(ethoxymethoxy)ethane

• ChemBase ID: 152621
• Molecular Formular: C5H12O2
• Molecular Mass: 104.14758
• Monoisotopic Mass: 104.08372962
• SMILES: CCOCOCC
• Canonical SMILES: CCOCOCC
• InChI: InChI=1S/C5H12O2/c1-3-6-5-7-4-2/h3-5H2,1-2H3
• InChIKey: KLKFAASOGCDTDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (ethoxymethoxy)ethane
• IUPAC Traditional name: diethoxymethane
• Synonyms: Diethoxymethane; Ethylal; Formaldehyde diethyl acetal; DEM; Formaldehyde diethyl acetal; Diethoxymethane; 二乙氧基甲烷; 甲醛缩二乙醇; 二乙醇缩甲醛; 二乙醇缩甲醛; 二乙氧基甲烷

Database IDs

• CAS Number: 462-95-3
• EC Number: 207-330-6
• MDL Number: MFCD00009246
• Beilstein Number: 1697253
• PubChem SID: 24878318; 162246765; 24871300
• PubChem CID: 10024

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9012908
• LogD (pH = 7.4): 0.9012908
• Log P: 0.9012908
• Molar Refractivity: 28.3627 cm^3
• Polarizability: 11.331112 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -66°C
• Boiling Point: 87-88 °C(lit.); 87-88°C
• Flash Point: 23 °F; -5 °C; -5°C(23°F)
• Auto Ignition Point: 346 °F
• Density: 0.831; 0.831 g/mL at 25 °C(lit.)
• Refractive Index: 1.3740; n20/D 1.373(lit.); n20/D 1.374
• Vapor Pressure: 60 mmHg ( 25 °C)
• Vapor Density: 3.6 (vs air)

Safety Information

• RTECS: PA8500000
• European Hazard Symbols: Flammable (F); X; Irritant (Xi)
• UN Number: 2373; UN2373
• German water hazard class: 1; 2
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-21-36/37/38; 11-36/37/38
• Safety Statements: 16-26-36; 9-16-23-26-33-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H311-H315-H319-H335; H225-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338; P210-P303+P361+P353-P305+P351+P338-P361-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 2373 3/PG 2

Product Information

• Purity: ≥98.0% (GC); ≥99.0% (GC); 99%, stab. with 100ppm BHT; 99.7%
• Grade: absolute; purum
• Contains: 50-150 ppm BHT as stabilizer
• Quality: over molecular sieve (H2O ≤0.01%)
• Linear Formula: CH2(OC2H5)2

DETAILS

Sigma Aldrich - 47675

Packaging
100, 500 mL in Sure/Seal™

Sigma Aldrich - 538280

Packaging
2, 2.5, 4 L in glass bottle
500 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Useful ether solvent because of its limited solubility in water and ease of drying by azeotropic distillation, low viscosity even at low temperatures, relatively low tendency to form peroxides, and compatibility with strong bases. Possible uses include organometallic and phase-transfer reactions.
• Non-carcinogenic alternative to chloromethyl ethyl ether for ethoxymethylation of alcohols and phenols: Synthesis, 794 (1981), or amines: Chem. Pharm. Bull., 34, 150 (1986).
• Can also act as a convenient formaldehyde substitute (compare Dimethoxymethane, A12055).