4-Methoxybenzaldehyde dimethyl acetal is used as a precursor to 1-methoxy-1-(4-methoxyphenyl)hept-2-yne, 2,5-dioxopyrrolidin-1-yl-3-((4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane-4-carboxamido)propanoate and 1-(p-anisyl)-2-(2-methoxyethyl)-3-phenylindene. Further, it acts as a protecting group reagent for diols, especially in carbohydrates. It is also used as a flavor essence in sunflower, cyclamen and in jasmine. In addition to this, it is involved in allylation reactions with allyltrimethylsilane catalyzed by Iron(III) chloride.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
4-Methoxybenzaldehyde dimethyl acetal is used as a precursor to 1-methoxy-1-(4-methoxyphenyl)hept-2-yne, 2,5-dioxopyrrolidin-1-yl-3-((4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane-4-carboxamido)propanoate and 1-(p-anisyl)-2-(2-methoxyethyl)-3-phenylindene. Further, it acts as a protecting group reagent for diols, especially in carbohydrates. It is also used as a flavor essence in sunflower, cyclamen and in jasmine. In addition to this, it is involved in allylation reactions with allyltrimethylsilane catalyzed by Iron(III) chloride.
Solubility
Miscible with alcohol and many organic solvents. Slightly miscible with water.
Notes
Incompatible with strong oxidizing agents, strong acids and strong bases. Store in a cool place.
RUO – Research Use Only
General References:
- Reagent for the protection of diols as their cyclic acetals, hydrolyzed ca 10x faster by acid than the benzylidene acetal: Rec. Trav. Chim., 103, 335 (1984); J. Chem. Soc., Perkin 1, 2371 (1984).
- Li, Q. F.; Lin, H. X.; Cui, Y. M.; Xu, P. P. Syntheses and biological evaluation of C-3'-N-acyl modified taxane analogues from 1-deoxybaccatin-VI. Eur. J. Med. Chem. 2015, 104, 97-105.
- Li, P.; Yu, Y.; Huang, P. P.; Liu, H.; Cao, C. Y.; Song, W. G. Core-shell structured MgAl-LDO@Al-MS hexagonal nanocomposite: an all inorganic acid-base bifunctional nanoreactor for one-pot cascade reactions. J. Mater. Chem. A 2014, 2 (2), 339-344.