Acrolein diethyl acetal

• Catalog No.: B24821
• CAS Number: 3054-95-3
• M. F.: C7H14O2
• M. W.: 130.18486
• Purity: 96%

SYNONYMS

• Title: 丙烯醛缩二乙醇
• IUPAC name: 3,3-diethoxyprop-1-ene
• IUPAC Traditional name: 1-propene, 3,3-diethoxy-
• Synonyms: 3,3-Diethoxy-1-propene

DATABASE IDS

• Beilstein Number: 1701567
• MDL Number: MFCD00009239
• CAS Number: 3054-95-3
• EC Number: 221-276-0

PROPERTIES

• Purity: 96%
• Boiling Point: 124-125°C
• Density: 0.852
• Flash Point: 13°C(55°F)
• Refractive Index: 1.4010
• GHS Hazard statements: H225-H319
• European Hazard Symbols: Irritant (Xi)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A
• Risk Statements: 11-36
• RTECS: AS1370000
• Safety Statements: 9-16-26-33
• TSCA Listed: 否
• Hazard Class: 3
• UN Number: UN2374
• Packing Group: II

REFERENCES

• Protected acrolein equivalent. Reacts with Grignard reagents (CuBr catalysis) to give predominantly (Z)-enol ethers which can be hydrolyzed to 3-substituted propionaldehydes: Tetrahedron Lett., 3833 (1975). The (E)-enol ether is formed selectively with a Ni(II)-phosphine catalyst: Chem. Lett., 351 (1985).
• Heck coupling (see Palladium(II) acetate, 10516) occurs with aryl or vinyl bromides in the presence of morpholine or piperidine: J. Org. Chem., 46, 1061 (1981); J. Chem. Soc., Perkin 1, 2597 (1987):
  
• In the presence of acid, generates the ethoxyallyl cation which is a powerful dienophile, undergoing Diels-Alder reactions at low temperatures: J. Am. Chem. Soc., 109, 2182 (1987).