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Key Documents

641588

Sigma-Aldrich

Dodecyl methyl sulfoxide

98%

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About This Item

Empirical Formula (Hill Notation):
C13H28OS
CAS Number:
Molecular Weight:
232.43
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

mp

59-63 °C (lit.)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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"New odorless method for the Corey?Kim and Swern oxidations utilizing dodecyl methyl sulfide (Dod-S-Me)"
Ohsugi I-S, et al.
Tetrahedron, 59(42), 8393-8398 (2003)
"New odourless protocols for efficient Pauson?Khand annulations"
Brown.AJ, et al.
Organic & Biomolecular Chemistry, 3(13), 2396-2398 (2005)
"New non-volatile and odorless organosulfur compounds anchored on ionic liquids. Recyclable reagents for Swern oxidation"
He X and Chan HT
Tetrahedron, 62(14), 3389-3394 (2006)

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