Skip to Content
Merck
CN

10445

Anisaldehyde dimethyl acetal

≥98.5% (GC)

Synonym(s):

4-Methoxybenzaldehyde dimethyl acetal, α,α,4-Trimethoxytoluene

Sign In to View Organizational & Contract Pricing.

Select a Size


About This Item

Empirical Formula (Hill Notation):
C10H14O3
CAS Number:
Molecular Weight:
182.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-577-4
Beilstein/REAXYS Number:
2048930
MDL number:
Assay:
≥98.5% (GC)
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Anisaldehyde dimethyl acetal, ≥98.5% (GC)

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

SMILES string

COC(OC)c1ccc(OC)cc1

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.)

functional group

acetal
ether

storage temp.

2-8°C

Quality Level

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

237.2 °F - closed cup

flash_point_c

114.0 °C - closed cup

ppe

Eyeshields, Gloves

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yasumasa Hara et al.
Journal of natural medicines, 72(1), 280-289 (2017-12-07)
A new amide, named dehydropropylpantothenamide (1), was obtained by a co-culture of Nocardia tenerifensis IFM 10554
Synthesis of a Precursor of a Lipid A Mimic.
Barath M, et al.
Chemical Papers, 57(2), 125-130 (2003)
R. Johansson et al.
Journal of the Chemical Society. Perkin Transactions 1, 2371-2371 (1984)
M. Kloosterman et al.
Rec. Trav. Chim., 103, 243-243 (1984)
Iron (III) chloride-catalyzed effective allylation reactions of aldehydes with allyltrimethylsilane.
Watahiki T and Oriyama T.
Tetrahedron Letters, 43(49), 8959-8962 (2002)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service