5-Nitro-2-acetoxy-2,5-dihydro-2-furancarboxylic acid methyl ester

Base Information

• Chemical Name: 5-Nitro-2-acetoxy-2,5-dihydro-2-furancarboxylic acid methyl ester
• CAS No.: 22401-53-2
• Molecular Formula: C₈H₉NO₇
• Molecular Weight: 231.162
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID30945056
• Mol file: 22401-53-2.mol

Synonyms:22401-53-2;5-Nitro-2-acetoxy-2,5-dihydro-2-furancarboxylic acid methyl ester;DTXSID30945056;methyl 5-nitro-2-acetoxy-2,5-dihydrofuran-2-carboxylate;Methyl 2-(acetyloxy)-5-nitro-2,5-dihydrofuran-2-carboxylate

Chemical Property of 5-Nitro-2-acetoxy-2,5-dihydro-2-furancarboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.000225mmHg at 25°C
• Boiling Point: 325.8°Cat760mmHg
• Flash Point: 150.5°C
• PSA: 107.65000
• Density: 1.42g/cm³
• LogP: 0.13120
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 231.03790163
• Heavy Atom Count: 16
• Complexity: 358

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1(C=CC(O1)[N+](=O)[O-])C(=O)OC

Technology Process of 5-Nitro-2-acetoxy-2,5-dihydro-2-furancarboxylic acid methyl ester

There total 9 articles about 5-Nitro-2-acetoxy-2,5-dihydro-2-furancarboxylic acid methyl ester 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:

2-furoic acid methyl ester (611-13-2) → (E)-2-carbomethoxy-2-acetoxy-5-nitro-2,5-dihydrofuran (22401-53-2)

Guidance literature:

With nitric acid; acetic anhydride; at -5 ℃;

DOI:10.1021/ja01354a050

Reference yield:

2-furoic acid methyl ester (611-13-2) → methyl 5-nitrofuran-2-carboxylate (1874-23-3) + (E)-2-carbomethoxy-2-acetoxy-5-nitro-2,5-dihydrofuran (22401-53-2) + (E)-2-carbomethoxy-4-acetoxy-5-nitro-4,5-dihydrofuran (67720-07-4)

Guidance literature:

With nitro acetate; In acetic anhydride; at -5 ℃; for 1h; Further byproducts given;

DOI:10.1021/jo00183a028

Reference yield:

2-furanoic acid (88-14-2) → (E)-2-carbomethoxy-2-acetoxy-5-nitro-2,5-dihydrofuran (22401-53-2)

Guidance literature:

Multi-step reaction with 2 steps

2: acetic anhydride / 1 h / -5 °C

In acetic anhydride;

DOI:10.1021/jo00183a028

upstream raw materials:

2-furoic acid methyl ester

nitro acetate

nitric acid

acetic anhydride