3-Nitropropanal

Base Information

• Chemical Name: 3-Nitropropanal
• CAS No.: 58657-26-4
• Molecular Formula: C3H5NO3
• Molecular Weight: 103.078
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID00207350
• Nikkaji Number: J469.721I
• Wikidata: Q83081237
• Mol file: 58657-26-4.mol

Synonyms:3-nitropropanal;58657-26-4;Propanal, 3-nitro-;3-nitro-propionaldehyde;SCHEMBL1475582;DTXSID00207350;ZDNMMFBOBJVNPU-UHFFFAOYSA-N;MFCD12828001;AKOS015900161;FT-0724226

Chemical Property of 3-Nitropropanal

Chemical Property:

• Vapor Pressure: 0.289mmHg at 25°C
• Boiling Point: 202.6°Cat760mmHg
• PKA: 7.59±0.29(Predicted)
• Flash Point: 99.2°C
• PSA: 62.89000
• Density: 1.169g/cm³
• LogP: 0.37530
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 103.026943022
• Heavy Atom Count: 7
• Complexity: 74.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Nitropropanal

There total 5 articles about 3-Nitropropanal 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: 81.0%

acrolein (107-02-8,25068-14-8) → 3-nitropropionaldehyde (58657-26-4)

Guidance literature:

With acetic acid; sodium nitrite; In tetrahydrofuran; water; at 0 ℃; for 3.5h;

DOI:10.1021/acs.orglett.5b00826

Reference yield: 64.0%

2,5-dihydro-4-(1-methylethyl)-2-(2-nitroethyl)-oxazol-5-one (152343-08-3) → 3-methyl-2-ketobutanoic acid (759-05-7) + 3-nitropropionaldehyde (58657-26-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)79260-4

Reference yield: 55.0%

4-nitrobut-1-ene (32349-29-4) → 3-nitropropionaldehyde (58657-26-4)

Guidance literature:

4-nitrobut-1-ene; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1055/s-2005-869990

upstream raw materials:

2,5-dihydro-4-(1-methylethyl)-2-(2-nitroethyl)-oxazol-5-one

acrolein

4-nitrobut-1-ene

Downstream raw materials:

3-nitropropan-1-ol

ethylene ketal of 3-nitropropanal

3-nitropropanal diethyl acetal

3-nitropropionic acid

Refernces

• 1、 Kriis, Kadri,Melnik, Triin,Lips, Kristiina,Juhanson, Ilona,Kaabel, Sandra,J?rving, Ivar,Kanger, T?nis. "Asymmetric Synthesis of 2,3,4-Trisubstituted Piperidines". supporting information. p. 604 - 614. Retrieved 2017/01/25.
• 2、 Han, Xiaoyu,Dong, Li,Geng, Caiwei,Jiao, Peng. "Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates". supporting information. p. 3194 - 3197. Retrieved 2015/07/15.