(diethoxymethoxy)benzene

• ChemBase ID: 138754
• Molecular Formular: C11H16O3
• Molecular Mass: 196.24294
• Monoisotopic Mass: 196.10994437
• SMILES: CCOC(OCC)Oc1ccccc1
• Canonical SMILES: CCOC(Oc1ccccc1)OCC
• InChI: InChI=1S/C11H16O3/c1-3-12-11(13-4-2)14-10-8-6-5-7-9-10/h5-9,11H,3-4H2,1-2H3
• InChIKey: QTURWMMVIIBRRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (diethoxymethoxy)benzene
• IUPAC Traditional name: (diethoxymethoxy)benzene
• Synonyms: Diethyl phenyl orthoformate; Orthoformic acid diethyl phenyl ester; 二乙基苯基甲烷; 二乙基苯基原甲酸酯

Database IDs

• CAS Number: 14444-77-0
• EC Number: 238-421-9
• MDL Number: MFCD00009228
• Beilstein Number: 1872634
• PubChem SID: 24886839; 162233005
• PubChem CID: 84440

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.1480825
• LogD (pH = 7.4): 3.1480825
• Log P: 3.1480825
• Molar Refractivity: 54.3443 cm^3
• Polarizability: 21.592882 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -26°C
• Boiling Point: 103-104 °C/10 mmHg(lit.); 103-104°C/10mm
• Flash Point: 149 °F; 65 °C; 65°C(149°F)
• Density: 1.014 g/mL at 25 °C(lit.); 1.015
• Refractive Index: 1.4810; n20/D 1.480; n20/D 1.480(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38
• Safety Statements: 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97%; ≥97.0%; 97%
• Linear Formula: CH(OC2H5)2OC6H5

DETAILS

Sigma Aldrich - 75525

Other Notes
Reagent for the diethoxymethylation of Grignard reagents1
Packaging
50 mL in glass bottle

REFERENCES

• Reacts with Grignard reagents to give aldehyde acetals in good yield: Chem. Ber., 103, 643 (1970). For application to acetylenic Grignards, see: J. Org. Chem., 49, 2031 (1984).