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10445 Aldrich

Anisaldehyde dimethyl acetal

≥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

  •  Beilstein Registry Number 2048930

  •  EC Number 218-577-4

  •  MDL number MFCD00036507

  •  PubChem Substance ID 24846644

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Properties

Related Categories Acetals/Ketals/Ortho Esters, Building Blocks, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds More...
InChI Key   NNHYAHOTXLASEA-UHFFFAOYSA-N
assay   ≥98.5% (GC)
refractive index   n20/D 1.505
bp   85-87 °C/0.1 mmHg(lit.)
solubility   H2O: soluble
  alcohol: soluble
density   1.07 g/mL at 20 °C(lit.)
storage temp.   2-8°C

Description

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

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.

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Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
1
Flash Point(F) 
237.2 °F
Flash Point(C) 
114 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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