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Anisaldehyde dimethyl acetal

ALDRICH/10445 - ≥98.5% (GC)

Synonym: 4-Methoxybenzaldehyde dimethyl acetal; α,α,4-Trimethoxytoluene

CAS Number: 2186-92-7
Empirical Formula (Hill Notation): C10H14O3
Molecular Weight: 182.22
EC Number: 218-577-4
MDL Number: MFCD00036507
Linear Formula: C10H14O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-10445-50ML-F 50 mL
 $159.00
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assay ≥98.5% (GC)
bp 85-87 °C/0.1 mmHg (lit.)
density 1.07 g/mL at 20 °C (lit.)
functional group acetal
  ether
InChI 1S/C10H14O3/c1-11-9-6-4-8(5-7-9)10(12-2)13-3/h4-7,10H,1-3H3
InChI key NNHYAHOTXLASEA-UHFFFAOYSA-N
Quality Level 100 
refractive index n20/D 1.505
SMILES string COC(OC)c1ccc(OC)cc1
solubility alcohol: soluble
  H2O: soluble
storage temp. 2-8°C
Application: 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.
General description: 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.
Other Notes: Protecting group reagent for diols, used e.g. in carbohydrate chemistry; the acetal protection can be selectively cleaved under mild conditions
Packaging: 50 mL in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 1
Flash Point(F) 237.2 °F - closed cup
Flash Point(C) 114.0 °C - closed cup
Purity ≥98.5% (GC)
bp 85-87 °C/0.1 mmHg (lit.)
Density 1.07 g/mL at 20 °C (lit.)
Refractive Index n20/D 1.505
Storage Temp. 2-8°C
UNSPSC 12352100

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