Ethyl 4-nitropentanoate

Base Information

• Chemical Name: Ethyl 4-nitropentanoate
• CAS No.: 4093-53-2
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• DSSTox Substance ID: DTXSID601313452
• Nikkaji Number: J1.156.075J
• Mol file: 4093-53-2.mol

Synonyms:Ethyl 4-nitropentanoate;4093-53-2;Pentanoic acid, 4-nitro-, ethyl ester;SCHEMBL17674185;DTXSID601313452;AKOS006317976

Chemical Property of Ethyl 4-nitropentanoate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(C)[N+](=O)[O-]

Technology Process of Ethyl 4-nitropentanoate

There total 1 articles about Ethyl 4-nitropentanoate 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:

Nitroethane (79-24-3) + ethyl acrylate (140-88-5,9003-32-1) → 4-nitro-valeric acid ethyl ester (4093-53-2) + 4-oxopentanoic acid ethyl ester (539-88-8)

Guidance literature:

Nitroethane; ethyl acrylate; With copper(l) cyanide; caesium carbonate; In dichloromethane; at 30 - 32 ℃; for 0.5h;

With water; In dichloromethane;

DOI:10.1016/j.tetlet.2012.04.071

Reference yield: 46.0%

4-nitro-valeric acid ethyl ester (4093-53-2) + 4-Nitro-4-(4-nitro-phenyl)-pentanoic acid methyl ester (92574-32-8) → γ-Methyl-γ-(4-nitro-phenyl)-butyrolacton (92574-36-2) + C12H15NO5 (92574-35-1) + (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; for 20h; Product distribution; Mechanism; Irradiation; S_RN1 reaction under various conditions;

DOI:10.1016/S0040-4039(01)80252-5

Reference yield:

4-nitro-valeric acid ethyl ester (4093-53-2) + 2-[2-Nitro-2-(4-nitro-phenyl)-propoxy]-tetrahydro-pyran (92574-33-9) → 4,5-Dimethyl-4,5-dinitro-octanedioic acid dimethyl ester (63818-08-6) + (4-nitrophenyl)ethanone (100-19-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; for 30h; Product distribution; Mechanism; Irradiation; S_RN1 reaction under various conditions;

DOI:10.1016/S0040-4039(01)80252-5

upstream raw materials:

Nitroethane

ethyl acrylate

Downstream raw materials:

(±)-4-amino-1-pentanol

4,5-Dimethyl-4,5-dinitro-octanedioic acid dimethyl ester

(4-nitrophenyl)ethanone

γ-Methyl-γ-(4-nitro-phenyl)-butyrolacton