5652-68-6

Usage

Uses

Used in Cosmetic Industry:
DIETHYL ISOBUTYLIDENEMALONATE is used as a sunscreen ingredient for its ability to protect the skin from harmful UV radiation. It is valued for its broad-spectrum sun protection, as it can effectively absorb and reflect both UVA and UVB rays.
Used in Personal Care Products:
DIETHYL ISOBUTYLIDENEMALONATE is used as a skin-conditioning agent for its emollient properties, which help moisturize and soften the skin. This makes it a beneficial ingredient in various personal care products, such as lotions, creams, and other skincare formulations.

InChI:InChI=1/C11H18O4/c1-5-14-10(12)9(7-8(3)4)11(13)15-6-2/h7-8H,5-6H2,1-4H3

Upstream product

• 78-84-2 isobutyraldehyde 
• 105-53-3 diethyl malonate 
• 6906-32-7 N,N,2-Trimethyl-1-propen-1-amin 
• 6085-21-8 diethylmesoxalate hydrazone 
• 93524-97-1 diethyl mesoxalate isopropylidenehydrazone 

Downstream Products

• 101887-01-8 (2-methyl-1-o-tolyl-propyl)-malonic acid diethyl ester 
• 3123-97-5 dihydro-5,5-dimethyl-2(3H)-furanone 
• 10321-71-8 4-methyl-pent-2-enoic acid 
• 10203-58-4 (2-methylpropyl)-propanedioic acid, diethyl ester 
• 118799-73-8 ethyl 3-(4'-tert-butylcyclohexyl)-2-(ethoxycarbonyl)-4-methylpentanoate 
• 118799-69-2 ethyl 3-(4'-tert-butylcyclohexyl)-2-(ethoxycarbonyl)-4-methylpentanoate 
• 74-96-4 ethyl bromide 
• 105746-96-1 (Z)-5-Allyl-2-methyl-undec-3-ene 
• 105746-67-6 (E)-5-Allyl-2-methyl-undec-3-ene 
• 105-53-3 diethyl malonate 
• 14668-39-4 ethyl 5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate 
• 4361-07-3 isobutylidenemalonic acid 
• 136289-58-2 diethyl 1-benzoyl-3-methyl-1-butenylmalonate 
• 121730-99-2 ethyl 3-benzyl-2-carbethoxy-4-methylpentanoate 

Relevant academic research and scientific papers

Synthesis and anticonvulsant activity of ethyl 2,2-dimethyl-1-(2- substitutedhydrazinecarboxamido) cyclopropanecarboxylate derivatives

In this study on the development of new anticonvulsants, fourteen ethyl 2,2-dimethyl-1-(2-substitutedhydrazinecarboxamido) cyclopropanecarboxylate derivatives were synthesized and tested for anticonvulsant activity using the maximal electroshock, subcutan

Synthesis and potential anticonvulsant activity of new 5,5-cyclopropanespirohydantoin derivatives

In this study, sixteen new 5,5-cyclopropanespirohydantoin derivatives were synthesized and tested for anticonvulsant activity using maximal electroshock (MES), subcutaneous pentylenetetrazole screens. Their neurotoxicity was determined by the rotarod test

Three partners of a one pot palladium-mediated synthesis of various tetrahydrofurans

Substituted furans are obtained in a one step procedure from addition of allylic alkoxides to Michael accepters followed by a palladium catalysed cyclisation involving iodo-aryl compounds.

Design, synthesis and pharmacological evaluation of novel N-(2-(1, 1-dimethyl-5, 7-dioxo-4, 6-diazaspiro[2.4]heptan-6-yl)ethyl) sulfonamide derivatives as potential anticonvulsant agents

A series of new N-(2-(1,1-dimethyl-5,7-dioxo-4,6-diazaspiro[2.4]heptan-6-yl)ethyl) sulfonamide derivatives (8aei) and ethyl 2,2-dimethyl-1-(3-(2-(sulfonamido)ethyl)ureido) cyclopropanecarbox-ylate derivatives (9aei) were designed, synthesized and evaluate

Facile synthesis of β-azidocyclopropanecarboxylates by MIRC reaction

Two β-azidocyclopropanecarboxylates are readily synthesized from β-bromoalkyliden malonates via a Michael-initiated ring closure (MIRC) reaction in moderate yields, which are regarded as precursors of β-aminocyclopropanecarboxylic acids. Copyright Taylor & Francis, Inc.

Divergent Rearrangements of Vinylcyclopropane into Skipped Diene and Cyclopentene: Mechanism, Scope, and Limitations

Vinylcyclopropanes are versatile intermediates in organic synthesis which undergo various rearrangements. We report a new rearrangement of vinylcyclopropane into skipped diene. A detailed mechanistic study revealed that this transformation involves regioselective ring-opening of the cyclopropane ring followed by 1,2-migration of one of the cyclopropane substituents. Interestingly, our investigations showed that skipped diene is the kinetic product of the process but formation of a more stable cyclopentene is also accessible. The fundamental understanding of the processes involved enabled the development of divergent methodologies allowing to obtain cyclopentene or skipped diene from vinylcyclopropane in a selective and controlled manner.

Metal-Organic Framework Anchored with a Lewis Pair as a New Paradigm for Catalysis

Lewis pair (LP) chemistry has shown broad applications in the catalysis field. However, one significant challenge has been recognized as the instability for most homogeneous LP catalysts upon recycling, thus inevitably leading to dramatic loss in catalytic activity. Additionally, current heterogeneous LP catalysts suffer from low surface area, which largely limits their catalytic efficiency, thereby restricting their potential applications. In this work, we report the successful introduction of LPs, classical and frustrated, into a metal-organic framework (MOF) that features high surface and ordered pore structure via a stepwise anchoring strategy. Not only can the LP be stabilized by the strong coordination interaction between the LP and MOF, but the resultant MOF-LP also demonstrates excellent catalysis performance with interesting size and steric selectivity. Given the broad applicability of LPs, our work therefore paves a way for advancing MOF-LP as a new paradigm for catalysis. Lewis pairs (LPs), classical and frustrated, are excellent prospects in catalysis, organic syntheses, biology, and material sciences. However, the instability of most LP catalysts leads to a dramatic loss in activities, thereby largely restricting their industrial applications. As robust porous materials, metal-organic frameworks (MOFs) offer a platform to stabilize homogeneous catalysts. Here, we show a strategy that grafts the LP catalyst on the MOF to minimize loss of LPs during catalysis and recycling. Our work reveals the enormous potential of MOFs as an appealing paradigm for the construction of efficient heterogeneous catalysts with interesting steric and size selectivity worthy of exploration. In addition, the strategies for anchoring a LP into a MOF as contributed herein can be readily applied for the task-specific design of functional catalysis materials for various applications. Lewis pairs (LPs), classical and frustrated, have been successfully introduced into and stabilized in a metal-organic framework (MOF). Benefiting from the robust framework and tunable porous structure of MOFs, the resultant MOF-LP demonstrates not only great recyclability but also excellent performance in the catalytic reduction of imines and hydrogenation of alkenes. The combination of LP and MOF therefore lays a foundation for developing a MOF-LP as a new paradigm for catalysis, particularly heterogeneous catalysis.

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.

Synthesis of monosubstituted 1,1-dicarbonyl ester 1,3-dienes

The synthesis of various electron-deficient 1,1-dicarbonyl ester 1,3-dienes substituted in position 2 or 3 of the diene moiety has been developed. Georg Thieme Verlag Stuttgart. New York.

Knoevenagel condensation of diethylmalonate with aldehydes catalyzed by immobilized bovine serum albumin (BSA)

Knoevenagel condensation between aldehydes and diethylmalonate is catalyzed efficiently by bovine serum albumin (BSA) immobilized covalently on an epoxy-functionalized polymeric support, Immobead IB-350. The reaction is carried out conveniently at room temperature in DMSO in which aliphatic, heterocyclic and aromatic aldehydes react efficiently. After extraction with heptane and treatment with Candida antarctica lipase CAL B, the products are obtained in >95% purity and 85-89% yield. The solvent DMSO, unreacted diethylmalonate and immobilized BSA were easily recovered. Immobilized BSA and recovered DMSO were recycled 5 times without any appreciable loss in yield.