3-(3-Nitrophenyl)propionic acid

Base Information

• Chemical Name: 3-(3-Nitrophenyl)propionic acid
• CAS No.: 1664-57-9
• Molecular Formula: C9 H9 N O4
• Molecular Weight: 195.175
• Hs Code.: 29163990
• European Community (EC) Number: 673-712-8
• DSSTox Substance ID: DTXSID00375063
• Nikkaji Number: J679.695H
• Wikidata: Q72495739
• Mol file: 1664-57-9.mol

Synonyms:3-(3-Nitrophenyl)propionic acid;1664-57-9;3-(3-nitrophenyl)propanoic Acid;Benzenepropanoic acid, 3-nitro-;MFCD01310835;3-(3-Nitrophenyl)propionicacid;3-(3-nitropenyl)propionic acid;m-Nitrohydrocinnamic acid;3-Nitrohydrocinnamic acid;NITROPHENYLPROPIONICACID;m-Nitrohydrozimtsaure;3-nitro dihydrocinnamic acid;SCHEMBL81066;DTXSID00375063;ZOANOABZUNJOJT-UHFFFAOYSA-N;AKOS005217765;AC-7940;CS-W019004;DS-12447;SY016825;AM20060913;FT-0633744;N0960;EN300-104989;A810739;AE-562/43460510;Z426022014

Chemical Property of 3-(3-Nitrophenyl)propionic acid

Chemical Property:

• Vapor Pressure: 1.97E-06mmHg at 25°C
• Melting Point: 110-112 ºC
• Refractive Index: 1.583
• Boiling Point: 379.4 ºC at 760 mmHg
• PKA: 4.50±0.10(Predicted)
• Flash Point: 168.9 ºC
• PSA: 83.12000
• Density: 1.343 g/cm³
• LogP: 2.13520
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

3-(3-Nitrophenyl)propionic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])CCC(=O)O

Technology Process of 3-(3-Nitrophenyl)propionic acid

There total 11 articles about 3-(3-Nitrophenyl)propionic acid 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%

m-nitrobenzene boronic acid (13331-27-6) + acrylic acid (79-10-7) → 3-(3-nitrophenyl)propanoic acid (1664-57-9)

Guidance literature:

With [Rh(OH)(cod)]2; water; at 75 ℃; for 16h; Inert atmosphere;

DOI:10.1055/s-0030-1260319

Reference yield: 86.0%

(E)-3-Nitrocinnamic acid (555-68-0,1772-76-5) → 3-(3-nitrophenyl)propanoic acid (1664-57-9)

Guidance literature:

With hydroxylamine sulfate; hydroxylamine-O-sulfonic acid; In water; at 10 ℃; for 6h; pH=7.6;

DOI:10.1021/jm00004a010

Reference yield: 72.0%

cycl-isopropylidene malonate (2033-24-1) + 3-nitro-benzaldehyde (99-61-6) → 3-(3-nitrophenyl)propanoic acid (1664-57-9)

Guidance literature:

With formic acid; triethylamine; In N,N-dimethyl-formamide; Large scale;

DOI:10.1016/j.jfluchem.2014.06.003

upstream raw materials:

3-(4-amino-3-nitro-phenyl)-propionic acid

(3-nitro-benzyl)-malonic acid

m-Nitrocinnamic Acid

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

Downstream raw materials:

2-(3-nitrophenyl)ethylamine

ethyl 3-(3-aminophenyl)propanoate

β-(3-nitrophenyl)-propionitrile

3-(3-nitrophenyl)propanamide

Refernces

• 1、 Trofymchuk, Sergii,Bezdudny, Andrii,Pustovit, Yurii,Mykhailiuk, Pavel K.. "Synthesis of isomeric (3,3,3-trifluoropropyl)anilines". . p. 174 - 176. Retrieved 2015/03/04.
• 2、 Nagel, Ulrike,Radau, Gregor,Link, Andreas. "Short synthesis of ethyl 3-(3-aminophenyl)propanoate". experimental part. p. 840 - 842. Retrieved 2012/03/08.