| 词条 | Dimethylthiocarbamoyl chloride |
| 释义 |
| ImageFile = Me2NCSCl.svg | ImageSize = 132 | ImageAlt = | IUPACName = | OtherNames = |Section1={{Chembox Identifiers | CASNo = 16420-13-6 | PubChem = 24848243 | SMILES = }} |Section2={{Chembox Properties | C=3|H=6|N=1|S=1|Cl=1 | MolarMass = | Appearance = yellow solid | Density = | MeltingPtC = 39-43 | BoilingPtC = 90-95 | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }}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] Synthesis and reactionsRepresentative of other thiocarbamoyl chlorides, dimethylthiocarbamoyl chloride is electrophilic, serving as a source of R2NC(S)+.[2] It is analogous to dimethylcarbamoyl chloride (R2NC(O)Cl). Dimethylthiocarbamoyl chloride is prepared by chlorination of the related tetramethylthiuram disulfide: [Me2NC(S)]2S2 + 3 Cl2 → 2 Me2NC(S)Cl + 2 SCl2 Dimethylthiocarbamoyl chloride reacts with dithiocarbamates (R2NCS{{su|b=2|p=−}}) to give thiuram sulfides [R2NC(S)]2S. With methanethiolate, it gives methyl dimethyldithiocarbamate (Me2NC(S)SMe). References1. ^{{cite journal|title=Thiophenols from Phenols: 2-Naphthalenethiol|authors=Melvin S. Newman, Frederick W. Hetzel|journal=Org. Synth.|year=1971|volume=51|page=139|doi=10.15227/orgsyn.051.0139}} 2. ^R. J. Cremlyn “An Introduction to Organosulfur Chemistry” John Wiley and Sons: Chichester (1996). {{ISBN|0 471 95512 4}} 1 : Thiochlorides |
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