1-methoxy-2-(2-methoxyethoxy)ethane

• ChemBase ID: 2644
• Molecular Formular: C6H14O3
• Molecular Mass: 134.17356
• Monoisotopic Mass: 134.09429431
• SMILES: COCCOCCOC
• Canonical SMILES: COCCOCCOC
• InChI: InChI=1S/C6H14O3/c1-7-3-5-9-6-4-8-2/h3-6H2,1-2H3
• InChIKey: SBZXBUIDTXKZTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methoxy-2-(2-methoxyethoxy)ethane
• IUPAC Systematic name: 1-Methoxy-2-(2-methoxyethoxy)ethane
• IUPAC Traditional name: diglyme
• Synonyms: Di(2-methoxyethyl) ether; Diethylene glycol dimethyl ether; Diglyme; ‘Diglyme’; Diethylene glycol dimethyl ether; 1-Methoxy-2-(2-Methoxyethoxy)Ethane; Diglyme; 2-Methoxyethyl ether; Bis(2-methoxyethyl) ether; Dimethyldiglycol; DIETHYLENE GLYCOL DIMETHYL ETHER; 1,1'-Oxybis[2-methoxyethane]; Bis(2-methoxyethyl)Ether; 1,5-Dimethoxy-3-oxapentane; 1-(2-Methoxyethoxy)-2-methoxyethane; 2,5,8-Trioxanonane; Dimethyl Carbitol; Dimethyl Digol; Glyme 2; Glyme 3; Hisolve MDM; NSC 59726; 2-甲氧基乙基醚; `二甘醇二甲醚'; 二甲基卡必醇; 双(2-甲氧基乙基)醚; 二乙二醇二甲醚

Database IDs

• CAS Number: 111-96-6
• EC Number: 203-924-4
• MDL Number: MFCD00008503
• Beilstein Number: 1736101
• Merck Index: 143165
• PubChem SID: 24855523; 24845688; 24859294; 46506526; 24856987; 24896645; 160966093; 24859292
• PubChem CID: 8150
• CHEBI ID: 46784
• Chemspider ID: 13839575
• DrugBank ID: DB02935
• Unique Ingredient Identifier: M4BH3X0MVZ
• Wikipedia Title: Diglyme

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.030598419
• LogD (pH = 7.4): 0.030598419
• Log P: 0.030598419
• Molar Refractivity: 35.0995 cm^3
• Polarizability: 13.889778 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.12
• LOG S: -0.34
• Solubility (Water): 6.09e+01 g/l

PROPERTIES

Physical Property

• Solubility: miscible in water
• Apperance: APHA: ≤10
• Melting Point: -64 °C; -64 °C(lit.); -64°C; -64°C
• Boiling Point: 155 - 165 °C at 1013 hPa; 161-162°C; 162 °C(lit.); 162°C
• Flash Point: 134.6 °F; 51 °C (closed cup); 51°C(124°F); 57 °C; 57°C (134.6°F)
• Auto Ignition Point: 190 °C at 1013 hPa (DIN 51794); 370 °F
• Density: .943 - .945 g/cm^3 at 20 °C; 0.937 g/mL; 0.943 g/mL at 25 °C(lit.); 0.944
• Refractive Index: 1.4080; n20/D 1.408; n20/D 1.408(lit.)
• Vapor Pressure: 2.3 hPa at 20 °C; 3 mmHg ( 20 °C)
• Vapor Density: 4.6 (vs air)
• Absorption Wavelength: λ: 225 nm Amax: 1.00; λ: 240 nm Amax: 0.50; λ: 260 nm Amax: 0.20; λ: 280 nm Amax: 0.08; λ: 320-400 nm Amax: 0.01

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: KN3339000
• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1993; 3271; UN3271
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 3; III
• Australian Hazchem: 3Y
• Risk Statements: 60-61-10-19; R:10-68-36/37/38; R60 R61 R10 R19
• Safety Statements: 53-45; S:16-25-26-36/37/39-53; S53 S45
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS08
• GHS Signal Word: Danger
• Explode Limits: 17.4 %
• GHS Hazard statements: H226-H360FD; H360-H226
• GHS Precautionary statements: P201-P308 + P313; P210-P241-P280-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 3271 3/PG 3
• Supplemental Hazard Statements: May form explosive peroxides.

Product Information

• Purity: ≥99%; ≥99.0% (GC); ≥99.5% (GC); ≥99.7% (GC); 99%; 99%, stab. with 100ppm BHT; 99.5%
• Grade: absolute; analytical standard; anhydrous; puriss.; puriss. p.a.; purum; ReagentPlus®; spectrophotometric grade
• Evaporation Residue: <0.0005%; <0.001%
• Impurities: <0.005% water; <0.050% water; ≤0.005% peroxides (as H2O2); ≤0.1% water
• Cation Traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: over molecular sieve (H2O ≤0.005%)
• λ: H2O reference
• Linear Formula: (CH3OCH2CH2)2O

DETAILS

MP Biomedicals - 02150892

1 ml = approx. 0.94 g

DrugBank - DB02935

Drug information: experimental

Sigma Aldrich - 256390

Packaging
1, 2 L in glass bottle

Sigma Aldrich - 281662

Packaging
1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - M14102

Packaging
1, 4 L in glass bottle
20 L in steel drum
500 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - D446300

Solvent; it is used as reaction medium for Grignard and similar synthesis.

REFERENCES

• Aprotic solvent which has useful solvent power, e.g. for Sodium borohydride, 35788, and hence has been widely used for in situ generation of diborane and for many other hydride reactions. For use in the hydroboration of olefins with borane-triethylamine complex, see: Org. Synth. Coll., 7, 427 (1990).