7459-46-3

Basic information

• Product Name: TRIETHYL 1,1,2-ETHANETRICARBOXYLATE
• Synonyms: 1,1,2-Tricarbethoxyethane;Ethane-1,1,2-tricarboxylic acid, triethyl ester;Triethyl ethane tricarboxylate;Triethyl ethane-1,2,2-tricarboxylate;LABOTEST-BB LT00452668;TRIETHYL 1,1,2-ETHANETRICARBOXYLATE;2-(Ethoxycarbonyl)butanedioic Acid Diethyl Ester;Diethyl 2-(Ethoxycarbonyl)butanedioate
• CAS NO: 7459-46-3
• Molecular Formula: C₁₁H₁₈O₆
• Molecular Weight: 246.26
• EINECS: 231-235-9
• Product Categories: C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 7459-46-3.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 99 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.074 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: n20/D 1.429(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Ethyl Acetate
• PKA: 11.78±0.59(Predicted)
• BRN: 1796294
• CAS DataBase Reference: TRIETHYL 1,1,2-ETHANETRICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIETHYL 1,1,2-ETHANETRICARBOXYLATE(7459-46-3)
• EPA Substance Registry System: TRIETHYL 1,1,2-ETHANETRICARBOXYLATE(7459-46-3)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 7459-46-3(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

1,1,2-Ethanetricarboxylic Acid 1,1,2-Triethyl Ester is a useful synthetic intermediate. It can be used to prepare Isobutylsuccinic Acid (I780660) which was used to synthesize succinimide derivatives as inhibitors of human leukocyte elastase, cathepsin G and proteinase 3.

InChI:InChI=1/C11H18O6/c1-4-15-9(12)7-8(10(13)16-5-2)11(14)17-6-3/h8H,4-7H2,1-3H3

Upstream product

• 10359-15-6 diethyl 2-cyanosuccinate 
• 64-17-5 ethanol 
• 996-82-7 sodium diethylmalonate 
• 105-39-5 chloroacetic acid ethyl ester 
• 105-53-3 diethyl malonate 
• 17920-23-9 diethyl propargylmalonate 
• 72036-12-5 2-bromomethyl-9,10-dihydro-4,5-dihydroxy-9,10-dioxoanthracene 
• 105-36-2 ethyl bromoacetate 
• 996-82-7 sodium diethylmalonate 
• 141-52-6 sodium ethanolate 
• 42126-21-6 1-oxo-propane-1,2,3-tricarboxylic acid triethyl ester 
• 13049-86-0 diethyl 2-(ethoxycarbonylmethylene)malonate 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 623-48-3 ethyl iodoacetae 

Downstream Products

• 175023-06-0 triethyl 1-<(2-nitrophenyl)acetyl>-1,1,2-ethanetricarboxylate 
• 2010-94-8 β,β-Diaethoxycarbonyl-γ-<2.4.5-trimethoxy-benzoyl>-valeriansaeureaethylester 
• 103347-16-6 2-(4-Chloro-3-methoxy-benzyl)-2-ethoxycarbonyl-succinic acid diethyl ester 
• 6482-32-2 2-(hydroxymethyl)butane-1,4-diol 
• 96141-67-2 2-{3-[2-Bromo-5-(2,4-diamino-pyrimidin-5-ylmethyl)-3-methoxy-phenoxy]-propyl}-2-ethoxycarbonyl-succinic acid diethyl ester 
• 75887-69-3 1-<3,5-Dimethoxybenzyl>-aethan-1,1,2-tricarbonsaeure-triaethylester 
• 119117-12-3 triethyl 1-benzyloxymethylethane-1,1,2-tricarboxylate 
• 84763-36-0 Triethyl-1-(3-oxocyclohexyl)-1,1,2-ethantricarboxylat 
• 56416-11-6 2-(4-Chloro-benzyl)-2-ethoxycarbonyl-succinic acid diethyl ester 
• 56416-10-5 2-Ethoxycarbonyl-2-(4-nitro-benzyl)-succinic acid diethyl ester 
• 57420-27-6 2-piperonylsuccinic acid 
• 49597-17-3 5-oxo-1-phenyl-2,5-dihydro-1H-pyrazole-3-carboxylic acid 
• 22384-44-7 ethyl 2-(2,4,6-trioxohexahydropyrimidin-5-yl)acetate 
• 853680-77-0 4-[7-(4-methoxy-benzyl)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl]-piperazine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

One-step synthesis of 11-oxasteroid analogs from cyclic β-ketodiesters through Pechmann cyclocondensation

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Design, synthesis and biological evaluation of 4-Aryl-5,7-dihydro- 6H-pyrrolo[2,3-d]pyrimidin-6-one derivatives as a PI3Kα inhibitor

A novel series of 4-aryl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one derivatives were designed as a phosphoinositide 3-kinase α (PI3Kα) inhibitor by scaffold hopping. The target compounds, characterized by 1H-NMR, 13C-NMR and high resolution (HR)-MS, were synthesized from diethyl malonate and ethyl chloroacetate by nucleophilic substitution, ring-closure, chlorination and Suzuki reaction, etc. The biological activities were evaluated with cytotoxic activity in vitro on Uppsala 87 Malignant Glioma (U87MG) and prostate cancer-3 (PC-3) by Cell Counting Kit-8 (CCK-8). The results showed that compound 9c displayed the higher inhibition than the positive control PI-103, and high PI3Kα inhibitory activity with IC50 of 113 ± 9 nM in the same order of magnitude as BEZ235. In addition, the Log Kow values and molecular docking studies were performed to further investigate the drug-like properties of target compounds and interactions between 9c and PI3Kα.

A New Approach to the Synthesis of Diethyl 2,3-Diisobutylsuccinate, a Component of Titanium–Magnesium Catalysts for Propylene Polymerization

A procedure was developed for preparing 2,3-dialkyl-substituted succinates by condensation of a succinic acid diester with two isobutyraldehyde molecules, followed by esterification and hydrogenation of the sum of dienes. Diethyl 2,3-diisobutylsuccinate of 75%–99% purity was prepared by this procedure in a good yield. The use of the synthesized diethyl 2,3-diisobutylsuccinate as a stereoregulating component of titanium–magnesium catalysts allows synthesis of polypropylene with broad molecular-mass distribution. The catalysts prepared using >95% pure diethyl 2,3-diisobutylsuccinate demonstrated the best characteristics and allowed polypropylene synthesis with high isotacticity index in a high yield.