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Merck
CN

281662

Diethylene glycol dimethyl ether

anhydrous, 99.5%

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
UNSPSC Code:
12352112
NACRES:
NA.21
PubChem Substance ID:
57648291
EC Number:
203-924-4
Beilstein/REAXYS Number:
1736101
MDL number:
MFCD00008503
Assay:
99.5%
Grade:
anhydrous
Bp:
162 °C (lit.)
Vapor pressure:
3 mmHg ( 20 °C)

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InChI key

SBZXBUIDTXKZTM-UHFFFAOYSA-N

InChI

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

SMILES string

COCCOCCOC

grade

anhydrous

vapor density

4.6 (vs air)

vapor pressure

3 mmHg ( 20 °C)

assay

99.5%

form

liquid

autoignition temp.

370 °F

expl. lim.

17.4 %

impurities

<0.005% water

evapn. residue

<0.0005%

Quality Level

100

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.)

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General description

Diethylene glycol dimethyl ether is a hydrophilic electron-donor solvent.

Application

Diethylene glycol dimethyl ether may be used as a solvent in the following processes:
  • Synthesis of 3,5-dinitrobenzaldehyde via reduction of 3,5-dinitrobenzoyl chloride using lithium aluminum tri-tert-butoxyhydride.
  • Copper-catalyzed cross-coupling of iodoarenes with 4-[2,2,2-trifluoro-1-(trimethylsilyloxy)ethyl]morpholine to form the corresponding trifluoromethyl arenes.
  • Conversion of olefins (for eg: (±)-α-pinene) to primary amines (3-pinanamine) via hydroboration-amination reaction.

pictograms

FlameHealth hazard
GHS02,GHS08

signalword

Danger

Hazard Classifications

Flam. Liq. 3 - Repr. 1B

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBT1746
SHBT1927
SHBT1743
SHBS7381
SHBS2573

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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)
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)
3, 5-Dinitrobenzaldehyde
Siggins JE, et al
Organic Syntheses, 53, 52-52 (1973)
Kun Xue et al.
Biomaterials science, 8(3), 926-936 (2019-12-14)
Transparency is an important criterion for the application of biomaterials to the eye and essential for use as a vitreous substitute. However, there is a lack of understanding on the features of transparent hydrogels and the boundaries of transparency of
Boranes in Functionalization of Olefins to Amines: 3-Pinanamine
Organic Syntheses, 58, 32-32 (1978)
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