O,S-Diethyl dithiocarbonate supplier

Name
O,S-Diethyl dithiocarbonate
EINECS 210-813-4
CAS No. 623-79-0
Article Data38
CAS DataBase
Density 1.101 g/cm³
Solubility
Melting Point
Formula C₅H₁₀OS₂
Boiling Point 200 °C at 760 mmHg
Molecular Weight 150.266
Flash Point 74.8 °C
Transport Information
Appearance Yellow liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Carbonicacid, dithio-, O,S-diethyl ester (8CI);Xanthic acid, ethyl-, ethyl ester(6CI,7CI);Diethyl xanthate;Ethyl O-ethylxanthate;Ethyl S-ethylxanthate;NSC8847;O,S-Diethyl dithiocarbonate;
PSA 66.62000
LogP 2.06090

Synthetic route

: 64-67-5
diethyl sulfate

: 140-89-6
potassium ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water for 1.5h; Ambient temperature;	93%

: 140-89-6
potassium ethyl xanthogenate

: 75-03-6
ethyl iodide

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
18-crown-6 ether In dichloromethane for 1h; Ambient temperature;	82%
In ethanol for 2h; Heating;	55%
With ethanol

: 2905-52-4
bis(ethoxythiocarbonyl) sulfide

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
In toluene Heating; Irradiation;	69%
Zersetzen;
In toluene for 0.0833333h; Heating; Irradiation; Yield given;

: 3278-35-1
S-(ethoxycarbonyl) O-ethyl dithiocarbonate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
In n-heptane for 2.5h; Heating; Irradiation;	59%
Heating; Irradiation;	59%
In toluene Heating; Irradiation;

: 140-89-6
potassium ethyl xanthogenate

: cyclooctatetraene dibromide

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: (4Z,6Z,8Z)-(3aS,9aR)-3a,9a-Dihydro-cycloocta[1,3]dithiol-2-one

: Dithiocarbonic acid S-((7R,8R)-8-ethoxythiocarbonylsulfanyl-bicyclo[4.2.0]octa-2,4-dien-7-yl) ester O-ethyl ester

: Dithiocarbonic acid S-((1S,2S,7S,8R)-8-ethoxythiocarbonylsulfanyl-bicyclo[5.1.0]octa-3,5-dien-2-yl) ester O-ethyl ester

Conditions

Conditions	Yield
In acetone for 22h; Ambient temperature; Yield given. Further byproducts given;	A 11% B n/a C 30% D 12%
In acetone for 22h; Ambient temperature; Further byproducts given;	A 11% B n/a C 30% D 12%

...Expand

: 140-89-6
potassium ethyl xanthogenate

: cyclooctatetraene dibromide

A: 623-79-0
O,S-Diethyl dithiocarbonate

: Dithiocarbonic acid S-((1R,2R,7R,8S)-8-bromo-bicyclo[5.1.0]octa-3,5-dien-2-yl) ester O-ethyl ester

: Dithiocarbonic acid S-((7R,8R)-8-ethoxythiocarbonylsulfanyl-bicyclo[4.2.0]octa-2,4-dien-7-yl) ester O-ethyl ester

: Dithiocarbonic acid S-((1S,2S,7S,8R)-8-ethoxythiocarbonylsulfanyl-bicyclo[5.1.0]octa-3,5-dien-2-yl) ester O-ethyl ester

Conditions

Conditions	Yield
In acetone for 22h; Ambient temperature; Further byproducts given;	A 11% B 1.6% C 30% D 12%

...Expand

: 140-89-6
potassium ethyl xanthogenate

A: 623-79-0
O,S-Diethyl dithiocarbonate

: Dithiocarbonic acid S-((1R,2R,7R,8S)-8-bromo-bicyclo[5.1.0]octa-3,5-dien-2-yl) ester O-ethyl ester

: Dithiocarbonic acid S-((7R,8R)-8-ethoxythiocarbonylsulfanyl-bicyclo[4.2.0]octa-2,4-dien-7-yl) ester O-ethyl ester

: Dithiocarbonic acid S-((1S,2S,7S,8R)-8-ethoxythiocarbonylsulfanyl-bicyclo[5.1.0]octa-3,5-dien-2-yl) ester O-ethyl ester

Conditions

Conditions	Yield
With 7,8-Dibromobicyclo<4.2.0>octa-2,4-diene In N,N-dimethyl-formamide for 18h; Ambient temperature; Further byproducts given;	A 29% B n/a C 25% D 10%

...Expand

: 74-96-4
ethyl bromide

: 140-89-6
potassium ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
With ethanol
In ethanol
In acetone Heating;
With ethanol for 4h; Esterification; Heating;
In ethanol for 4h; Heating;

: 75-00-3
chloroethane

: 140-89-6
potassium ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
With ethanol

: 502-55-6
bis-ethoxythiocarbonyldisulfane

A: 75-15-0
carbon disulfide

B: 623-79-0
O,S-Diethyl dithiocarbonate

C: 762-03-8
thiocarbonic acid O,O'-diethyl ester

D: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

Conditions

Conditions	Yield
bei der Destillation; Produkt 5:Schwefel;

...Expand

: 502-55-6
bis-ethoxythiocarbonyldisulfane

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 200 - 210℃;
Zersetzen;

: 502-55-6
bis-ethoxythiocarbonyldisulfane

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: 762-03-8
thiocarbonic acid O,O'-diethyl ester

Conditions

Conditions	Yield
bei der Destillation;

: 1851-77-0
bis-ethoxythiocarbonyl-trisulfane

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 135℃; Zersetzen;

: 1851-71-4
bis(ethoxythiocarbonyl) tetrasulfide

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 135℃; Zersetzen;

: 121-02-8
2-methyl-5-nitrobenzene-1-sulfonyl chloride

: 140-89-6
potassium ethyl xanthogenate

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: 502-55-6
bis-ethoxythiocarbonyldisulfane

Conditions

Conditions	Yield
Erhitzen unter vermindertem Druck;

...Expand

: 140-89-6
potassium ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
With benzenesulfonyl chloride
With p-toluenesulfonyl chloride
With 2-Naphthalenesulfonyl chloride
With 2-Naphthalenesulfonyl chloride at 100℃;
With 5-diazonio-6-nitroindan chloride

: 140-89-6
potassium ethyl xanthogenate

: 98-09-9
benzenesulfonyl chloride

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: 10409-06-0
diphenyl disulfone

C: 934-55-4
potassium benzenesulfonate

Conditions

Conditions	Yield
at 0℃; analoge Reaktion mit anderen Sulfonsaeurechloriden;

...Expand

: 631-22-1
diethyl dibromomalonate

: 140-89-6
potassium ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
With 2,3-dimethyl-buta-1,3-diene

: 2905-52-4
bis(ethoxythiocarbonyl) sulfide

: 126078-75-9
bis-(2,2,2-trimethylethyl) xanthic anhydride

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: Dithiocarbonic acid O-(2,2-dimethyl-propyl) ester S-ethyl ester

C: Dithiocarbonic acid S-(2,2-dimethyl-propyl) ester O-ethyl ester

D: 126078-76-0
O,S-di-(2,2,2-trimethylethyl) dithiocarbonate

Conditions

Conditions	Yield
In toluene Irradiation; Title compound not separated from byproducts;

...Expand

bis-ethyl xanthogen: bis-ethyl xanthogen

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
under 15 Torr; bei der Destillation;

copper xanthogenate: copper xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 350℃;

dinitroso-iron(II)-ethyl xanthogenate: dinitroso-iron(II)-ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 50 - 60℃; im Hochvakuum;

mercury xanthogenate: mercury xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 350℃;

nickel ethyl xanthogenate: nickel ethyl xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 350℃;

silver xanthogenate: silver xanthogenate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
at 350℃;

: 542-90-5
ethyl isothiocyanate

: 7664-93-9
sulfuric acid

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: 124-38-9
carbon dioxide

C: 7664-41-7
ammonia

...Expand

: 542-90-5
ethyl isothiocyanate

: 7664-93-9
sulfuric acid

A: 623-79-0
O,S-Diethyl dithiocarbonate

B: 124-38-9
carbon dioxide

C: 7664-41-7
ammonia

D sulfur dioxide: sulfur dioxide

Conditions

Conditions	Yield
beim Erhitzen;

...Expand

: cuprous ethyl xanthate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
In neat (no solvent) decompn. at 350°C;;

: 74-96-4
ethyl bromide

: 140-90-9
sodium O-ethyl dithiocarbonate

: 623-79-0
O,S-Diethyl dithiocarbonate

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In methanol; water at 20 - 25℃;

: 623-79-0
O,S-Diethyl dithiocarbonate

: 623-80-3
S,S-diethyl dithiocarbonate

Conditions

Conditions	Yield
Aliquat 336 at 100℃; for 1h;	85%
With boron trifluoride diethyl etherate In diethyl ether for 1.5h; Heating;	65%
With aluminium trichloride In carbon disulfide Heating;
With boron trifluoride diethyl etherate
With 4-(dimethylamino)pyridine N-oxide In dimethylsulfoxide-d6 at 80℃; for 3h;	88 % Spectr.

: 623-79-0
O,S-Diethyl dithiocarbonate

: 302-72-7
rac-Ala-OH

: 90010-88-1
N-ethoxythioxomethyl-D,L-alanine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 72h; Heating;	82%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 100-46-9
benzylamine

: 55365-86-1
benzylthiocarbamic acid O-ethyl ester

Conditions

Conditions	Yield
for 8h; Heating;	81%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 67-64-1
acetone

: 41500-02-1
Acetothioacetic Acid O-Ethyl Ester

Conditions

Conditions	Yield
With sodium hydride In 1,2-dimethoxyethane 1) room temp., 1 h, 2) reflux, 4 h.;	80%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 109-73-9
N-butylamine

: 55365-85-0
O-Ethyl N-Butylthiocarbamate

Conditions

Conditions	Yield
for 8h; Heating;	75%

: 623-79-0
O,S-Diethyl dithiocarbonate

: C9H8BrN3O2

: ethyl 6-bromo-3-oxo-3H-thiazolo[3,4-a]pyridine-1-carboxylate

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In toluene at 120℃; Schlenk technique; Inert atmosphere;	58%

: 623-79-0
O,S-Diethyl dithiocarbonate

: C9H8ClN3O2

: ethyl 6-chloro-3-oxo-3H-thiazolo[3,4-a]pyridine-1-carboxylate

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In toluene at 120℃; Schlenk technique; Inert atmosphere;	54%

: 623-79-0
O,S-Diethyl dithiocarbonate

: methyl [1,2,3]triazolo[1,5-a]pyrazine-3-carboxylate

: methyl 3-oxo-3H-thiazolo[3,4-a]pyrazine-1-carboxylate

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In toluene at 120℃; Schlenk technique; Inert atmosphere;	47%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 2757-23-5
chloro(chlorosulfanyl)methanone

A: 13221-50-6
(Ethyldithio)carbonyl Chloride

B: 87462-98-4
(((Ethylthio)carbonyl)dithio)carbonyl Chloride

Conditions

Conditions	Yield
at 0℃; for 10h; Title compound not separated from byproducts;	A 2% B 46%

...Expand

: 623-79-0
O,S-Diethyl dithiocarbonate

: ethyl 5-bromo-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate

: ethyl 7-bromo-3-oxo-3H-thiazolo[3,4-a]pyridine-1-carboxylate

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In toluene at 120℃; Schlenk technique; Inert atmosphere;	46%

: 623-79-0
O,S-Diethyl dithiocarbonate

: methyl 5-methyl-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate

: methyl 7-methyl-3-oxo-3H-thiazolo[3,4-a]pyridine-1-carboxylate

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In toluene at 120℃; Schlenk technique; Inert atmosphere;	43%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 87838-54-8
3-ethoxycarbonyltriazolo<1,5-a>pyridine

: 74376-31-1
ethyl 3-oxo-3H-thiazolo[3,4-a]pyridine-1-carboxylate

Conditions

Conditions	Yield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In toluene at 120℃; Schlenk technique; Inert atmosphere;	36%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 1-methoxy-4-dimethylaminopyridinium iodide

A: 623-80-3
S,S-diethyl dithiocarbonate

B: 10596-55-1
S-Ethyl S'-methyl dithiocarbonate

Conditions

Conditions	Yield
In dimethylsulfoxide-d6 at 80℃; for 30h; Mechanism; Product distribution;	A 31.75% B 4.7%

...Expand

: 623-79-0
O,S-Diethyl dithiocarbonate

A: 623-80-3
S,S-diethyl dithiocarbonate

B: 10596-55-1
S-Ethyl S'-methyl dithiocarbonate

Conditions

Conditions	Yield
1-methoxy-4-dimethylaminopyridinium iodide In dimethylsulfoxide-d6 at 80℃; for 30h; Title compound not separated from byproducts;	A 31.75% B 4.7%

: 623-79-0
O,S-Diethyl dithiocarbonate

: 107-15-3
ethylenediamine

: 109-73-9
N-butylamine

A: 96-45-7
N,N'-ethylenethiourea

B: 77988-96-6
2-(2'-Aminoethylamino)-Δ2-imidazoline

Conditions

Conditions	Yield
for 6h; Mechanism; Heating;	A 17.5% B 18%

...Expand

: 107-97-1
sarcosine

: 623-79-0
O,S-Diethyl dithiocarbonate

: 59857-32-8
N-(ethoxycarbonothioyl)-N-methylglycine

Conditions

Conditions	Yield
With potassium hydroxide; ethanol

: 623-79-0
O,S-Diethyl dithiocarbonate

: 127-65-1
chloroamine-T

: 81221-65-0
N,N'-bis-(toluene-4-sulfonyl)-ethanesulfinamidyne

Conditions

Conditions	Yield
With water

: 623-79-0
O,S-Diethyl dithiocarbonate

: 934-25-8
5-aminomethyl-2-methyl-3H-pyrimidin-4-one; hydrochloride

: (2-methyl-6-oxo-1,6-dihydro-pyrimidin-5-ylmethyl)-carbothioamidoic acid O-ethyl ester

Conditions

Conditions	Yield
With sodium ethanolate

: 623-79-0
O,S-Diethyl dithiocarbonate

: 1750-12-5
4-amino-5-thioxo-[1,2,4]triazolidin-3-one hydrazone

Conditions

Conditions	Yield
With water; hydrazine und anschliessenden Erhitzen mit wss.HCl;

: 623-79-0
O,S-Diethyl dithiocarbonate

: 625-57-0
O-ethyl thiocarbamate

Conditions

Conditions	Yield
With ammonia

: 623-79-0
O,S-Diethyl dithiocarbonate

: 35832-93-0
ethoxy(potassiosulfanyl)methanethione

Conditions

Conditions	Yield
With potassium hydroxide; ethanol

: 623-79-0
O,S-Diethyl dithiocarbonate

: 2231-57-4
Thiocarbohydrazide

Conditions

Conditions	Yield
With ethanol; hydrazine hydrate

O,S-Diethyl dithiocarbonate Specification

The O,S-Diethyl dithiocarbonate, with the CAS registry number 623-79-0 and EINECS registry number 210-813-4, has the IUPAC name of O-ethyl ethylsulfanylmethanethioate. And the molecular formula of the chemical is C₅H₁₀OS₂.

The characteristics of this chemical are as followings: (1)ACD/LogP: 2.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.6; (4)ACD/LogD (pH 7.4): 2.6; (5)ACD/BCF (pH 5.5): 55.62; (6)ACD/BCF (pH 7.4): 55.62; (7)ACD/KOC (pH 5.5): 617.78; (8)ACD/KOC (pH 7.4): 617.78; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 66.62 Å²; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 42.24 cm³; (15)Molar Volume: 136.3 cm³; (16)Polarizability: 16.74×10^-24cm³; (17)Surface Tension: 42.3 dyne/cm; (18)Density: 1.101 g/cm³; (19)Flash Point: 74.8 °C; (20)Enthalpy of Vaporization: 41.84 kJ/mol; (21)Boiling Point: 200 °C at 760 mmHg; (22)Vapour Pressure: 0.469 mmHg at 25°C.

Preparation of O,S-Diethyl dithiocarbonate: This chemical can be prepared by 1,2,m-trithio-dicarbonic acid O,O'-diethyl ester. The reaction will need reagent toluene. The reaction time is 5 minutes with heating.

Uses of O,S-Diethyl dithiocarbonate: It can be used to produce dithiocarbonic acid S,S'-diethyl ester. This reaction will need reagent Aliquat 336. The reaction time is 1 hour with temperature of 100°C, and the yield is about 85%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: S=C(OCC)SCC
(2)InChI: InChI=1/C5H10OS2/c1-3-6-5(7)8-4-2/h3-4H2,1-2H3
(3)InChIKey: JGZZEAPGGFAOAY-UHFFFAOYAU

Product Name

O,S-Diethyl dithiocarbonate

Synthetic route

O,S-Diethyl dithiocarbonate Specification

Related Products

Hot Products