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Names | |
---|---|
Preferred IUPAC name
Dimethylcarbamothioyl chloride | |
Identifiers | |
PubChem
CID
|
|
UNII | |
Properties | |
C3H6ClNS | |
Molar mass | 123.60 g·mol−1 |
Appearance | yellow solid |
Melting point | 39–43 °C (102–109 °F; 312–316 K) |
Boiling point | 90–95 °C (194–203 °F; 363–368 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Dimethylthiocarbamoyl chloride is an organosulfur compound with the formula (CH3)2NC(S)Cl. A yellow solid, it is often encountered as a yellow syrup. It is a key reagent in the synthesis of arylthiols via the Newman-Kwart rearrangement. [1]
Representative of other thiocarbamoyl chlorides, dimethylthiocarbamoyl chloride is electrophilic, serving as a source of R2NC(S)+. [2] It is analogous to dimethyl carbamoyl chloride (R2NC(O)Cl).
Dimethylthiocarbamoyl chloride is prepared by chlorination of the related tetramethylthiuram disulfide:
Dimethylthiocarbamoyl chloride reacts with
dithiocarbamates (R2NCS−
2) to give thiuram sulfides [R2NC(S)]2S. With methanethiolate, it gives
methyl dimethyldithiocarbamate (Me2NC(S)SMe).
![]() | |
Names | |
---|---|
Preferred IUPAC name
Dimethylcarbamothioyl chloride | |
Identifiers | |
PubChem
CID
|
|
UNII | |
Properties | |
C3H6ClNS | |
Molar mass | 123.60 g·mol−1 |
Appearance | yellow solid |
Melting point | 39–43 °C (102–109 °F; 312–316 K) |
Boiling point | 90–95 °C (194–203 °F; 363–368 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Dimethylthiocarbamoyl chloride is an organosulfur compound with the formula (CH3)2NC(S)Cl. A yellow solid, it is often encountered as a yellow syrup. It is a key reagent in the synthesis of arylthiols via the Newman-Kwart rearrangement. [1]
Representative of other thiocarbamoyl chlorides, dimethylthiocarbamoyl chloride is electrophilic, serving as a source of R2NC(S)+. [2] It is analogous to dimethyl carbamoyl chloride (R2NC(O)Cl).
Dimethylthiocarbamoyl chloride is prepared by chlorination of the related tetramethylthiuram disulfide:
Dimethylthiocarbamoyl chloride reacts with
dithiocarbamates (R2NCS−
2) to give thiuram sulfides [R2NC(S)]2S. With methanethiolate, it gives
methyl dimethyldithiocarbamate (Me2NC(S)SMe).