1,2-dimethoxyethane

• ChemBase ID: 1523
• Molecular Formular: C4H10O2
• Molecular Mass: 90.121
• Monoisotopic Mass: 90.06807956
• SMILES: COCCOC
• Canonical SMILES: COCCOC
• InChI: InChI=1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3
• InChIKey: XTHFKEDIFFGKHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2-dimethoxyethane
• IUPAC Traditional name: 1,2-dimethoxyethane
• Synonyms: 1,2-Dimethoxyethane; DME; glyme; Ethylene glycol dimethyl ether; dimethyl glycol; dimethyl cellosolve; Dimethoxyethane; 1,2-Dimethoxyethane; 1,2-Dimethoxyethane; Dimethylglycol; mono-Glyme; Monoglyme; ETHYLENE GLYCOL DIMETHYL ETHER; 1,2-DIMETHYLCYCLOHEXANE, ETHYLENE GLYCOL DIMETHYL ETHER; ETHYLENE GLYCOL DIMETHYL ETHER, ANHYDROSOLV GRADE; ETHYLENE GLYCOL DIMETHYL ETHER, CERTIFIED GRADE; 1,2-二甲氧基乙烷; 乙二醇二甲醚; 单甘醇二甲醚; 1,2-二甲氧基乙烷

Database IDs

• CAS Number: 110-71-4
• EC Number: 203-794-9
• MDL Number: MFCD00008502
• Beilstein Number: 1209237
• Merck Index: 143224
• PubChem SID: 24894481; 24864043; 46505078; 24855522; 24858594; 24886398; 160964980; 24855712
• PubChem CID: 8071
• Chemspider ID: 13854808
• Wikipedia Title: Dimethoxyethane

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.077573925
• LogD (pH = 7.4): 0.077573925
• Log P: 0.077573925
• Molar Refractivity: 24.056 cm^3
• Polarizability: 9.497826 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.03
• LOG S: 0.3
• Solubility (Water): 1.81e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; miscible in water
• Apperance: Colorless liquid
• Melting Point: -58 °C(lit.); -58°C; -69°C
• Boiling Point: 84-86°C; 85 °C; 85 °C(lit.); 85°C
• Flash Point: −2 °C; 0°C; 41 °F; 5 °C; -6°C(21°F)
• Auto Ignition Point: 396 °F
• Density: 0.867; 0.867 g/ml; 0.867 g/mL at 25 °C(lit.); 0.8683 g/cm^3
• Refractive Index: 1.3800; n20/D 1.379; n20/D 1.379(lit.); n20/D 1.380
• Vapor Pressure: 48 mm Hg at 20 °C; 48 mmHg ( 20 °C)
• Vapor Density: 3.1 (20 °C, vs air)
• Absorption Wavelength: λ: 220 nm Amax: 1.00; λ: 235 nm Amax: 1.0; λ: 250 nm Amax: 0.20; λ: 260 nm Amax: 0.1; λ: 300 nm Amax: 0.03; λ: 350 nm Amax: 0.01; λ: 350-400 nm Amax: 0.01
• Hydrophobicity(logP): -0.21 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: 2-8°C, Store Under Nitrogen
• RTECS: KI1451000
• European Hazard Symbols: Flammable (F); Flammable (F); Repr. Cat. 2; Toxic (T); Toxic (T); Harmful (Xn)
• UN Number: 2252; UN2252
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Australian Hazchem: 2YE
• Risk Statements: 60-61-11-19-20; R:10-19-20; R60, R61, R11, R19, R20
• Safety Statements: 53-45; S:16-24/25; S53, S45
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 127
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  3

  2

  2
• Explode Limits: 10.4 %
• GHS Hazard statements: H225-H332-H360FD; H225-H360-H332
• GHS Precautionary statements: P201-P210-P308 + P313; P210-P241-P261-P303+P361+P353-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2252 3/PG 2
• Supplemental Hazard Statements: May form explosive peroxides.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); ≥99%; ≥99.0%; ≥99.5% (GC); ≥99.7% (GC); 99.5%; 99.9%; 99+%, stab. with BHT
• Grade: analytical standard; anhydrous; CHROMASOLV®; for HPLC; purification grade; puriss.; purum; ReagentPlus®; SAJ first grade; spectrophotometric grade
• Evaporation Residue: <0.0005%; ≤0.0005%; ≤0.001%
• Impurities: <0.003% water; <0.005% water(100 mL pkg); <0.030% water; <0.050% water; ≤0.003% water; ≤0.1% water; ≤0.5% water
• Contains: ~0.01% 2,6-di-tert-butyl-4-methylphenol as stabilizer
• Shelf Life: (limited shelf life, expiry date on the label)
• Purified By: glass distillation
• Quality: dried over molecular sieve (H2O ≤0.005%)
• λ: 1 cm path, H2O reference; H2O reference
• Linear Formula: CH3OCH2CH2OCH3

DETAILS

MP Biomedicals - 02151090

1 ml = approx. 0.87 g

MP Biomedicals - 05215046

MP Biomedicals Rare Chemical collection

DrugBank - DB01749

• Drug Groups: experimental
• External Links: Wikipedia

Sigma Aldrich - 259527

Packaging
1, 6×1, 2 L in Sure/Seal™
10 L in ss drum
View returnable container options.
100, 12×100 mL in Sure/Seal™
18 L in Pure-Pac™ 1

Sigma Aldrich - 256382

包装
2 L in glass bottle

Sigma Aldrich - E27408

Application
Solvent commonly employed in organometallic reactions,1 particularly organolithium reactions.2 May also function as a ligand.3
Packaging
1, 4 L in glass bottle
100, 500 mL in glass bottle
20 L in steel drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 307432

Packaging
1, 2 L in glass bottle
100 mL in glass bottle
Legal Information
CHROMASOLV is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

REFERENCES

• Solvent for lithiations and metal hydride reductions.
• Recommended solvent for the Schmidt reaction of ketones with hydrazoic acid, avoiding potential hazards reported with the more usual chlorinated solvents, particularly chloroform. The hydrazoic acid is generated in situ from NaN₃ and methanesulfonic acid: Tetrahedron, 52, 1609 (1996).