10445

Anisaldehyde dimethyl acetal

≥98.5% (GC)

• Sinonimo/i: 4-Methoxybenzaldehyde dimethyl acetal, α,α,4-Trimethoxytoluene
• Formula empirica (notazione di Hill): C₁₀H₁₄O₃
• Numero CAS: 2186-92-7
• Peso molecolare: 182.22
• Beilstein: 2048930
• Numero CE: 218-577-4
• Numero MDL: MFCD00036507
• Codice UNSPSC: 12352100
• ID PubChem: 57646803
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: ≥98.5% (GC)
• Indice di rifrazione: n20/D 1.505
• P. ebollizione: 85-87 °C/0.1 mmHg (lit.)
• Solubilità: H₂O: soluble; alcohol: soluble
• Densità: 1.07 g/mL at 20 °C (lit.)
• Gruppo funzionale: acetal; ether
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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; NNHYAHOTXLASEA-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Altre note

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

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): 237.2 °F - closed cup
• Punto d’infiammabilità (°C): 114.0 °C - closed cup
• Dispositivi di protezione individuale: Eyeshields, Gloves