Skip to Content
Merck
All Photos(3)

Key Documents

259527

Sigma-Aldrich

1,2-Dimethoxyethane

1,2-Dimethoxyethane
1 of 2 reviewers received a sample product or took part in a promotion

anhydrous, 99.5%, inhibitor-free

Synonym(s):

DME, mono-Glyme, Dimethylglycol, Ethylene glycol dimethyl ether, Monoglyme

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3OCH2CH2OCH3
CAS Number:
Molecular Weight:
90.12
Beilstein:
1209237
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.21
grade:
anhydrous
Assay:
99.5%
bp:
85 °C (lit.)
vapor pressure:
48 mmHg ( 20 °C)
Pricing and availability is not currently available.

grade

anhydrous

Quality Level

vapor density

3.1 (20 °C, vs air)

vapor pressure

48 mmHg ( 20 °C)

Assay

99.5%

form

liquid

autoignition temp.

396 °F

expl. lim.

10.4 %

impurities

<0.003% water
<0.005% water (100 mL pkg)

evapn. residue

<0.0005%

refractive index

n20/D 1.379 (lit.)

pH

7

bp

85 °C (lit.)

mp

−58 °C (lit.)

density

0.867 g/mL at 25 °C (lit.)

SMILES string

COCCOC

InChI

1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3

InChI key

XTHFKEDIFFGKHM-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

1,2-Dimethoxyethane may be used as a solvent in the following processes:
  • Synthesis of cyclic amines from amino alcohols via direct cyclodehydration.[1]
  • Stereoselective synthesis of trans-1,2-disubstituted alkenes from 1-phenyl-1H-tetrazol-5-yl sulfones and aldehydes in the presence of potassium or sodium hexamethyldisilazide.[2]
  • Synthesis of adamantylideneadamantane from 2-adamantanone via reductive coupling.[3]

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Flam. Liq. 2 - Repr. 1B - Skin Irrit. 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

41.0 °F - closed cup

Flash Point(C)

5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

One-Pot Preparation of Cyclic Amines from Amino Alcohols
Xu F and Simmons B
Organic Syntheses, 90, 251-251 (2013)
Algal oil extraction from wet biomass of Botryococcus braunii by 1, 2-dimethoxyethane.
Liu CZ, et al.
Applied Energy, 102, 971-974 (2013)
A stereoselective synthesis of trans-1, 2-disubstituted alkenes based on the condensation of aldehydes with metallated 1-phenyl-1H-tetrazol-5-yl sulfones
Blakemore PR, et al
Synlett, 1998(01), 26-28 (1998)
Reductive Coupling of Carbonyls to Alkenes: Adamantylideneadamantane
Fleming MP & McMurry JE
Organic Syntheses, 60, 113-113 (1981)
NMR Chemical Shifts of Common Laboratory Solvents as Trace Impurities.
Hugo E. Gottlieb et al.
The Journal of organic chemistry, 62(21), 7512-7515 (2001-10-24)

Articles

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Solid-state lithium fast-ion conductors are crucial for safer, high-energy-density all-solid-state batteries, addressing conventional battery limitations.

Questions

1–2 of 2 Questions  
  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

      Helpful?

  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

      Helpful?

Reviews

1 of 2 reviewers received a sample product or took part in a promotion
1–2 of 2 Reviews  

Active Filters

  1. Chapel Hill, NC
    • Reviews 3
    • Votes 2
    5 out of 5 stars.

    Excellent for cross couplings

    My cross couplings always work just a little better when ran in DME. Sigma products never fail to deliver when it comes to C-C bond formation.

    Helpful?

  2. Pasadena
    • Review 1
    • Votes 2
    5 out of 5 stars.

    Wow!

    Pure by NMR! No water! This is the real deal guys...

    Helpful?

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service