13937-11-6

Basic information

• Product Name: diethyl butylidenepropanedioate
• CAS NO: 13937-11-6
• Molecular Formula: C₁₁H₁₈O₄
• Molecular Weight: 214.2582
• Mol File: 13937-11-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 239.3°C at 760 mmHg
• Flash Point: 104.9°C
• Density: 1.017g/cm³
• Vapor Pressure: 0.0404mmHg at 25°C
• Refractive Index: 1.449
• CAS DataBase Reference: diethyl butylidenepropanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl butylidenepropanedioate(13937-11-6)
• EPA Substance Registry System: diethyl butylidenepropanedioate(13937-11-6)

Safety Data

• Hazardous Substances Data: 13937-11-6(Hazardous Substances Data)

Upstream product

• 123-72-8 butyraldehyde 
• 105-53-3 diethyl malonate 
• 109-73-9 N-butylamine 

Downstream Products

• 133-08-4 diethyl butylmalonate 
• 93541-60-7 ((1-Cyclohexen-⁽¹⁾-yl)-butyl)-malonsaeurediethylester 
• 117-47-5 diethyl (1-methylbutyl)malonate 
• 59771-20-9 (1-phenyl-butyl)-malonic acid diethyl ester 
• 101892-15-3 1-Phenyl-hexen-⁽³⁾-dicarbonsaeure-(2,2)-diaethylester 
• 62243-57-6 2-methyl-3-hexenoic acid 
• 1359859-30-5 C₂₄H₃₁NO₄ 
• 51703-97-0 (R)-(-)-2-methylhexanoic acid 
• 71083-06-2 ethyl 8-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 

Relevant articles and documents

Synthesis of novel spirocyclopropylmalonates and barbiturates

Alkylidenemalonates have been subjected to dichlorocyclopropanation to produce novel spiro-gem-dichlorocyclopropylmalonates in quantitative yields. The latter have been reacted with urea in the presence of sodium ethoxide to produce the corresponding barbiturates in 80–95% yields. The cleavage of the spiro-gem-dichlorocyclopropylmalonate carbocycle with ethanol with the aid of aluminum chloride has led to ethyl ethers, while carbocycle expansion with isobutyraldehyde has afforded polysubstituted tetrahydrofurans. The prepared compounds have been structurally characterized in detail by 1H and 13C NMR spectroscopy.

First model reactions towards the synthesis of sarain A core skeleton based upon a biogenetic scenario

Sarain A is a complex macrocyclic marine alkaloid extracted from sponges of the order Haplosclerida. It is likely that this alkaloid shares a common origin with manzamine alkaloids, also extracted from sponges of the same order. In this paper, new concepts concerning this origin are presented and constitute the basis for a synthetic strategy. A preliminary evaluation of this strategy is presented and leads, as a first result, to a five-step access to the bicyclic intermediate 43. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Gamma-butyrolactone dimer anticancer compound and preparation method thereof

The invention relates to a chemical drug, and belongs to the field of anti-cancer compounds. The invention discloses a gamma-butyrolactone dimer anti-cancer compound and a preparation method thereof.It is shown by cytotoxic activity experiment results of the compound on a variety of cell strains such as MCF7, HepG-2, U251, A549, MGC-803, HO8910, Hela, Saos2 and 293T at the exponential growth phase that the compound has remarkable anti-cancer activity, and is promising in application prospect in treatment of diseases caused by abnormal cell proliferation. Meanwhile, the invention also providesthe preparation method of the compound, which comprises the following steps: synthesizing a molecular skeleton, carrying out ring closing reaction to obtain a gamma-butyrolactone dimer, and carryingout one-pot operation. According to the route in the preparation method, the target compound is prepared from common substrate malonate; the overall yield is 40% or above; NBS free radical reaction iscarried out on the substrate with a single active site, so that the generation of reaction byproducts is further reduced, and the purity and reaction yield of the compound are improved.

Method for regio- and stereoselective synthesis of (E)-Β,γ- unsaturated acids from aldehydes under solvent-free conditions

Synthesis of (E)-β,-γunsaturated acids from aldehydes with malonic acid has been explored under solvent-free conditions. The modified Knoevenagel condensation reaction with N-methyl morpholine (NMM) as catalyst exhibits highly β,-γ regioselectivity and exclusively E-stereoselectivity. A mechanism accounting for both regio- and stereoselectivity has been proposed and preliminarily studied. Copyright Taylor & Francis Group, LLC.