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281662 Sigma-Aldrich

Diethylene glycol dimethyl ether

anhydrous, 99.5%

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

  • CAS Number 111-96-6

  • Linear Formula (CH3OCH2CH2)2O

  • Molecular Weight 134.17

  •  Beilstein/REAXYS Number 1736101

  •  EC Number 203-924-4

  •  MDL number MFCD00008503

  •  PubChem Substance ID 57648291

  •  NACRES NA.21

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Properties

Related Categories Anhydrous Solvents, Solvent Bottles, Solvent Packaging Options, Solvent by Application, Solvents,
Quality Level   100
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%
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

Description

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.

Packaging

1, 2 L in Sure/Seal™

100 mL in Sure/Seal™

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
EUH019
RIDADR 
UN 3271 3 / PGIII
WGK Germany 
WGK 1
RTECS 
KN3339000
Flash Point(F) 
134.6 °F - closed cup
Flash Point(C) 
57 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

Peer-Reviewed Papers
15

References

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