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2664-63-3

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2664-63-3 Usage

Chemical Properties

White, crystalline powder.

Uses

Different sources of media describe the Uses of 2664-63-3 differently. You can refer to the following data:
1. Intermediate, flame-retardant, antioxidant, engineering plastics.
2. 4,4'-thiobis-phenol can be applied to produce a non-halogen type epoxy (meth)acrylate resin having high refractive index, transparency and thermal stability. It is also used to produce a non-systemic organophosphorus insecticide TEMEPHOS.

Check Digit Verification of cas no

The CAS Registry Mumber 2664-63-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,6 and 4 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2664-63:
(6*2)+(5*6)+(4*6)+(3*4)+(2*6)+(1*3)=93
93 % 10 = 3
So 2664-63-3 is a valid CAS Registry Number.

2664-63-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • TCI America

  • (D1356)  Bis(4-hydroxyphenyl) Sulfide  >98.0%(GC)

  • 2664-63-3

  • 25g

  • 160.00CNY

  • Detail
  • TCI America

  • (D1356)  Bis(4-hydroxyphenyl) Sulfide  >98.0%(GC)

  • 2664-63-3

  • 500g

  • 1,990.00CNY

  • Detail
  • Alfa Aesar

  • (L04308)  4,4'-Thiodiphenol, 98+%   

  • 2664-63-3

  • 100g

  • 434.0CNY

  • Detail
  • Alfa Aesar

  • (L04308)  4,4'-Thiodiphenol, 98+%   

  • 2664-63-3

  • 500g

  • 1215.0CNY

  • Detail
  • Aldrich

  • (216178)  4,4′-Thiodiphenol  99%

  • 2664-63-3

  • 216178-100G

  • 390.78CNY

  • Detail

2664-63-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4'-thiodiphenol

1.2 Other means of identification

Product number -
Other names Bis(4-hydroxyphenyl) sulfide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2664-63-3 SDS

2664-63-3Synthetic 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%

2664-63-3Relevant articles and documents

Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C-S cross-coupling reactions

Yarmohammadi, Nasrin,Ghadermazi, Mohammad,Mozafari, Roya

, p. 9366 - 9380 (2021/03/16)

In this work, the immobilization of copper(ii) on the surface of 1,8-diaminonaphthalene (DAN)-coated magnetic nanoparticles provides a highly active catalyst for the oxidation reaction of sulfides to sulfoxides and the oxidative coupling of thiols to disulfides using hydrogen peroxide (H2O2). This catalyst was also applied for the one-pot synthesis of symmetrical sulfidesviathe reaction of aryl halides with thiourea as the sulfur source in the presence of NaOH instead of former strongly basic and harsh reaction conditions. Under optimum conditions, the synthesis yields of sulfoxides, symmetrical sulfides, and disulfides were about 99%, 95%, and 96% respectively with highest selectivity. The heterogeneous copper-based catalyst has advantages such as the easy recyclability of the catalyst, the easy separation of the product and the less wastage of products during the separation of the catalyst. This heterogeneous nanocatalyst was characterized by FESEM, FT-IR, VSM, XRD, EDX, ICP and TGA. Furthermore, the recycled catalyst can be reused for several runs and is economically effective.

Heterogeneously Ni-Pd nanoparticle-catalyzed base-free formal C-S bond metathesis of thiols

Mitamura, Kanju,Yatabe, Takafumi,Yamamoto, Kidai,Yabe, Tomohiro,Suzuki, Kosuke,Yamaguchi, Kazuya

supporting information, p. 3749 - 3752 (2021/04/21)

This study rationally designed a heterogeneously catalyzed system (i.e., using Ni-Pd alloy nanoparticles supported on hydroxyapatite (Ni-Pd/HAP) under an H2atmosphere) achieving an efficient base-free formal C-S bond metathesis of various thiolsviasuppression of the Ni catalysis deactivation.

Magnetically recoverable ferromagnetic 3D hierarchical core-shell Fe3O4@NiO/Co3O4 microspheres as an efficient and ligand-free catalyst for C–S bond formation in poly (ethylene glycol)

Vatandoust Namanloo, Ahad,Akhlaghinia, Batool,Mohammadinezhad, Arezou

, p. 446 - 461 (2020/05/13)

A simple and efficient protocol for the synthesis of diaryl thioethers from the reaction of thiourea with a wide variety of aryl halides, including aryl iodides, aryl bromides and aryl chlorides in the presence of 3D hierarchical core-shell Fe3O4@NiO/Co3O4 microspheres has been described. This reaction enables the one-pot synthesis of diaryl thioethers in good to high yields using a non-toxic and magnetically separable catalyst in PEG-400 as an eco-friendly, safe, inexpensive and thermally stable solvent. Magnetic separation and reusability of catalyst for eight times without any significant loss of activity, the use of a commercially available, eco-friendly, cheap and chemically stable sulfur transfer agent and solvent, operational simplicity, environmentally benign, easier work-up procedure and cost efficiency make this method a promising candidate for potential applications in some organic reactions. The catalytic activity of Fe3O4@NiO/Co3O4 as a novel and inexpensive catalyst was investigated in the C-S cross coupling reaction.

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