Disulfide,bis(phenylthioxomethyl) supplier

Name
Diphenyldithioperoxyanhydride
EINECS
CAS No. 5873-93-8
Article Data37
CAS DataBase
Density 1.367 g/cm³
Solubility
Melting Point 94-96°C
Formula C₁₄H₁₀S₄
Boiling Point 446.8 °C at 760 mmHg
Molecular Weight 306.497
Flash Point 224 °C
Transport Information
Appearance
Safety 60-61
Risk Codes 50/53
Molecular Structure
Hazard Symbols N
Synonyms Disulfide,bis(thiobenzoyl) (6CI,7CI,8CI);Bis(thiobenzoyl) disulfide;Di(thiobenzoyl)disulfide;
PSA 114.78000
LogP 5.11920

Synthetic route

: 75-15-0
carbon disulfide

: 108-86-1
bromobenzene

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran at 30 - 75℃; for 3h; Inert atmosphere; Stage #2: carbon disulfide In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;	90%
Stage #1: bromobenzene With magnesium; iodine In tetrahydrofuran Stage #2: carbon disulfide In tetrahydrofuran Grignard reaction; Stage #3: With dimethyl sulfoxide; iodine In ethanol at 20℃; for 1h; Further stages.;	82%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran Stage #2: carbon disulfide In tetrahydrofuran at 20℃; for 1h; Stage #3: With p-toluenesulfonyl chloride In tetrahydrofuran at 0 - 20℃; for 1.5h;	55%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran for 3h; Stage #2: carbon disulfide In tetrahydrofuran for 3h; Stage #3: With iodine In water
Stage #1: carbon disulfide; bromobenzene With magnesium In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With water; potassium hexacyanoferrate(III) for 1.5h;	4.88 g

: 1114-31-4
diethyl meso-2,3-dibromosuccinate

: 42967-74-8
dithiobenzoic acid triethylammonium salt

A: 5873-93-8
bis(thiobenzoyl) disulfide

B: 623-91-6
diethyl Fumarate

Conditions

Conditions	Yield
In ethanol	A 54% B 50%

...Expand

: 3682-36-8
dithiobenzoic acid sodium salt

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
With iodine In water at 20℃; for 0.25h;	50%
With potassium hexacyanoferrate(III) In water at 20℃; for 1h;
With potassium hexacyanoferrate(III)

: 75-15-0
carbon disulfide

: 100-58-3
phenylmagnesium bromide

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
at 0 - 20℃; for 0.5h;	35%
In tetrahydrofuran; 2-methyltetrahydrofuran at 0℃; for 0.75h; Inert atmosphere;	31%
Stage #1: carbon disulfide; phenylmagnesium bromide In tetrahydrofuran Stage #2: With iodine; potassium carbonate In water

: 128-09-6
N-chloro-succinimide

: 97270-46-7
thiobenzoyl diphenylphosphino sulfide

A: 5873-93-8
bis(thiobenzoyl) disulfide

B: 80031-12-5
N-(thiobenzoylthio)succinimide

C: 1101-41-3
Tetraphenyldiphosphin

Conditions

Conditions	Yield
In tetrahydrofuran	A n/a B 16% C n/a

...Expand

: 7631-95-0
sodium molybdate dihydrate

: 50929-87-8
diethylammonium dithiobenzoate

A: Mo(4+)*O(2-)*2S2CC6H5(1-)=MoO(S2CC6H5)2

B: 81844-27-1, 71900-01-1
(η3-dithiobenzoato-SCS')oxo(trithioperoxybenzoato-S,S'S'')molybdenum(IV)

C: (C6H5CS2)4Mo

D: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
With NaCH3COO; hydrochloric acid In water to aq. soln. of Na2MoO4*2H2O, (NEt2H2)(S2CPh), and MeCO2Na added HCl (1.0 M) dropwise with stirring at room temp.; ppt. filtered off, washed with water and methanol, dried in vac., chromd. (SiO2, CS2), orange fraction evapd. in vac., recrystd. from CH2Cl2-light petroleum; elem. anal.;	A n/a B 6% C n/a D n/a

...Expand

: 19911-87-6
tetraethylammonium dithiobenzoate

A: 5873-86-9
methyl thiobenzoate

B: 1125-88-8
benzaldehyde dimethyl acetal

C: 5873-93-8
bis(thiobenzoyl) disulfide

D: Bis(thiobenzoylthio-benzyl)disulfid

Conditions

Conditions	Yield
With tetraethylammonium perchlorate In methanol at 80℃; for 3h; electrochemical reaction, 14 mA*cm-2, 2.5 F; Further byproducts given;	A n/a B n/a C n/a D 5%

...Expand

: 60-29-7
diethyl ether

: 936-63-0
S-ethyl dithiobenzoate

: phenylmagnesium bromide

A: 5873-93-8
bis(thiobenzoyl) disulfide

B: 1727-16-8
S-trityl benzothioate

Conditions

Conditions	Yield
nachf. Behandeln mit Benzoylchlorid;

...Expand

: 936-63-0
S-ethyl dithiobenzoate

: phenylmagnesium bromide

: 5873-93-8
bis(thiobenzoyl) disulfide

: 50929-87-8
diethylammonium dithiobenzoate

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
With iodine In ethanol at -5℃; for 0.166667h;

: 121-68-6
dithiobenzoic acid

: 7664-93-9
sulfuric acid

: 5873-93-8
bis(thiobenzoyl) disulfide

dithiobenzoate sodium: dithiobenzoate sodium

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
With iodine
With iodine

: 121-68-6
dithiobenzoic acid

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
With sodium hydroxide; potassium hexacyanoperferrate for 0.5h;
With iodine; dimethyl sulfoxide In ethanol at 20℃; for 2h;	11.04 g
With potassium hexacyanoferrate (III) In water for 1h;

: 100-44-7
benzyl chloride

N,N-diethyl-glycine-<4-hydroxy-anilide>: N,N-diethyl-glycine-<4-hydroxy-anilide>

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfur; MeONa / methanol / 10 h / 70 °C 2: potassium ferricyanide / H2O / 1 h / 20 °C View Scheme

: 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid

: 3682-36-8
dithiobenzoic acid sodium salt

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
Stage #1: dithiobenzoic acid sodium salt With iodine In water for 1h; Stage #2: 4,4'-dicyano-4,4'-azo-di-valeric acid In ethyl acetate for 18h;

: 108-86-1
bromobenzene

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / 1 h 1.2: 2 h / 0 °C 2.1: iodine; dimethyl sulfoxide / ethanol / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux 2: 0.5 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: magnesium / tetrahydrofuran / 4 h / 40 °C 2: iodine / ethyl acetate; dimethyl sulfoxide / Darkness View Scheme

: 100-44-7
benzyl chloride

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium methylate; sulfur / methanol / 10 h / Inert atmosphere; Reflux 2.1: sodium hydroxide / water 2.2: 1 h View Scheme
Multi-step reaction with 3 steps 1: sulfur; sodium methylate / methanol / 10 h / 67 °C / Inert atmosphere 2: sodium hydroxide / water 3: potassium hexacyanoferrate(III) / water / 1 h View Scheme
Stage #1: benzyl chloride With sodium methylate; sulfur In methanol for 10h; Inert atmosphere; Reflux; Stage #2: With potassium hexacyanoferrate(III) for 1h;
Stage #1: benzyl chloride With sodium methylate; sulfur In methanol at 20 - 67℃; for 12h; Inert atmosphere; Stage #2: With potassium hexacyanoferrate(III) In water for 1h;
Multi-step reaction with 2 steps 1: sulfur; sodium methylate / methanol / 10 h / Reflux; Inert atmosphere 2: potassium hexacyanoferrate (III) / 1 h View Scheme

: phenyldithiocarboxylic acid magnesium bromide

: 5873-93-8
bis(thiobenzoyl) disulfide

Conditions

Conditions	Yield
With iodine-potassium iodide

: 4419-11-8
2,2'-azobis-(2,4-dimethylvaleronitrile)

: 5873-93-8
bis(thiobenzoyl) disulfide

: 851729-55-0
2-cyano-4-methylpent-2-yl dithiobenzoate

Conditions

Conditions	Yield
In ethyl acetate Heating;	95%

: tetraethylammonium tetrathioperrhenate

: 5873-93-8
bis(thiobenzoyl) disulfide

: Re(S2CC6H5)(S3CC6H5)2

Conditions

Conditions	Yield
In acetonitrile Ar-atmosphere; stirring at room temp. for 2 d; elem. anal.;	93%

: 78-67-1
2,2'-azobis(isobutyronitrile)

: 5873-93-8
bis(thiobenzoyl) disulfide

: 201611-85-0
2-cyanoprop-2-yl dithiobenzoate

Conditions

Conditions	Yield
In ethyl acetate for 18h; Reflux;	84%
In ethyl acetate for 18h; Heating;	69%
In cyclohexane for 4h; Heating;	56%

: 13472-08-7
azobis(2-cyanobutane)

: 5873-93-8
bis(thiobenzoyl) disulfide

: 220182-83-2
1-cyano-1-methylpropyl dithiobenzoate

Conditions

Conditions	Yield
In ethyl acetate at 70℃; for 24h;	82%

: 12126-50-0
bis(pentamethylcyclopentadienyl)iron(II)

: 5873-93-8
bis(thiobenzoyl) disulfide

: bis(pentafluorophenyl)zinc toluene monosolvate

: [Cp*2Fe][(PhC(S)S)Zn(C6F5)2]

Conditions

Conditions	Yield
In chlorobenzene at 20℃; for 0.0833333h; Inert atmosphere;	82%

...Expand

: 5873-93-8
bis(thiobenzoyl) disulfide

: 2638-94-0
4,4'-dicyano-4,4'-azo-di-valeric acid

: 201611-92-9
4-cyano-4-(thiobenzoylthio)pentanoic acid

Conditions

Conditions	Yield
In ethyl acetate at 85℃; for 12h; Inert atmosphere;	75%
In ethyl acetate for 18h; Heating;	68%
In ethyl acetate Reflux;	65%

: tetrabutyl thiotungstate

: 5873-93-8
bis(thiobenzoyl) disulfide

A: WS(4+)*S2(2-)*2S2CC6H5(1-)=WS(S2)(S2CC6H5)2

: (CH3(CH2)3)4N(1+)*WO(S2)2(S2CC6H5)(1-)=[(CH3(CH2)3)4N][WO(S2)2(S2CC6H5)]

Conditions

Conditions	Yield
With air In dichloromethane stirring under inert atmosphere at room temp. for 1 h, filtration in air; concn., chromy. (SiO2, hexane/CHCl3=1:1); elem. anal.;	A 73% B n/a

...Expand

: bis(tetra-n-butylammonium) tetrathiomolybdate

: 5873-93-8
bis(thiobenzoyl) disulfide

: Mo(4+)*4S2CC6H5(1-)=Mo(S2CC6H5)4

Conditions

Conditions	Yield
In dichloromethane inert atmosphere; stirring at room temp. overnight; filtration, vol. reduction, collection (filtration), washing (MeCN, ether);	69%

: 2589-57-3
dimethyl 2,2'-azobis(isobutyrate)

: 5873-93-8
bis(thiobenzoyl) disulfide

: methyl 2-methyl-2-((phenylcarbonothioyl)thio)propanoate

Conditions

Conditions	Yield
In chlorobenzene for 4h; Heating;	65%

: bis(pentafluorophenyl)azobis(4-cyanovalerate)

: 5873-93-8
bis(thiobenzoyl) disulfide

: 1160527-68-3
pentafluorophenyl 4-cyano-4-((phenylcarbonothioyl)thio)pentanoate

Conditions

Conditions	Yield
In ethyl acetate for 16h; Inert atmosphere; Reflux;	63%

: tetraethylammonium tetrathioperrhenate

: 5873-93-8
bis(thiobenzoyl) disulfide

: bis(perthiobenzoato)(dithiobenzoato)rhenium(III)

Conditions

Conditions	Yield
In acetonitrile for 48h; Inert atmosphere; Schlenk technique;	60.4%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 870779-03-6
2-[1-cyano-1-methyl-4-oxo-4-(2-thioxo-thiazolidin-3-yl)-butylazo]-2-methyl-5-oxo-5-(2-thioxothiazolidin-3-yl)-pentanenitrile

: 887764-14-9
dithiobenzoic Acid 1-cyano-1-methyl-4-oxo-4-(2-thioxothiazolidin-3-yl)butyl ester

Conditions

Conditions	Yield
In ethyl acetate at 80℃; for 6h;	56%
In ethyl acetate at 80℃; for 20h;	54.7%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 208446-93-9
2-hydroxyethyl-α-bromopropionate

: 2-hydroxyethyl 2-(phenylcarbonothioylthio)propionate

Conditions

Conditions	Yield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper; copper(I) bromide In toluene at 80℃; for 3h; Inert atmosphere;	49%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 4693-47-4
4,4′-azobis(4-cyano-1-pentanol)

: 211818-45-0
4-cyano-1-hydroxypent-4-yl dithiobenzoate

Conditions

Conditions	Yield
In ethyl acetate at 70℃; for 24h;	46%
In ethyl acetate at 70℃; for 24h;	46%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 91263-49-9
azobis(cyanovaleric acid)

: 1060725-15-6
C14H15NO2S2

Conditions

Conditions	Yield
In ethyl acetate at 90℃; for 12h; Inert atmosphere;	42.3%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 1268268-75-2
C48H54N10O6

: 201611-92-9
4-cyano-4-(thiobenzoylthio)pentanoic acid

Conditions

Conditions	Yield
In ethyl acetate at 80℃; for 20h; Inert atmosphere;	34%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 2,2′-azobis[2-methyl-N-(2-hydroxyethyl)propionamide]

: 2-[N-(2-hydroxyethyl)carbamoyl]prop-2-yl dithiobenzoate

Conditions

Conditions	Yield
In ethanol; ethyl acetate for 24h; Heating;	18%

: 5873-93-8
bis(thiobenzoyl) disulfide

: 121-68-6
dithiobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 64-17-5
ethanol

: 5873-93-8
bis(thiobenzoyl) disulfide

: 62-53-3
aniline

A: 7783-06-4
hydrogen sulfide

B: 636-04-4
N-Phenylbenzothioamide

C sulfur: sulfur

...Expand

Disulfide,bis(phenylthioxomethyl) Specification

The Disulfide,bis(phenylthioxomethyl), with the CAS registry number 5873-93-8, is also known as Bis(thiobenzoyl) disulfide. This chemical's molecular formula is C₁₄H₁₀S₄ and molecular weight is 306.497. What's more, its systematic name is called Diphenyldithioperoxyanhydride.

Physical properties about Disulfide,bis(phenylthioxomethyl) are: (1)ACD/LogP: 5.84; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.84; (4)ACD/LogD (pH 7.4): 5.84; (5)ACD/BCF (pH 5.5): 16156.2; (6)ACD/BCF (pH 7.4): 16156.2; (7)ACD/KOC (pH 5.5): 35802.75; (8)ACD/KOC (pH 7.4): 35802.75; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 114.78 Å²; (13)Index of Refraction: 1.755; (14)Molar Refractivity: 91.76 cm³; (15)Molar Volume: 224 cm³; (16)Surface Tension: 74.1 dyne/cm; (17)Density: 1.367 g/cm³; (18)Flash Point: 224 °C; (19)Enthalpy of Vaporization: 67.79 kJ/mol; (20)Boiling Point: 446.8 °C at 760 mmHg; (21)Vapour Pressure: 9.34E-08 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: S=C(SSC(=S)c1ccccc1)c2ccccc2
(2) InChI: InChI=1/C14H10S4/c15-13(11-7-3-1-4-8-11)17-18-14(16)12-9-5-2-6-10-12/h1-10H
(3) InChIKey: LWGLGSPYKZTZBM-UHFFFAOYAM

Product Name

Diphenyldithioperoxyanhydride

Synthetic route

Disulfide,bis(phenylthioxomethyl) Specification

Related Products

Hot Products