Diethyl isobutylmalonate

Base Information

• Chemical Name: Diethyl isobutylmalonate
• CAS No.: 10203-58-4
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Hs Code.: 2922.49
• European Community (EC) Number: 233-504-6
• NSC Number: 68522
• UNII: 95WL9E8A77
• DSSTox Substance ID: DTXSID7064998
• Nikkaji Number: J134.654G
• Wikidata: Q72461986
• Mol file: 10203-58-4.mol

Synonyms:DIETHYL ISOBUTYLMALONATE;10203-58-4;Isobutylmalonic acid diethyl ester;Diethyl 2-isobutylmalonate;diethyl 2-(2-methylpropyl)propanedioate;Propanedioic acid, (2-methylpropyl)-, diethyl ester;Malonic acid, isobutyl-, diethyl ester;EINECS 233-504-6;NSC 68522;AI3-05627;Propanedioic acid, 2-(2-methylpropyl)-, 1,3-diethyl ester;95WL9E8A77;MFCD00026869;NSC-68522;2-isobutyl-malonic acid diethyl ester;Ethyl 2-carbethoxy-4-methyl pentanoate;1,3-diethyl 2-(2-methylpropyl)propanedioate;diethyl i-butylmalonate;Ethyl isobutyl malonate;Diethyl-iso-butyl malonate;Diethyl 2-isobutylmalonate #;SCHEMBL335607;UNII-95WL9E8A77;DTXSID7064998;OFRFGNSZCYDFOH-UHFFFAOYSA-;NSC68522;2-Isobutylmalonic acid diethyl ester;AC2239;AKOS005206830;CS-11401;SY019408;LS-185549;CS-0151883;FT-0624790;FT-0627373;FT-0699995;I0251;EN300-28246;Ethyl 2-(ethoxycarbonyl)-4-(methyl)pentanoate;ETHYL 2-ETHOXYCARBONYL-4-METHYLVALERATE;2-(2-methylpropyl)propanedioic acid diethyl ester;A800502;W-108889;2-(ethyloxycarbonyl)-4-methylpentanoic acid, ethyl ester;Z254198236

Chemical Property of Diethyl isobutylmalonate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.0167mmHg at 25°C
• Refractive Index: 1.4220
• Boiling Point: 255 °C at 760 mmHg
• PKA: 13.01±0.46(Predicted)
• Flash Point: 103.1 °C
• PSA: 52.60000
• Density: 0.992 g/cm³
• LogP: 1.77490
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethyl Isobutylmalonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC(C)C)C(=O)OCC
• Uses: Diethyl Isobutylmalonate is used as a reagent in the synthesis of quinoline-based zinc metallo-aminopeptidase inhibitors which have antimalarial activity.

Technology Process of Diethyl isobutylmalonate

There total 18 articles about Diethyl isobutylmalonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

Isobutyl bromide (78-77-3) + diethyl malonate (105-53-3) → (2-methylpropyl)-propanedioic acid, diethyl ester (10203-58-4)

Guidance literature:

With sodium ethanolate; In ethanol;

DOI:10.1371/journal.pone.0195089

Reference yield: 83.0%

diethyl 2-(2-methylpropylidene)malonate (5652-68-6) → (2-methylpropyl)-propanedioic acid, diethyl ester (10203-58-4)

Guidance literature:

With hydrogen; In toluene; at 80 ℃; for 24h; under 45004.5 Torr; Autoclave;

DOI:10.1016/j.chempr.2018.08.018

Reference yield: 77.0%

diethyl 2-(2-methylpropylidene)malonate (5652-68-6) + tert.-butyl lithium (594-19-4) + methylaluminum dichloride (917-65-7) → (2-methylpropyl)-propanedioic acid, diethyl ester (10203-58-4) + diethyl 2-(3-methylbutan-2-yl)malonate (759-29-5) + diethyl (1-isopropyl-2,2-dimethyl-propyl)malonate

Guidance literature:

tert.-butyl lithium; methylaluminum dichloride; In hexane; toluene; pentane; at -40 ℃; for 1h;

With boron trifluoride diethyl etherate; In hexane; toluene; pentane; for 1h;

diethyl 2-(2-methylpropylidene)malonate; In hexane; toluene; pentane; at -40 ℃;

DOI:10.1002/(sici)1521-3897(200004)342:4<396::aid-prac396>3.0.co;2-v

upstream raw materials:

sodium diethylmalonate

Isobutyl iodide

Isobutyl bromide

diethyl malonate

Downstream raw materials:

isobutyl-methyl-malonic acid diethyl ester

4-isobutyl-1,2-diphenyl-pyrazolidine-3,5-dione

(methyl-2 propyl)-5 barbiturique

isobutyl-phenethyl-malonic acid diethyl ester

Refernces

• 1、 Zhang, Xiaoyang,Matziari, Magdalini,Xie, Yixin,Fernig, David,Rong, Rong,Meng, Jia,Lu, Zhi-Liang. "Functional examination of novel kisspeptin phosphinic peptides". . . Retrieved 2018/04/12.
• 2、 Niu, Zheng,Bhagya Gunatilleke, Wilarachchige D.C.,Sun, Qi,Lan, Pui Ching,Perman, Jason,Ma, Jian-Gong,Cheng, Yuchuan,Aguila, Briana,Ma, Shengqian. "Metal-Organic Framework Anchored with a Lewis Pair as a New Paradigm for Catalysis". supporting information. p. 2587 - 2599. Retrieved 2018/12/02.