ethyl 2,2-diethoxyacetate

• ChemBase ID: 74057
• Molecular Formular: C8H16O4
• Molecular Mass: 176.21024
• Monoisotopic Mass: 176.10485899
• SMILES: O(C(C(=O)OCC)OCC)CC
• Canonical SMILES: CCOC(=O)C(OCC)OCC
• InChI: InChI=1S/C8H16O4/c1-4-10-7(9)8(11-5-2)12-6-3/h8H,4-6H2,1-3H3
• InChIKey: XCLBIKIQSCTANZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2,2-diethoxyacetate
• IUPAC Traditional name: ethyl 2,2-diethoxyacetate
• Synonyms: Glyoxylic acid ethyl ester diethyl acetal; Ethyl diethoxyacetate; 2,2-Diethoxy-acetic Acid Ethyl Ester; Ethyl-2,2-diethoxyacetate; Ethyl diethoxyacetate; ethyl 2,2-diethoxyacetate; Diethoxyacetic acid ethyl ester; Ethyl glyoxylate diethyl acetal; 乙醛酸乙酯二乙缩醛; 二乙氧基乙酸乙酯

Database IDs

• CAS Number: 6065-82-3
• EC Number: 227-999-8
• MDL Number: MFCD00009231
• Beilstein Number: 878579
• PubChem SID: 24859010; 162038976; 24847835
• PubChem CID: 80169

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1732374
• LogD (pH = 7.4): 1.1732374
• Log P: 1.1732374
• Molar Refractivity: 44.0616 cm^3
• Polarizability: 17.6748 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Liquid
• Boiling Point: 198-200°C; 199 °C(lit.); 199°C; 34-40°C/Oil Pump
• Flash Point: 163.4 °F; 73 °C; 73°C; 85°C(185°F)
• Density: 0.985; 0.985 g/mL at 25 °C(lit.); 0.988
• Refractive Index: 1.4100; n20/D 1.410; n20/D 1.410(lit.)
• Hydrophobicity(logP): 1.158

Safety Information

• Storage Warning: Irritant
• German water hazard class: 2
• TSCA Listed: 是
• GHS Hazard statements: H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95.0% (GC); 95%; 97%; 97+%
• Grade: purum
• Linear Formula: (C2H5O)2CHCOOC2H5

DETAILS

MP Biomedicals - 05213343

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 128244

Packaging
5, 25, 100 g in glass bottle

Toronto Research Chemicals - E916200

By-product in the synthesis of Ethyl-2-(diethoxyphosphoryl)-2-hydroxyacetate.

REFERENCES

• Schmidt, U., et al.: Synthesis, 1138 (1994)
• Ethyl glyoxylate equivalent. Lithiation, e.g. with lithium diethylamide, provides a useful 2-carbon fragment: Tetrahedron Lett., 4551 (1975). Reaction with the bis-Grignard from 1,4-dibromobutane gives 1-(diethoxymethyl)cyclopentanol: Canad. J. Chem., 66, 168 (1988). See also Methyl dimethoxyacetate, A12171.