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Merck

259527

1,2-Dimethoxyethane

anhydrous, 99.5%, inhibitor-free

Synonym(s):

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

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About This Item

Linear Formula:
CH3OCH2CH2OCH3
CAS Number:
110-71-4
Molecular Weight:
90.12
UNSPSC Code:
12352112
NACRES:
NA.21
PubChem Substance ID:
57648156
EC Number:
203-794-9
Beilstein/REAXYS Number:
1209237
MDL number:
MFCD00008502
grade:
anhydrous
assay:
99.5%
bp:
85 °C (lit.)
vapor pressure:
48 mmHg ( 20 °C)

Product Name

1,2-Dimethoxyethane, anhydrous, 99.5%, inhibitor-free

InChI key

XTHFKEDIFFGKHM-UHFFFAOYSA-N

InChI

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

SMILES string

COCCOC

grade

anhydrous

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.)

Quality Level

100

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Application

1,2-Dimethoxyethane may be used as a solvent in the following processes:
  • Synthesis of cyclic amines from amino alcohols via direct cyclodehydration.
  • 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.
  • Synthesis of adamantylideneadamantane from 2-adamantanone via reductive coupling.

Packaging

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Danger

Hazard Classifications

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

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

41.0 °F - closed cup

flash_point_c

5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT3984
SHBT3983
SHBT1210
SHBS9213
SHBS7593

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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)
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)
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)
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