2,2-Dimethoxypropane

• Catalog No.: A13810
• CAS Number: 77-76-9
• M. F.: C5H12O2
• M. W.: 104.14758
• Purity: 98%

SYNONYMS

• Title: 2,2-二甲氧基丙烷
• IUPAC name: 2,2-dimethoxypropane
• IUPAC Traditional name: 2,2-dimethoxypropane
• Synonyms: acetone dimethyl acetal

DATABASE IDS

• EC Number: 201-056-0
• Beilstein Number: 635678
• CAS Number: 77-76-9
• MDL Number: MFCD00008479

PROPERTIES

• Purity: 98%
• Boiling Point: 79-81°C
• Density: 0.848
• Flash Point: -11°C(12°F)
• Melting Point: -47°C
• Refractive Index: 1.3780
• GHS Hazard statements: H225-H319
• European Hazard Symbols: Irritant (Xi)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P305+P351+P338
• Risk Statements: 11-36
• Safety Statements: 9-16-23-26-33-60
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN3271
• Packing Group: II

REFERENCES

• Widely used for the isopropylidenation of diols; see, e.g.: Org. Synth. Coll., 9, 450, 717 (1998). Isopropylidenation of acid-sensitive carbohydrates in the presence of 2,3-Dichloro-5,6-dicyanobenzoquinone, A11879: Acta Chem. Scand., 47, 843 (1993); preparation of acyclic mixed acetals of carbohydrates: Acta Chem. Scand., 48, 80 (1994). For use in the cyclization of N-Boc serine methyl ester to the oxazolidine, see: Org. Synth. Coll., 9, 300 (1998).
• Methyl ester hydrochlorides of amino acids can be conveniently prepared with excess reagent in combination with conc. HCl. Water is removed in situ, thus displacing the equilibrium in favor of the ester: J. Org. Chem., 28, 3898 (1963). Methyl esters of non-aromatic acids can also be prepared with the reagent in MeOH with a catalytic amount of HCl or TMS chloride: Tetrahedron Lett., 38, 2685 (1997).
• Methoxylating agent for preparation of acetals by acid-catalyzed exchange: J. Org. Chem., 25, 521 (1960). Also used as a water-scavenger in the preparation of acetals from higher-boiling alcohols and ketones: Org. Synth. Coll., 5, 292 (1973).