl)sulfanylphenol
Canonical SMILES: C1=CC(=CC=C1O)SC2=CC=C(C=C2)O
InChI: InChI=1S/C12H10O2S/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8,13-14H
InChIKey: VWGKEVWFBOUAND-UHFFFAOYSA-N
Molecular Weight: 218.2716 [g/mol]
Molecular Formula: C12H10O2S
XLogP3: 3.3
H-Bond Donor: 2
H-Bond Acceptor: 2 
EINECS: 220-197-9
Product Categories: Biochemistry; Color Former & Related Compounds; Developer; Diphenyl Sulfides (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research; Reagents for Oligosaccharide Synthesis 
Sensitive: Air Sensitive 
Index of Refraction: 1.717
Molar Refractivity: 62.53 cm3
Molar Volume: 158.7 cm3
Surface Tension: 70.6 dyne/cm
Density: 1.37 g/cm3
Flash Point: 219.7 °C
Enthalpy of Vaporization: 73.94 kJ/mol
Boiling Point: 452.7 °C at 760 mmHg
Vapour Pressure: 8.17E-09 mmHg at 25 °C
Melting Point: 154-156 °C(lit.)
Classification Code of Bis(4-oxyphenyl)sulfide (CAS NO.2664-63-3): Skin / Eye Irritant 

4,4'-Thiobis-phenol Toxicity Data With Reference

1.    

skn-rbt 500 mg MLD

    BIOFX*    BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.: )1971,A408.
2.    

eye-rbt 100 mg SEV

    BIOFX*    BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.: )1971,A408.
3.    

orl-rat LD50:3362 mg/kg

    BIOFX*    BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.: )1971,A408.
4.    

orl-mus LD50:5500 mg/kg

    TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 13 (1973),154.

4,4'-Thiobis-phenol Consensus Reports

Reported in EPA TSCA Inventory.

4,4'-Thiobis-phenol Safety Profile

Moderately toxic by ingestion. Corrosive. A skin and severe eye irritant. When heated to decomposition Bis(4-oxyphenyl)sulfide emits toxic fumes of SOx.
Hazard Codes: CorrosiveC
Risk Statements: 34 
R34:Causes burns.
Safety Statements: 26-27-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27:Take off immediately all contaminated clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3261 8/PG 2
WGK Germany: 2
RTECS: SN0800000
HazardClass: 8
PackingGroup: II

4,4'-Thiobis-phenol Specification

 Bis(4-oxyphenyl)sulfide (CAS NO.2664-63-3), its Synonyms are 4,4'-Dihydroxydiphenyl sulfide ; 4,4'-Dihydroxydiphenylsulfide ; 4,4'-Dioxydiphenyl sulfide ; 4,4'-Dioxydiphenylsulfide ; 4,4'-Thiobisphenol ; Bis(4-hydroxyphenyl) sulfide ; Bis(p-hydroxhphenyl) sulfide ; DFS ; Sulfide, bis(4-hydroxyphenyl) ; Thiobisphenol ; p,p'-Dihydroxydiphenyl sulfide .

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