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Merck
모든 사진(1)

주요 문서

10445

Sigma-Aldrich

Anisaldehyde dimethyl acetal

≥98.5% (GC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C10H14O3
CAS Number:
Molecular Weight:
182.22
Beilstein:
2048930
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥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.)

작용기

acetal
ether

저장 온도

2-8°C

SMILES string

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

InChI key

NNHYAHOTXLASEA-UHFFFAOYSA-N

일반 설명

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.

애플리케이션

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.

기타 정보

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

237.2 °F - closed cup

Flash Point (°C)

114.0 °C - closed cup

개인 보호 장비

Eyeshields, Gloves


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문서 라이브러리 방문

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)
Synthesis of a Precursor of a Lipid A Mimic.
Barath M, et al.
Chemical Papers, 57(2), 125-130 (2003)
Iron (III) chloride-catalyzed effective allylation reactions of aldehydes with allyltrimethylsilane.
Watahiki T and Oriyama T.
Tetrahedron Letters, 43(49), 8959-8962 (2002)
Synthesis of indenes by ytterbium-catalyzed carboalkoxylation/Friedel-Crafts reaction of arylidenecyclopropanes with acetals.
Nakamura I, et al.
Tetrahedron Letters, 45(14), 2903-2906 (2004)

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