Diethyl isopropylmalonate

Base Information

• Chemical Name: Diethyl isopropylmalonate
• CAS No.: 759-36-4
• Molecular Formula: C10H18O4
• Molecular Weight: 202.251
• Hs Code.: 29171900
• European Community (EC) Number: 212-068-0
• NSC Number: 1007
• DSSTox Substance ID: DTXSID60226820
• Nikkaji Number: J26.288I
• Wikidata: Q63392239
• Mol file: 759-36-4.mol

Synonyms:DIETHYL ISOPROPYLMALONATE;759-36-4;Diethyl 2-isopropylmalonate;Isopropyl diethyl malonate;diethyl 2-propan-2-ylpropanedioate;1,3-diethyl 2-(propan-2-yl)propanedioate;Propanedioic acid, (1-methylethyl)-, diethyl ester;Isopropylmalonic acid diethyl ester;Ethyl isopropylmalonate;EINECS 212-068-0;MFCD00040491;2-isopropyl-malonic acid diethyl ester;Malonic acid, isopropyl-, diethyl ester;AI3-05608;Propanedioic acid,2-ethyl-2-methyl-,1,3-diethyl ester;diethyl isopropyl-malonate;Diethyl 2-isopropylmalonate #;SCHEMBL335361;DTXSID60226820;NSC1007;Diethyl isopropylmalonate, >=98%;AMY10012;CAA04970;isopropyl-malonic acid diethyl ester;NSC 1007;NSC-1007;AC7748;AKOS002710270;AS-59020;SY023595;2-propan-2-ylpropanedioic acid diethyl ester;BB 0257695;FT-0624792;I0252;EN300-52604;A838554;W-104382;Q63392239;F1905-7204;Z756390286

Chemical Property of Diethyl isopropylmalonate

Chemical Property:

• Vapor Pressure: 0.151mmHg at 25°C
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 215 °C at 760 mmHg
• PKA: 13.43±0.46(Predicted)
• Flash Point: 96.3 °C
• PSA: 52.60000
• Density: 1.004 g/cm³
• LogP: 1.38480
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 202.12050905
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Isopropylmalonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C(C)C)C(=O)OCC
• Uses: Diethyl Isopropylmalonate can be used to treat CCR2-mediated disease.

Technology Process of Diethyl isopropylmalonate

There total 40 articles about Diethyl isopropylmalonate 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: 99.0%

diethyl isopropylidenemalonate (6802-75-1) → diethyl isopropylmalonate (759-36-4)

Guidance literature:

With C₄₀H₅₆N₂RuSi₄; hydrogen; In toluene; at 25 ℃; for 9h; under 7600.51 Torr; Schlenk technique; Autoclave;

Reference yield: 98.0%

2-iodo-propane (75-30-9) + diethyl malonate (105-53-3) → diethyl isopropylmalonate (759-36-4)

Guidance literature:

With P(MeNCH₂CH₂)3N; In hexane; acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1021/jo972350i

Reference yield: 97.0%

isopropyl bromide (75-26-3) + diethyl malonate (105-53-3) → diethyl isopropylmalonate (759-36-4)

Guidance literature:

diethyl malonate; With sodium ethanolate;

isopropyl bromide; for 10.5 - 10.75h; Heating / reflux;

With water; ammonium chloride; Product distribution / selectivity;

upstream raw materials:

n-butyl magnesium bromide

diethyl isopropylidenemalonate

diethyl ether

cycl-isopropylidene malonate

Downstream raw materials:

4-isopropyl-1-phenyl-3,5-pyrazolidinedione

isopropyl-malonic acid bis-methylamide

diethyl 2-hydroxy-2-isopropylmalonate

diethyl 2-isopropyl-2-(p-methoxyphenyl)propanedioate

Refernces

• 1、 Condon, Sylvie,Le Gall, Erwan,Pichon, Christophe,Presset, Marc,Xavier, Tania. "Preparation of mono-substituted malonic acid half oxyesters (SMAHOs)". supporting information. p. 2085 - 2094. Retrieved 2021/09/02.
• 2、 Yanagisawa, Chikako,Yamazoe, Seiji,Sunada, Yusuke. "Silylene-Bridged Tetranuclear Palladium Cluster as a Catalyst for Hydrogenation of Alkenes and Alkynes". . p. 169 - 173. Retrieved 2020/10/29.