4,4-dimethoxybutan-2-one

• ChemBase ID: 70469
• Molecular Formular: C6H12O3
• Molecular Mass: 132.15768
• Monoisotopic Mass: 132.07864424
• SMILES: CC(=O)CC(OC)OC
• Canonical SMILES: COC(CC(=O)C)OC
• InChI: InChI=1S/C6H12O3/c1-5(7)4-6(8-2)9-3/h6H,4H2,1-3H3
• InChIKey: PJCCSZUMZMCWSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-dimethoxybutan-2-one
• IUPAC Traditional name: 2-butanone, 4,4-dimethoxy-
• Synonyms: 4,4-Dimethoxybutan-2-one; Acetoacetaldehyde dimethyl acetal; Acetylacetaldehyde dimethyl acetal; ACETYLACETALDEHYDE DIMETHYLACETAL; 3-Oxobutyraldehyde dimethylacetal; 4,4-Dimethoxy-2-butanone; Acetylacetaldehyde dimethylacetal; 4,4-Dimethoxy-2-butanone; 3-Oxobutyraldehyde dimethylacetal; Acetylacetaldehyde dimethyl acetal; 3-Ketobutyraldehyde dimethyl acetal; 3-Oxobutyraldehyde dimethyl acetal; 乙酰基乙醛缩二甲醇; 3-丁酮乙酰乙醛二甲缩醛; 3-氧代丁醛二甲缩醛; 4,4-二甲氧基-2-丁酮; 乙酰乙醛缩二甲醇; 4,4-二甲氧基-2-丁酮; 3-氧代丁醛二甲缩醛

Database IDs

• CAS Number: 5436-21-5
• EC Number: 226-605-1
• MDL Number: MFCD00008789
• Beilstein Number: 1702372
• PubChem SID: 24863716; 24886887; 162036185
• PubChem CID: 228548

CALCULATED PROPERTIES

• Acid pKa: 17.396196
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.44807357
• LogD (pH = 7.4): 0.44807357
• Log P: 0.44807357
• Molar Refractivity: 33.1287 cm^3
• Polarizability: 13.281858 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -83°C
• Boiling Point: 170-172°C; 70-73 °C/20 mmHg(lit.); 70-73°C/20mm
• Flash Point: 134.6 °F; 57 °C; 57°C; 57°C(134°F)
• Density: 0.996; 0.996 g/mL at 25 °C(lit.)
• Refractive Index: 1.4140; 1.4150; n20/D 1.414; n20/D 1.414(lit.)

Safety Information

• Storage Warning: Flammable; IRRITANT
• RTECS: EL7592500
• UN Number: 1989; UN1224
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10
• Safety Statements: 16
• TSCA Listed: false; 是
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H226
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-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 1989 3/PG 3

Product Information

• Purity: ≥90%; ≥90% (GC); 90%; 90+%; 95%; 95+%
• Grade: technical; technical grade
• Linear Formula: CH3COCH2CH(OCH3)2

DETAILS

MP Biomedicals - 05215404

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 380067

Packaging
100, 500 mL in glass bottle

Sigma Aldrich - 75830

Other Notes
Protected keto-aldehyde; preparation of 4-methoxy-3-buten-2-one, a useful heterodiene1

REFERENCES

• Protected form of the keto aldehyde, useful in heterocyclic synthesis, e.g. (formamide to 4-methylpyrimidine): Org. Synth. Coll., 5, 794 (1973).