2-Furanacetic acid, 2-carboxytetrahydro-5-oxo-

Base Information

• Chemical Name: 2-Furanacetic acid, 2-carboxytetrahydro-5-oxo-
• CAS No.: 91912-46-8
• Molecular Formula: C7H8 O6
• Molecular Weight: 188.137
• DSSTox Substance ID: DTXSID90919455
• Mol file: 91912-46-8.mol

Synonyms:carboxy 2-(5-oxooxolan-2-yl)acetate;2-Furanacetic acid, 2-carboxytetrahydro-5-oxo-;DTXSID90919455;(5-Oxooxolan-2-yl)acetyl hydrogen carbonate

Chemical Property of 2-Furanacetic acid, 2-carboxytetrahydro-5-oxo-

Chemical Property:

• Vapor Pressure: 1.23E-08mmHg at 25°C
• Boiling Point: 431.1°Cat760mmHg
• Flash Point: 183.7°C
• PSA: 100.90000
• Density: 1.464g/cm³
• LogP: -0.37850
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 188.03208797
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

98% ^*data from raw suppliers

2-(Carboxymethyl)-5-oxotetrahydrofuran-2-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)OC1CC(=O)OC(=O)O

Technology Process of 2-Furanacetic acid, 2-carboxytetrahydro-5-oxo-

There total 4 articles about 2-Furanacetic acid, 2-carboxytetrahydro-5-oxo- 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:

diethyl 2-allyl-2-hydroxypentanedioate (932369-16-9) + ethanol (64-17-5) → rac-homocitrato γ-lactone acid (91912-46-8,103404-94-0)

Guidance literature:

diethyl 2-allyl-2-hydroxypentanedioate; With ruthenium trichloride; sodium periodate; In water; ethyl acetate; acetonitrile; at 20 ℃; for 1h;

ethanol; With acetyl chloride; at 0 - 20 ℃;

With trifluoroacetic acid; for 24h; Heating;

DOI:10.1016/j.tet.2006.12.092

Reference yield:

α-ketoglutaric acid (328-50-7) → rac-homocitrato γ-lactone acid (91912-46-8,103404-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 91 percent / AcCl / 20 h / 20 °C

2.1: 86 percent / NaI; In / H₂O; ethanol / 20 °C

3.1: NaIO₄; RuCl₃ / ethyl acetate; acetonitrile; H₂O / 1 h / 20 °C

3.2: AcCl / 0 - 20 °C

3.3: 1.18 g / CF₃CO₂H / 24 h / Heating

With ruthenium trichloride; indium; sodium periodate; acetyl chloride; sodium iodide; In ethanol; water; ethyl acetate; acetonitrile;

DOI:10.1016/j.tet.2006.12.092

Reference yield:

diethyl 2-ketoglutarate (5965-53-7) → rac-homocitrato γ-lactone acid (91912-46-8,103404-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / NaI; In / H₂O; ethanol / 20 °C

2.1: NaIO₄; RuCl₃ / ethyl acetate; acetonitrile; H₂O / 1 h / 20 °C

2.2: AcCl / 0 - 20 °C

2.3: 1.18 g / CF₃CO₂H / 24 h / Heating

With ruthenium trichloride; indium; sodium periodate; sodium iodide; In ethanol; water; ethyl acetate; acetonitrile;

DOI:10.1016/j.tet.2006.12.092

upstream raw materials:

diethyl 2-allyl-2-hydroxypentanedioate

ethanol

α-ketoglutaric acid

diethyl 2-ketoglutarate

Downstream raw materials:

hexanedioic acid dimethyl ester

ethylbutanedioic acid dimethyl ester

1,2,4-butanetricarboxylic acid trimethyl ester

dimethyl 2-methylglutarate

Refernces

• 1、 Chen, Hong-Bin,Chen, Ling-Yan,Huang, Pei-Qiang,Zhang, Hong-Kui,Zhou, Zhao-Hui,Tsai, Khi-Rui. "Expeditious biomimetically-inspired approaches to racemic homocitric acid lactone and per-homocitrate". . p. 2148 - 2152. Retrieved 2007/10/03.