3-(3-Nitrophenyl)acrylaldehyde

Base Information

• Chemical Name: 3-(3-Nitrophenyl)acrylaldehyde
• CAS No.: 56578-39-3
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.159
• NSC Number: 104462
• DSSTox Substance ID: DTXSID601300926
• Nikkaji Number: J3.429.423B,J3.545.759C
• Mol file: 56578-39-3.mol

Synonyms:3-(3-nitrophenyl)acrylaldehyde;56578-39-3;(E)-3-(3-nitrophenyl)prop-2-enal;(2E)-3-(3-nitrophenyl)prop-2-enal;(E)-3-(3-Nitrophenyl)acrylaldehyde;3-nitrocinnamaldehyde;3-Nitrozimtaldehyd;1504-76-3;NSC104462;3-Nitrobenzenepropenal;Cinnamaldehyde, m-nitro-;SCHEMBL1435631;3-(3-nitrophenyl)prop-2-enal;DTXSID601300926;MFCD00152667;STK088666;3-(3-NITRO-PHENYL)-PROPENAL;AKOS005393697;(2E)-3-(3-Nitrophenyl)-2-propenal;NSC-104462;2-Propenal,3-(3-nitrophenyl)-,(2e);NCGC00340933-01;2-Propenal,3-(3-nitrophenyl)-, (2E)-;J3.545.759C;PK04_181248;AB01333158-02;EN300-1866272;EN300-8092534;Z1198151305

Chemical Property of 3-(3-Nitrophenyl)acrylaldehyde

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Refractive Index: 1.617
• Boiling Point: 337.1 °C at 760 mmHg
• Flash Point: 170.2 °C
• Density: 1.269 g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

98%Min ^*data from raw suppliers

(2E)-3-(3-nitrophenyl)prop-2-enal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C=CC=O
• Isomeric SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])/C=C/C=O

Technology Process of 3-(3-Nitrophenyl)acrylaldehyde

There total 16 articles about 3-(3-Nitrophenyl)acrylaldehyde 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: 90.0%

(E)-3-(3-nitrophenyl)prop-2-en-1-ol (1504-64-9) → (E)-3-nitrocinnamaldehyde (1504-76-3,56578-39-3)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/cmdc.201900281

Reference yield: 90.0%

(E)-3-nitrocinnamic acid chloride (35418-05-4,141236-48-8) → (E)-3-nitrocinnamaldehyde (1504-76-3,56578-39-3)

Guidance literature:

With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate; In hexane; dichloromethane; for 0.16h; Ambient temperature;

Reference yield: 89.0%

3-(3-nitrophenyl)-1-propanol (63307-44-8) → (E)-3-nitrocinnamaldehyde (1504-76-3,56578-39-3)

Guidance literature:

With (S)-diphenylprolinol; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; acetonitrile; at 20 ℃; for 8h; stereoselective reaction;

DOI:10.1039/c5cc10093c

upstream raw materials:

(E)-4-(3-nitrophenyl)-2-oxo-3-butenoic acid

3-nitro-benzaldehyde

acetaldehyde

(E)-3-nitrocinnamic acid chloride

Downstream raw materials:

methyl 1-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

Refernces

• 1、 Buijs, Ned,Campagna, Roberto,Emanuelli, Monica,Gao, Yongzhi,Innocenti, Paolo,Jespers, Willem,Martin, Nathaniel I.,Parsons, Richard B.,Sartini, Davide,Van Haren, Matthijs J.,Van Westen, Gerard J. P.,Zhang, Yurui,Gutiérrez-De-Terán, Hugo. "Potent Inhibition of Nicotinamide N-Methyltransferase by Alkene-Linked Bisubstrate Mimics Bearing Electron Deficient Aromatics". . p. 12938 - 12963. Retrieved 2021/09/11.
• 2、 Ni, Shuaishuai,Li, Baoli,Chen, Feifei,Wei, Hanwen,Mao, Fei,Liu, Yifu,Xu, Yixiang,Qiu, Xiaoxi,Li, Xiaokang,Liu, Wenwen,Hu, Linghao,Ling, Dazheng,Wang, Manjiong,Zheng, Xinyu,Zhu, Jin,Lan, Lefu,Li, Jian. "Novel Staphyloxanthin Inhibitors with Improved Potency against Multidrug Resistant Staphylococcus aureus". . p. 233 - 237. Retrieved 2018/03/21.