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S,S'-Dimethyl dithiocarbonate
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Name

S,S'-Dimethyl dithiocarbonate

 EINECS N/A
CAS No. 868-84-8 Density 1.185 g/cm3
PSA 67.67000 LogP 1.83240
Solubility N/A Melting Point 133-135 °C
Formula C3H6OS2 Boiling Point 154.6 °C at 760 mmHg
Molecular Weight 122.212 Flash Point 51.4 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 22
Molecular Structure Molecular Structure of 868-84-8 (S,S'-Dimethyl dithiocarbonate) Hazard Symbols
Synonyms

Carbonicacid, dithio-, S,S-dimethyl ester (6CI,7CI,8CI);NSC 227849;S,S-Dimethyldithiocarbonate;S,S'-Dimethyldithiocarbonate;

Article Data 40

S,S'-Dimethyl dithiocarbonate Synthetic route

19708-81-7

methyl O-methyldithiocarbonate

868-84-8

S,S-dimethyl dithiocarbonate

Conditions
ConditionsYield
trifluoroacetic acid Ambient temperature;99%
pyridine N-oxide In neat (no solvent) at 65℃; for 5h;96%
Aliquat 336 for 1.5h;90%
38103-95-6

S-methyl-O-methyl monothiocarbonate

75-24-1

trimethylaluminum

868-84-8

S,S-dimethyl dithiocarbonate

Conditions
ConditionsYield
Stage #1: trimethylaluminum With sulfur In toluene for 2h; Reflux;
Stage #2: S-methyl-O-methyl monothiocarbonate In dichloromethane; toluene at 0 - 20℃; for 2h;		97%
86-56-6

N,N-dimethyl-1-naphthalenamine

116538-66-0

tris-methylsulfanyl-methane sulfuric acid monomethyl ester salt

A

868-84-8

S,S-dimethyl dithiocarbonate

B

6156-25-8

tetrathioorthocarbonic acid tetramethyl ester

C

116538-60-4

1-Dimethylamino-4-naphthalene

Conditions
ConditionsYield
With pyridine In acetonitrile for 1h; Ambient temperature;A n/a
B 39%
C 86%
116538-66-0

tris-methylsulfanyl-methane sulfuric acid monomethyl ester salt

A

868-84-8

S,S-dimethyl dithiocarbonate

B

6156-25-8

tetrathioorthocarbonic acid tetramethyl ester

C

116538-60-4

1-Dimethylamino-4-naphthalene

Conditions
ConditionsYield
With pyridine; N,N-dimethyl-1-naphthalenamine In acetonitrile for 1h; Ambient temperature;A n/a
B 39%
C 86%
19708-81-7

methyl O-methyldithiocarbonate

109-89-7

diethylamine

A

868-84-8

S,S-dimethyl dithiocarbonate

B

37174-63-3

S-Methyl N,N-diethylthiocarbamate

Conditions
ConditionsYield
Stage #1: methyl O-methyldithiocarbonate; diethylamine With triethylamine at 50℃; neat (no solvent);
Stage #2: With dimethyl sulfate at 60℃; for 6h; neat (no solvent);		A n/a
B 85%
15922-79-9

O-Acetyl N-hydroxy-2-thiopyridone

144432-93-9, 144432-97-3

Dithiocarbonic acid O-[1-hexyl-2-(toluene-4-sulfonyl)-nonyl] ester S-methyl ester

A

868-84-8

S,S-dimethyl dithiocarbonate

B

16416-37-8

(E)-pentadec-7-ene

C

127878-51-7

S-(pyridin-2-yl) 4-methylbenzenesulfonothioate

D

74392-28-2

(Z)-pentadec-7-ene

Conditions
ConditionsYield
In dichloromethane at 40℃; Irradiation; Further byproducts given. Yields of byproduct given;A 80%
B n/a
C n/a
D n/a
In dichloromethane at 40℃; Irradiation; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C 75%
D n/a
...Expand
144432-93-9, 144432-97-3

Dithiocarbonic acid O-[1-hexyl-2-(toluene-4-sulfonyl)-nonyl] ester S-methyl ester

A

868-84-8

S,S-dimethyl dithiocarbonate

B

16416-37-8

(E)-pentadec-7-ene

C

127878-51-7

S-(pyridin-2-yl) 4-methylbenzenesulfonothioate

D

74392-28-2

(Z)-pentadec-7-ene

Conditions
ConditionsYield
With O-Acetyl N-hydroxy-2-thiopyridone In dichloromethane at 40℃; Irradiation; Yield given. Further byproducts given. Title compound not separated from byproducts;A 80%
B n/a
C 75%
D n/a
62999-70-6

S,S-dimethylthioacetal of diethyl oxomethanephosphonate

868-84-8

S,S-dimethyl dithiocarbonate

Conditions
ConditionsYield
With n-butyllithium; oxygen In tetrahydrofuran at -78℃; 1) 10 min, 2) 15 min;72%
18369-83-0

methyl thiochloroformate

868-84-8

S,S-dimethyl dithiocarbonate

Conditions
ConditionsYield
With lithium sulfide In tetrahydrofuran for 2h;67%
18369-83-0

methyl thiochloroformate

5188-07-8

sodium thiomethoxide

868-84-8

S,S-dimethyl dithiocarbonate

Conditions
ConditionsYield
In diethyl ether at 0 - 25℃; for 1h;61%

S,S'-Dimethyl dithiocarbonate Specification

The S,S'-Dimethyl dithiocarbonate with the cas number 868-84-8 is also called Carbonodithioic acid,S,S-dimethyl ester. The IUPAC name is bis(methylsulfanyl)methanone. Its molecular formula is C3H6OS2. This chemical belongs to the following product categories: (1)Sulfur Compounds (for Synthesis); (2)Synthetic Organic Chemistry.

The properties of the chemical are: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 67.67 Å2; (7)Index of Refraction: 1.532; (8)Molar Refractivity: 31.97 cm3; (9)Molar Volume: 103.1 cm3; (10)Polarizability: 12.67×10-24cm3; (11)Surface Tension: 39.1 dyne/cm; (12)Enthalpy of Vaporization: 39.14 kJ/mol; (13)Vapour Pressure: 3.15 mmHg at 25°C.

Uses: This chemical can react with but-2-enoic acid to product 3-methylsulfanyl-butyric acid. This reaction needs reagent 30% aq. KOH at temperature of 90 ℃. The reaction time is 2.0 hours. The yield is 91%.

While using this chemical, you should be very cautious. This chemical is harmful if swallowed. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing, gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(SC)SC
(2)InChI: InChI=1/C3H6OS2/c1-5-3(4)6-2/h1-2H3
(3)InChIKey: IUXMJLLWUTWQFX-UHFFFAOYAA

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