Chemistry:Chloromethyl methyl sulfide
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Names | |
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Other names
methylthiomethyl chloride; MTMCl
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
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PubChem CID
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Properties | |
C2H5ClS | |
Molar mass | 96.57 g·mol−1 |
Appearance | colorless liquid |
Density | 1.1773 g cm−3 |
Boiling point | 107 °C (225 °F; 380 K) 750 mmHg |
Hazards | |
GHS pictograms | |
GHS Signal word | Danger |
H225, H315, H319, H335 | |
P210, P233, P240, P241, P242, P243, P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P303+361+353, P304+340, P305+351+338, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P370+378, P403+233, P403+235, P405, P501 | |
Related compounds | |
Related compounds
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Dimethyl sulfide; 2-Chloroethyl ethyl sulfide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Chloromethyl methyl sulfide is the organosulfur compound with the formula ClCH
2SCH
3. In terms of functional groups, it is a thioether and an alkyl chloride. The compound is structurally related to sulfur mustards, i.e., it is a potentially hazardous alkylating agent. The compound finds some use in organic chemistry as a protecting group. In the presence of base, it converts carboxylic acids (RCO2H) to esters RCO
2CH
2SCH
3.[2] The compound is prepared by treatment of dimethylsulfide with sulfuryl chloride.[3]
References
- ↑ "Chloromethyl methyl sulfide" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/16916#section=Safety-and-Hazards.
- ↑ Tsai, Yeun-Min (2001). "Chloromethyl Methyl Sulfide". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rc119. ISBN 0471936235.
- ↑ Bordwell, F. G.; Pitt, Burnett M. (1955). "The Formation of α-Chloro Sulfides from Sulfides and from Sulfoxides". Journal of the American Chemical Society 77 (3): 572–577. doi:10.1021/ja01608a016.
Original source: https://en.wikipedia.org/wiki/Chloromethyl methyl sulfide.
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