10445

Anisaldehyde dimethyl acetal

≥98.5% (GC)

• Synonyme(s) : 4-Methoxybenzaldehyde dimethyl acetal, α,α,4-Trimethoxytoluene
• Formule empirique (notation de Hill): C₁₀H₁₄O₃
• Numéro CAS: 2186-92-7
• Poids moléculaire : 182.22
• Beilstein: 2048930
• Numéro CE : 218-577-4
• Numéro MDL: MFCD00036507
• Code UNSPSC : 12352100
• ID de substance PubChem : 57646803
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: ≥98.5% (GC)
• Indice de réfraction: n20/D 1.505
• pb: 85-87 °C/0.1 mmHg (lit.)
• Solubilité: H₂O: soluble; alcohol: soluble
• Densité: 1.07 g/mL at 20 °C (lit.)
• Groupe fonctionnel: acetal; ether
• Température de stockage: 2-8°C
• Chaîne SMILES: COC(OC)c1ccc(OC)cc1
• InChI: 1S/C10H14O3/c1-11-9-6-4-8(5-7-9)10(12-2)13-3/h4-7,10H,1-3H3
• Clé InChI: NNHYAHOTXLASEA-UHFFFAOYSA-N

Description

Description générale

Anisaldehyde dimethyl acetal is a clear, colorless to light yellow liquid. The flash point for anisaldehyde dimethyl acetal is 114.0°C. It undergoes allylation reactions with allyltrimethylsilane catalysed by Iron(III) chloride[1]. Anisaldehyde dimethyl acetal undergoes ytterbium-catalyzed tandem carboalkoxylation/Friedel–Crafts reaction with 1-phenylbenzylidenecyclopropane to yield 1-(p-anisyl)-2-(2-methoxyethyl)-3-phenylindene[2].

Application

Anisaldehyde dimethyl acetal was used in the synthesis of lipid A mimic precursor[3]. It was also used in the synthesis of 2,5-dioxopyrrolidin-1-yl-3-((4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane-4-carboxamido)propanoate.

Autres remarques

Protecting group reagent for diols, used e.g. in carbohydrate chemistry; the acetal protection can be selectively cleaved under mild conditions[4][5][6]

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): 237.2 °F - closed cup
• Point d'éclair (°C): 114.0 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Gloves