3-(3-Nitrophenyl)acrylaldehyde

Base Information

• Chemical Name: 3-(3-Nitrophenyl)acrylaldehyde
• CAS No.: 1504-76-3
• Molecular Formula: C9H7 N O3
• Molecular Weight: 177.159
• NSC Number: 104462
• DSSTox Substance ID: DTXSID601300926
• Nikkaji Number: J3.429.423B,J3.545.759C
• Mol file: 1504-76-3.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
• Boiling Point: 337.1°Cat760mmHg
• Flash Point: 170.2°C
• Density: 1.269g/cm³
• 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:

99% ^*data from raw 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 28 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: 91.0%

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

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.0c00915

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;

upstream raw materials:

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

3-nitro-benzaldehyde

acetaldehyde

(E)-3-nitrocinnamic acid chloride

Downstream raw materials:

iron pentacarbonyl

(1R,2R)-methyl 1-cyano-3-formyl-4-methyl-2-(3-nitrophenyl)cyclopent-3-enecarboxylate

Refernces

• 1、 -. "Preparation method of alpha-deuterated olefine aldehyde". . . Retrieved 2022/03/27.
• 2、 -. "NOVEL COMPOUNDS USEFUL AS NEAR-INFRARED FLUORESCENT PROBES SELECTIVELY BINDING TO TAU AGGREGATES AND METHOD OF PREPARING THE SAME". Paragraph 0184-0187; 0192. . Retrieved 2021/08/20.