3-Methylglutaconic acid

Base Information

• Chemical Name: 3-Methylglutaconic acid
• CAS No.: 15649-56-6
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• European Community (EC) Number: 808-891-5
• NSC Number: 177010,249232
• UNII: F4N4BX780X
• Nikkaji Number: J363.013G,J2.206.672B
• Wikipedia: 3-Methylglutaconic_acid
• Wikidata: Q2823219,Q76144140
• Metabolomics Workbench ID: 1989
• ChEMBL ID: CHEMBL1401952
• Mol file: 15649-56-6.mol

Synonyms:3-methylglutaconic acid

Chemical Property of 3-Methylglutaconic acid

Chemical Property:

• Vapor Pressure: 5.56E-10mmHg at 25°C
• Boiling Point: 399.4°Cat760mmHg
• Flash Point: 209.5°C
• Density: 1.307g/cm³
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CC(=O)O)CC(=O)O
• Isomeric SMILES: C/C(=C\C(=O)O)/CC(=O)O

Technology Process of 3-Methylglutaconic acid

There total 12 articles about 3-Methylglutaconic 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: 98.0%

isodehydracetic acid (480-65-9) → 3-methylpent-2-enedioic acid (372-42-9,15649-56-6,5746-90-7)

Guidance literature:

With potassium hydroxide; at 22 - 23 ℃;

DOI:10.1055/s-1993-35864

Reference yield: 95.0%

ethyl isodehydroacetate (3385-34-0) → 3-methylpent-2-enedioic acid (372-42-9,15649-56-6,5746-90-7)

Guidance literature:

With sodium hydroxide; In water; at 70 ℃; for 1h;

DOI:10.1016/S0040-4020(01)91537-6

Reference yield: 22.0%

ethyl acetoacetate (141-97-9) → 3-methylpent-2-enedioic acid (372-42-9,15649-56-6,5746-90-7)

Guidance literature:

ethyl acetoacetate; With sulfuric acid;

With sodium hydroxide; In water;

DOI:10.1021/ic301631n

upstream raw materials:

3-methyl-pentenedioic acid monoethyl ester

diethyl 3-methylpent-2-enedioate

5-acetyl-1,6-dihydroxy-4-methyl-2(1H)-pyridone

isodehydracetic acid

Downstream raw materials:

3-methyl-pentenedioic acid anhydride

4-methyl-6-(2-methylprop-1-en-1-yl)-2H-pyran-2-one

(Z)-3-methylpent-2-ene-1,5-diol

(2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid

Refernces

• 1、 -. "POLYMERS PREPARED FROM MEVALONOLACTONE AND DERIVATIVES". Page/Page column 52; 53. . Retrieved 2016/06/06.
• 2、 Kuchkova,Morari,Vlad. "An improved synthesis of a mixture of diethyl (Z)- and (E)-3-methylglutaconates from ethyl acetoacetate". . p. 1221 - 1222. Retrieved 2007/10/02.