Ethylmalonic acid

Base Information

• Chemical Name: Ethylmalonic acid
• CAS No.: 601-75-2
• Molecular Formula: C5H8 O4
• Molecular Weight: 132.116
• Hs Code.: 2917190090
• European Community (EC) Number: 210-007-2
• NSC Number: 96615
• UNII: 432NF49DFG
• DSSTox Substance ID: DTXSID00208842
• Nikkaji Number: J134.569I
• Wikidata: Q27225785
• Metabolomics Workbench ID: 2022
• ChEMBL ID: CHEMBL1160009
• Mol file: 601-75-2.mol

Synonyms:1,1-Propanedicarboxylic acid;alpha-carboxybutyric acid;ethylmalonate;ethylmalonic acid;propanedioic acid, ethyl-

Chemical Property of Ethylmalonic acid

Chemical Property:

• Appearance/Colour: white to faintly pink crystalline powder
• Vapor Pressure: 5.83E-05mmHg at 25°C
• Melting Point: 112-114 °C(lit.)
• Refractive Index: 1.4016 (estimate)
• Boiling Point: 322.2 °C at 760 mmHg
• PKA: pK1:2.90(0);pK2:5.55(+1) (25°C)
• Flash Point: 162.9 °C
• PSA: 74.60000
• Density: 1.311 g/cm³
• LogP: 0.18180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water, methanol (very faint turbidity), and ethanol.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

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

Ethylmalonic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C(=O)O)C(=O)O
• Uses: Ethylmalonic acid is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of Ethylmalonic acid

There total 24 articles about Ethylmalonic acid 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: 95.0%

ethyl diethyl malonate (133-13-1) → ethylmalonic acid (601-75-2)

Guidance literature:

With sodium hydroxide; In water; for 2h; Heating;

DOI:10.1080/00304940509354885

Reference yield: 82.0%

ethyl potassium malonate (6148-64-7) → ethylmalonic acid (601-75-2)

Guidance literature:

With concentrated hydrochloric acid; In water;

Reference yield:

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + carbon monoxide (201230-82-2) → 2-methylbutanedioic acid (498-21-5,636-60-2) + ethylmalonic acid (601-75-2)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/0022-328X(91)86320-P

upstream raw materials:

diethyl ethylidenemalonate

diethyl (acetyl)ethylmalonate

sodium ethanolate

oxalyl dichloride

Downstream raw materials:

α-ethyl-m-nitrocinnamic acid

α-ethyl-p-nitrocinnamic acid

(E)-2-benzylidenebutanoic acid

(E)-2-(4-methoxybenzylidene)butanoic acid

Refernces

• 1、 -. "SULFONYL-SUBSTITUTED BICYCLIC COMPOUND WHICH ACTS AS ROR INHIBITOR". Paragraph 0325; 0326. . Retrieved 2020/08/16.
• 2、 Grote, Marius,Schulz, Frank. "Exploring the Promiscuous Enzymatic Activation of Unnatural Polyketide Extender Units in Vitro and in Vivo for Monensin Biosynthesis". . p. 1183 - 1189. Retrieved 2019/03/11.