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assay
98%
form
solid
mp
59-63 °C (lit.)
functional group
sulfoxide
SMILES string
CCCCCCCCCCCCS(C)=O
InChI
1S/C13H28OS/c1-3-4-5-6-7-8-9-10-11-12-13-15(2)14/h3-13H2,1-2H3
InChI key
CJPDBKNETSCHCH-UHFFFAOYSA-N
General description
Dodecyl methyl sulfoxide can be synthesized via oxidation of dodecyl methyl sulfide with sodium periodate.
Application
Dodecyl methyl sulfoxide can be used as a substitute for dimethyl sulfoxide in Swern oxidation of primary allylic and benzylic alcohols to the corresponding aldehydes and secondary alcohols to the corresponding ketones.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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"New odorless method for the Corey?Kim and Swern oxidations utilizing dodecyl methyl sulfide (Dod-S-Me)"
Tetrahedron, 59(42), 8393-8398 (2003)
"New non-volatile and odorless organosulfur compounds anchored on ionic liquids. Recyclable reagents for Swern oxidation"
Tetrahedron, 62(14), 3389-3394 (2006)
"New odourless protocols for efficient Pauson?Khand annulations"
Organic & Biomolecular Chemistry, 3(13), 2396-2398 (2005)
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