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127-63-9

Basic Information
CAS No.: 127-63-9
Name: Diphenyl sulfone
Article Data: 501
Molecular Structure:
Molecular Structure of 127-63-9 (Diphenyl sulfone)
Formula: C12H10O2S
Molecular Weight: 218.276
Synonyms: 1,1'-Sulfonylbis[benzene];DPS;Diphenyl sulphone;NSC627706;NSC 6780;Phenyl sulphone;Sulfobenzide;Diphenyl sulfone 98%;Phenyl sulfone(8CI);
EINECS: 204-853-1
Density: 1.227 g/cm3
Melting Point: 123-129 °C(lit.)
Boiling Point: 378.5 °C at 760 mmHg
Flash Point: 226.8 °C
Solubility: insoluble in hot water
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 42.52000
LogP: 3.60020
Synthetic route
139-66-2

diphenyl sulfide

127-63-9

diphenyl sulphone

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 1h; Ambient temperature;100%
With dihydrogen peroxide; methyltrioxorhenium(VII) In ethanol for 2h; Ambient temperature;100%
With dihydrogen peroxide; [(η5-C5Me5)Mo(CO)3Cl] In acetonitrile at 35℃; for 5h;100%

diphenyliodonium tetrafluoroborate

873-55-2

sodium benzenesulfonate

A

591-50-4

iodobenzene

B

127-63-9

diphenyl sulphone

Conditions
ConditionsYield
In chloroform; water at 20℃; for 64h;A n/a
B 99%
In chloroform; water at 56℃; for 2.5h; Product distribution; other temperatures, other reaction time;A 99 % Chromat.
B 97%
945-51-7

1,1'-sulfinylbisbenzene

127-63-9

diphenyl sulphone

Conditions
ConditionsYield
With sodium hypochlorite; tetrabutyl-ammonium chloride In water; ethyl acetate Ambient temperature;98%
With sodium hypochlorite In acetonitrile for 0.0833333h; Ambient temperature;97%
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; dihydrogen peroxide at 25℃; for 0.266667h; Neat (no solvent); chemoselective reaction;97%
591-50-4

iodobenzene

873-55-2

sodium benzenesulfonate

127-63-9

diphenyl sulphone

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Ullmann Condensation; Green chemistry;98%
With copper(l) iodide; potassium acetate; D-glucosamine hydrochloride In water; dimethyl sulfoxide at 100℃; Sealed tube; Green chemistry;96%
With copper diacetate; potassium carbonate; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 110℃; for 2h; Reagent/catalyst; Ullmann Condensation;95%

C25H22NO2S2(1+)*ClO4(1-)

A

127-63-9

diphenyl sulphone

B

S,S,S-triphenyloxosulfonium perchlorate

C

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 1h; Ambient temperature;A 20%
B 77%
C 98%
3049-07-8

pentaphenylbismuth

A

127-63-9

diphenyl sulphone

B

71-43-2

benzene

Conditions
ConditionsYield
With sulfur dioxideA 95%
B 97%
3049-07-8

pentaphenylbismuth

A

C6H4(SOO)(Bi(C6H5)O2S)

B

127-63-9

diphenyl sulphone

C

71-43-2

benzene

Conditions
ConditionsYield
With sulfur dioxide In liquid sulphur dioxide 15 min; GLC, volatiles removal (vacuum), washing (benzene), drying; elem. anal.;A n/a
B 95%
C 97%
3049-07-8

pentaphenylbismuth

7446-09-5

sulfur dioxide

A

C12H9BiO4S2

B

127-63-9

diphenyl sulphone

C

71-43-2

benzene

Conditions
ConditionsYield
In neat (no solvent) soln. (liquid SO2) lost purple color within 15 min;; evapn. (SO2); identification of C6H6 and SO2(C6H5)2 by liquid chromy.; residue washed with benzene and dried; elem. anal. of unidentified Bi-compound;;A n/a
B 95%
C 97%

diphenyliodonium tetrafluoroborate

873-55-2

sodium benzenesulfonate

127-63-9

diphenyl sulphone

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 24h; Schlenk technique; Inert atmosphere;96%
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 50℃; for 4h;71%
66003-76-7

Diphenyliodonium triflate

873-55-2

sodium benzenesulfonate

127-63-9

diphenyl sulphone

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 24h; Solvent; Temperature; Schlenk technique; Inert atmosphere;96%
With PEG-400 at 50℃; for 0.166667h; Microwave irradiation; Sealed tube;94%
In 1,4-dioxane at 80℃; for 24h;79%
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Phenyl sulfone is an organic compound with the formula C12H10O2S. The IUPAC name of this chemical is benzenesulfonylbenzene. With the CAS registry number 127-63-9, it is also named as 1,1'-Sulfonyldibenzene. The product's categories are Biochemistry;Color Former & Related Compounds; Diphenyl Sulfones (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research; Reagents for Oligosaccharide Synthesis; Sensitizer. Besides, it is a white crystalline powder, which is mainly used as a medicine intermediate and pesticide intermediate.

Physical properties about Phenyl sulfone are: (1)ACD/LogP: 2.40; (2)ACD/LogD (pH 5.5): 2.4; (3)ACD/LogD (pH 7.4): 2.4; (4)ACD/BCF (pH 5.5): 39.26; (5)ACD/BCF (pH 7.4): 39.26; (6)ACD/KOC (pH 5.5): 481.5; (7)ACD/KOC (pH 7.4): 481.5; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 42.52 Å2; (11)Index of Refraction: 1.593; (12)Molar Refractivity: 60.27 cm3; (13)Molar Volume: 177.7 cm3; (14)Polarizability: 23.89×10-24cm3; (15)Surface Tension: 43.6 dyne/cm; (16)Density: 1.227 g/cm3; (17)Flash Point: 226.8 °C; (18)Enthalpy of Vaporization: 60.18 kJ/mol; (19)Boiling Point: 378.5 °C at 760 mmHg; (20)Vapour Pressure: 1.36E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by diphenylsulfane. This reaction will need reagent (t-BuO)3Al, t-BuOOH and solvent benzene. The reaction time is 30 min. The yield is about 88%.



Uses of Phenyl sulfone: it can be used to produce 1-methyl-4-phenyl-piperazine at room temperature. It will need reagent n-BuLi and solvent hexane, tetrahydrofuran with reaction time of 30 min. The yield is about 93%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(c1ccccc1)c2ccccc2
(2)InChI: InChI=1/C12H10O2S/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
(3)InChIKey: KZTYYGOKRVBIMI-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C12H10O2S/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
(5)Std. InChIKey: KZTYYGOKRVBIMI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 313mg/kg (313mg/kg)   Drugs in Japan Vol. -, Pg. 503, 1995.
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01761,
mouse LD50 oral 375mg/kg (375mg/kg)   Drugs in Japan Vol. -, Pg. 503, 1995.
mouse LD50 subcutaneous 329mg/kg (329mg/kg)   Drugs in Japan Vol. -, Pg. 503, 1995.
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 LC inhalation > 1700mg/m3/8H (1700mg/m3)   National Technical Information Service. Vol. OTS0533717,
rat LD50 unreported > 2gm/kg (2000mg/kg)   Residue Reviews. Vol. 36, Pg. 240, 1971.
rat LDLo oral 2250mg/kg (2250mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0533717,