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L02286 Diethyl allylmalonate, 96%

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

Stock No. Size Price ($) Quantity Availability
L02286-14 25g 31.00
L02286-22 100g 81.20
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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
Storage & Sensitivity
Ambient temperatures.
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: P210-P235-P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1709466
Harmonized Tariff Code
2917.19
TSCA
Yes

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