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41640

Sigma-Aldrich

Dimethyl sulfoxide

puriss. p.a., ACS reagent, ≥99.9% (GC)

Synonym(s):

DMSO

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About This Item

Linear Formula:
(CH3)2SO
CAS Number:
Molecular Weight:
78.13
Beilstein:
506008
EC Number:
MDL number:
UNSPSC Code:
12191502
PubChem Substance ID:
NACRES:
NA.21
technique(s):
GC/GC: suitable
bp:
189 °C (lit.)
vapor pressure:
0.42 mmHg ( 20 °C)
Pricing and availability is not currently available.

grade

ACS reagent
puriss. p.a.

Quality Level

vapor density

2.7 (vs air)

vapor pressure

0.42 mmHg ( 20 °C)

Assay

≥99.9% (GC)

form

liquid

autoignition temp.

573 °F

expl. lim.

42 %, 63 °F

technique(s)

GC/GC: suitable

impurities

≤0.001% free acid (as CH3COOH)
≤0.1% water

evapn. residue

≤0.005%

refractive index

n20/D 1.479 (lit.)
n20/D 1.479

bp

189 °C (lit.)

mp

16-19 °C (lit.)
18-20 °C

density

1.10 g/mL (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.5 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤1 mg/kg
Ni: ≤0.5 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

SMILES string

CS(C)=O

InChI

1S/C2H6OS/c1-4(2)3/h1-2H3

InChI key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

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General description

Dimethyl sulfoxide (DMSO) is a polar solvent.[1] DMSO activated by electrophile (oxalyl chloride) has been used to oxidize various alcohols (primary, secondary, allylic, benzylic, hindered and bicyclic). Carbonyl compounds are formed as reaction products.[2] It has been proposed as an alternate solvent for methyl cellosolve for use in ninhydrin reaction, due to its high stability.[3]

Application


  • Modification of gelatin by reaction with 1,6-diisocyanatohexane.: This study focuses on the modification of biopolymers using chemical agents, which could be relevant in contexts where DMSO is used as a reaction solvent ( Bertoldo et al., 2007).

  • Characterization of O-acetyl-(4-O-methylglucurono)xylan isolated from birch and beech.: This research characterizes specific wood-derived xylans, potentially enhancing understanding of such biopolymers when dissolved in DMSO for analytical studies ( Teleman et al., 2002).

Caution

Supercools easily and remelts slowly at room temperature. Solidified product can be re-liquified by warming to room temperature without detriment to the product.

Other Notes

For information on dimethyl sulfoxide miscibility, please visit the following link:
Dimethyl Sulfoxide Miscibility/Immiscibility Table
Use as reagent in synthesis[4]

related product

Product No.
Description
Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup


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Birgit Dreier et al.
Methods in molecular biology (Clifton, N.J.), 805, 261-286 (2011-11-19)
Ribosome display has proven to be a powerful in vitro selection and evolution method for generating high-affinity binders from libraries of folded proteins. It has been successfully applied to single-chain Fv fragments of antibodies and alternative scaffolds, such as Designed
A.J. Mancuso et al.
Synthesis, 165-165 (1981)
Oxidation of alcohols by ?activated? dimethyl sulfoxide. A preparative, steric and mechanistic study.
Omura K and Swern D.
Tetrahedron, 34(11), 1651-1660 (1978)
A RAPID PERMETHYLATION OF GLYCOLIPID, AND POLYSACCHARIDE CATALYZED BY METHYLSULFINYL CARBANION IN DIMETHYL SULFOXIDE.
S HAKOMORI
Journal of biochemistry, 55, 205-208 (1964-02-01)
Amino acid analysis: aqueous dimethyl sulfoxide as solvent for the ninhydrin reaction.
S Moore
The Journal of biological chemistry, 243(23), 6281-6283 (1968-12-10)

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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