10445

Anisaldehyde dimethyl acetal

≥98.5% (GC)

• Sinônimo(s): 4-Methoxybenzaldehyde dimethyl acetal, α,α,4-Trimethoxytoluene
• Fórmula empírica (Notação de Hill): C₁₀H₁₄O₃
• Número CAS: 2186-92-7
• Peso molecular: 182.22
• Beilstein: 2048930
• Número CE: 218-577-4
• Número MDL: MFCD00036507
• Código UNSPSC: 12352100
• ID de substância PubChem: 57646803
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98.5% (GC)
• índice de refração: n20/D 1.505
• p.e.: 85-87 °C/0.1 mmHg (lit.)
• solubilidade: H₂O: soluble; alcohol: soluble
• densidade: 1.07 g/mL at 20 °C (lit.)
• grupo funcional: acetal; ether
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres 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
• chave InChI: NNHYAHOTXLASEA-UHFFFAOYSA-N

Descrição

Descrição geral

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.

Aplicação

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.

Outras notas

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

Informações de segurança

• Código de classe de armazenamento: 10 - Combustible liquids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): 237.2 °F - closed cup
• Ponto de fulgor (°C): 114.0 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Gloves