3-Hydroxyglutaric acid

Base Information

• Chemical Name: 3-Hydroxyglutaric acid
• CAS No.: 638-18-6
• Molecular Formula: C5H8O5
• Molecular Weight: 148.116
• Hs Code.: 2918199090
• European Community (EC) Number: 842-722-6
• UNII: C3FG9S37DY
• DSSTox Substance ID: DTXSID00213239
• Nikkaji Number: J94.841A
• Wikidata: Q17048419
• Metabolomics Workbench ID: 37245
• ChEMBL ID: CHEMBL556937
• Mol file: 638-18-6.mol

Synonyms:3-hydroxyglutaric acid

Chemical Property of 3-Hydroxyglutaric acid

Chemical Property:

• Vapor Pressure: 8.34E-07mmHg at 25°C
• Melting Point: 94-96°C
• Refractive Index: 1.519
• Boiling Point: 364.958 °C at 760 mmHg
• PKA: 3.93±0.10(Predicted)
• Flash Point: 188.705 °C
• PSA: 94.83000
• Density: 1.508 g/cm³
• LogP: -0.70330
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 148.03717335
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

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

3-HydroxyglutaricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CC(=O)O)O)C(=O)O
• Uses: 3-Hydroxyglutaric Acid (cas# 638-18-6) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxyglutaric acid

There total 25 articles about 3-Hydroxyglutaric 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%

dimethyl 3-hydroxypentanedioate (7250-55-7) → diethyl 3-hydroxypentanedioate (638-18-6)

Guidance literature:

With potassium hydroxide; In methanol; for 2h;

DOI:10.1016/S0040-4020(97)00896-X

Reference yield: 84.0%

diethyl 3-hydroxyglutarate (32328-03-3) → diethyl 3-hydroxypentanedioate (638-18-6)

Guidance literature:

With sodium hydroxide; In methanol; water; for 60h; Ambient temperature;

Reference yield:

citric acid (77-92-9,906507-37-7) → diethyl 3-hydroxypentanedioate (638-18-6) + Mesaconic acid (498-24-8,7407-59-2) + 1 propene 1,2,3 tricarboxylic acid (499-12-7) + 2-methylenesuccinic acid (97-65-4,25119-64-6) + citraconic acid anhydride (616-02-4) + itaconic acid anhydride (2170-03-8)

Guidance literature:

With Sn/Pb solder; at 150 - 210 ℃;

DOI:10.1366/0003702953963229

upstream raw materials:

acetonedicarboxylic acid

glutaconic acid

3-ethoxy-pentenedioic acid diethyl ester

dimethyl 3-hydroxypentanedioate

Downstream raw materials:

diethyl 3-hydroxyglutarate

glutaconic acid

Glutaconsaeureanhydrid

1,5-pentanedioic acid

Refernces

• 1、 Juhsz, Lszl,Varga, Gergely,Sztankovics, Andrea,Bke, Ferenc,Docsa, Tibor,Kiss-Szikszai, Attila,Gergely, Pl,Ka, Juraj,Tvaroka, Igor,Somsk, Lszl. "Structure-Activity Relationships of Glycogen Phosphorylase Inhibitor FR258900 and Its Analogues: A Combined Synthetic, Enzyme Kinetics, and Computational Study". . p. 1558 - 1568. Retrieved 2015/08/24.
• 2、 Claeys, Magda,Szmigielski, Rafal,Kourtchev, Ivan,Van Der Veken, Pieter,Vermeylen, Reinhilde,Maenhaut, Willy,Jaoui, Mohammed,Kleindienst, Tadeusz E.,Lewandowski, Michael,Offenberg, John H.,Edney, Edward O.. "Hydroxydicarboxylic acids: Markers for secondary organic aerosol from the photooxidation of α-pinene". . p. 1628 - 1634. Retrieved 2007/10/03.