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472301

Sigma-Aldrich

Dimethyl sulfoxide

ACS reagent, ≥99.9%

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

grade

ACS reagent

Quality Level

vapor density

2.7 (vs air)

vapor pressure

0.42 mmHg ( 20 °C)

Assay

≥99.9%

form

liquid

autoignition temp.

573 °F

expl. lim.

42 %, 63 °F

impurities

≤0.001 meq/g Titr. acid
≤0.1% water

evapn. residue

≤0.01%

color

clear colorless

refractive index

n20/D 1.479 (lit.)

bp

189 °C (lit.)

mp

16-19 °C (lit.)

density

1.10 g/mL (lit.)

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 is an organosulfur, commonly used as a polar solvent that can dissolve a wide range of polar and non-polar compounds. It is also utilized as a reaction reagent in several well-known processes, including swern oxidation, 2a pfitzner-moffatt oxidation, 2b, and the corey-chaykovsky reaction.

Application

Dimethyl sulfoxide (DMSO) has been used:
  • in the preparation of ethyl 4-[18F]fluorobenzoate.
  • in the culture medium for 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT) assay.
  • as a solvent in chemical synthesis.
  • to dissolve and prepare stock solutions of small molecules, drugs, and chemical compounds for various assays and experiments.

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup


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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  1. What is the molarity of DMSO?

    DMSO will have a molarity of 14.1M, based on a density of 1.1 g/mL and a molecular weight of 78.13 g/mol.

  2. What is the DMSO dissolved in?

    DMSO is not dissolved in any solvent. It is a pure chemical compound that is a liquid at room temperature.

  3. Where does DMSO come from?

    DMSO is known to have been isolated from tree bark in the past. It is now a commericially synthesized solvent.

  4. Does DMSO have any synthetic utility?

    DMSO has been used to oxidize thiols and disulfides to sulfonic acids, hydrolysis of epoxides, thioalkylation of phenols, and oxidation of primary alcohols and halides, and esters of primary alcohols to aldehydes.

  5. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  6. Dimethyl sulfoxide (DMSO) should be a liquid.  Why did it arrive as a solid?

    DMSO supercools easily, and re-melts slowly at room temperature. The melting point is 16-19 °C. The solidified product can be re-liquefied by warming to room temperature without detriment to the product.

  7. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. Is Dimethyl sulfoxide a sterile product?

    No, this product is not considered sterile.  Product Nos. D2560 and D2438 are sterile-filtered.

  10. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  11. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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The applications of dimethyl sulfoxide as reagent in organic synthesis
Xiao-Feng W, et al.
Advanced Synthesis & Catalysis, 358, 336-352 (2016)
Dimethyl sulfoxide extraction method for the liquid chromatographic analysis of microencapsulated vitamin D3
Richard P J, et al.
Journal of Agricultural and Food Chemistry, 45, 1784-1786 (1997)
Oxidation of alcohols by ?activated? dimethyl sulfoxide. A preparative, steric and mechanistic study.
Omura K and Swern D.
Tetrahedron, 34(11), 1651-1660 (1978)
P Roy et al.
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Articles

Substances are said to be miscible in one another if they dissolve to form a uniform solution. Bookmark or download our miscibility table for common lab solvents.

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