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M14102

Sigma-Aldrich

Diethylene glycol dimethyl ether

ReagentPlus®, 99%

Synonym(s):

2-Methoxyethyl ether, Bis(2-methoxyethyl) ether, Dimethyldiglycol, ‘Diglyme’

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About This Item

Linear Formula:
(CH3OCH2CH2)2O
CAS Number:
111-96-6
Molecular Weight:
134.17
Beilstein:
1736101
EC Number:
203-924-4
MDL number:
MFCD00008503
UNSPSC Code:
12352112
PubChem Substance ID:
329817875
NACRES:
NA.21
grade:
reagent
bp:
162 °C (lit.)
vapor pressure:
3 mmHg ( 20 °C)
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grade

reagent

Quality Level

100

vapor density

4.6 (vs air)

vapor pressure

3 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99%

form

liquid

autoignition temp.

370 °F

expl. lim.

17.4 %

dilution

(for general lab use)

color

APHA: ≤10

refractive index

n20/D 1.408 (lit.)

pH

7 (20 °C)

bp

162 °C (lit.)

mp

−64 °C (lit.)

density

0.944 g/mL at 20 °C (lit.)
0.939 g/mL at 25 °C (lit.)

SMILES string

COCCOCCOC

InChI

1S/C6H14O3/c1-7-3-5-9-6-4-8-2/h3-6H2,1-2H3

InChI key

SBZXBUIDTXKZTM-UHFFFAOYSA-N

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General description

Diethylene glycol dimethyl ether (diglyme), a hydrophilic ether,[1] is an electron-donor solvent.[2] Its toxicity has been assessed.[3] The effect of complexation of diglyme with lithium trifluoromethanesulfonate on the conformation has been investigated.[4] It is reported to enhance the ability of KF-MeOH-Al2O3 (potassium fluoride-methanol-alumina) reagent to replace halogen with methoxy groups in 5,8-dihydroxy-2,3-dichloro-1,4-naphthoquinones.[2]

Application

Diethylene glycol dimethyl ether may be used as a solvent to form a solution of sodium pentaphosphacyclopentadienide.[5]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Danger

Hazard Statements

H226,H360FD

Hazard Classifications

Flam. Liq. 3 - Repr. 1B

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

134.6 °F - closed cup

Flash Point(C)

57 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS5988
SHBR4710
SDBB0591
SHBR9386
SHBS0991

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C J Price et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 8(1), 115-126 (1987-01-01)
Diethylene glycol dimethyl ether (diEGdiME) is structurally related to several compounds which produce reproductive and developmental toxicity, including teratogenicity in laboratory animals. In the present study, diEGdiME (0, 62.5, 125, 250, or 500 mg/kg/day) was administered by gavage in distilled
Conformational changes in diethylene glycol dimethyl ether and poly (ethylene oxide) induced by lithium ion complexation.
Frech R and Huang W.
Macromolecules, 28(4), 1246-1251 (1995)
A new method for the preparation of solution of sodium pentaphosphacyclopentadienide.
Milyukov VA, et al.
Russian Chemical Bulletin, 55(7), 1297-1299 (2006)
Catalytic activity of diethylene glycol dimethyl ethers in conversion of 6,7-dichloro-3-ethyl-2-ethoxynaphthazarine into echinochrome trimethyl ether.
Kochergina TY and Anufriev VF.
Russ. J. Org. Chem., 38(4), 534-537 (2002)
Simultaneous determination of six hydrophilic ethers at trace levels using coconut charcoal adsorbent and gas chromatography/mass spectrometry.
Stepien DK and Puttmann W.
Analytical and Bioanalytical Chemistry, 405(5), 1743-1751 (2013)
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Questions

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  1. 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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  2. 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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