methyl 2,2-dimethoxyacetate

• ChemBase ID: 110051
• Molecular Formular: C5H10O4
• Molecular Mass: 134.1305
• Monoisotopic Mass: 134.0579088
• SMILES: COC(OC)C(=O)OC
• Canonical SMILES: COC(=O)C(OC)OC
• InChI: InChI=1S/C5H10O4/c1-7-4(6)5(8-2)9-3/h5H,1-3H3
• InChIKey: NZTCVGHPDWAALP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,2-dimethoxyacetate
• IUPAC Traditional name: methyl 2,2-dimethoxyacetate
• Synonyms: methyl 2,2-dimethoxyacetate; Dimethoxyacetic acid methyl ester; Glyoxylic acid dimethyl acetal methyl ester; Glyoxylic acid methyl ester dimethyl acetal; Methyl dimethoxyacetate; METHYL DIMETHOXYACETATE; 2,2-二甲氧基乙酸甲酯; 二甲氧基乙酸甲酯

Database IDs

• CAS Number: 89-91-8
• EC Number: 201-950-0
• MDL Number: MFCD00008484
• Beilstein Number: 1757582
• PubChem SID: 162095782; 24857724
• PubChem CID: 66647

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.10281362
• LogD (pH = 7.4): 0.10281362
• Log P: 0.10281362
• Molar Refractivity: 29.8158 cm^3
• Polarizability: 12.218272 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 160-163°C; 67 °C/18 mmHg(lit.)
• Flash Point: 152.6 °F; 63°C(145°F); 67 °C
• Density: 1.096 g/mL at 25 °C(lit.); 1.098
• Refractive Index: 1.4050; n20/D 1.405(lit.)
• Hydrophobicity(logP): -0.429

Safety Information

• Storage Warning: Moisture Sensitive
• German water hazard class: 3
• TSCA Listed: 是
• GHS Hazard statements: H227
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%; 97+%
• Linear Formula: (CH3O)2CHCOOCH3

DETAILS

MP Biomedicals - 05213534

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 294632

Packaging
25 g in glass bottle
Application
Lithium enolate precursor.1 Acylating reagent for cycloalkanone enolates2 and amino alcohols.3

REFERENCES

• Addition of the Li derivative to carbonyl compounds provides a route to 2,2-dimethoxy-3-hydroxy esters: Tetrahedron Lett., 2825 (1977). Similarly, alkylation gives the acetals of ɑ-keto esters: Synthesis, 33 (1979). See also Ethyl diethoxyacetate, L00390.