10445

Anisaldehyd-dimethylacetal

≥98.5% (GC)

• Synonym(e): 4-Methoxy-benzaldehyd-dimethylacetal, α,α,4-Trimethoxy-toluol
• Empirische Formel (Hill-System): C₁₀H₁₄O₃
• CAS-Nummer: 2186-92-7
• Molekulargewicht: 182.22
• Beilstein: 2048930
• EG-Nummer: 218-577-4
• MDL-Nummer: MFCD00036507
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 57646803
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98.5% (GC)
• Brechungsindex: n20/D 1.505
• bp: 85-87 °C/0.1 mmHg (lit.)
• Löslichkeit: H₂O: soluble; alcohol: soluble
• Dichte: 1.07 g/mL at 20 °C (lit.)
• Funktionelle Gruppe: acetal; ether
• Lagertemp.: 2-8°C
• SMILES String: 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
• InChIKey: NNHYAHOTXLASEA-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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. Anisaldehyde dimethyl acetal undergoes ytterbium-catalyzed tandem carboalkoxylation/Friedel–Crafts reaction with 1-phenylbenzylidenecyclopropane to yield 1-(p-anisyl)-2-(2-methoxyethyl)-3-phenylindene.

Anwendung

Anisaldehyde dimethyl acetal was used in the synthesis of lipid A mimic precursor. 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.

Sonstige Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 1
• Flammpunkt (°F): 237.2 °F - closed cup
• Flammpunkt (°C): 114.0 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves