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2049-80-1 - Diethyl allylmalonate, 96% - Allylmalonic acid diethyl ester - L02286 - Alfa Aesar

L02286 Diethyl allylmalonate, 96%

CAS Number
2049-80-1
Synonyms
Allylmalonic acid diethyl ester

Size Price ($) Quantity Availability
25g 29.30
100g 76.10
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Diethyl allylmalonate, 96%

MDL
MFCD00009155
EINECS
218-072-9

Chemical Properties

Formula
C10H16O4
Formula Weight
200.23
Boiling Point
222-223°
Flash Point
92°(197°F)
Density
1.016
Refractive Index
1.4310
Solubility
Not miscible or difficult to mix with water.

Applications

Diethyl allylmalonate is an important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals, agrochemicals and flavors and fragrances compounds.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

Barry M. Trost.; Andrew H. Weiss.; Axel Jacobi von Wangelin. Dinuclear Zn-Catalyzed Asymmetric Alkynylation of Unsaturated Aldehydes. J. Am. Chem. Soc. 2006, 128 (1), 8-9.

Miwako Mori. Synthesis of Natural Products and Related Compounds using Enyne Metathesis. Advanced Synthesis & Catalysis. 2007, 349(1-2), 121-135.

Alkylation at the one available acidic hydrogen, followed by removal of the allyl group with the reagent (2-propene)Ti(O-i-Pr)2, readily prepared from Ti(O-i-Pr)4 and i-PrMgCl, gives the mono-alkyl malonate. Diethyl allylmalonate can thus be regarded as a mono-protected form of diethyl malonate: J. Org. Chem., 61, 2266 (1996):

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H315-H319-H335

Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210u-P261-P280a-P305+P351+P338-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1709466
Harmonized Tariff Code
2917.19
TSCA
Yes

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