3-(4-Nitrophenyl)propanoic acid

Base Information

• Chemical Name: 3-(4-Nitrophenyl)propanoic acid
• CAS No.: 16642-79-8
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 29163990
• European Community (EC) Number: 672-244-1
• NSC Number: 99345
• DSSTox Substance ID: DTXSID90168103
• Nikkaji Number: J76.666F
• Wikidata: Q27162457
• ChEMBL ID: CHEMBL1774699
• Mol file: 16642-79-8.mol

Synonyms:3-(4-nitrophenyl)propanoic acid;16642-79-8;3-(4-nitrophenyl)propionic acid;Benzenepropanoic acid, 4-nitro-;p-nitrohydrocinnamic acid;3-(4-nitrophenyl)-propionic acid;3-(4-Nitrophenyl) propionic acid;3-(p-nitrophenyl)propanoic acid;CHEBI:90321;MFCD00126834;3-{4-nitrophenyl}propanoic acid;4-nitrobenzenepropanoic acid;NSC99345;p-Nitrohydrozimtsaure;4-Nitrohydrocinnamic Acid;para-Nitrohyrocinnamic acid;Para-Nitrohydrocinnamic acid;NCIOpen2_001929;Oprea1_686058;SCHEMBL350869;3-(4-nitrophenyl)propanoicacid;3-(p-nitrophenyl)propionic acid;CHEMBL1774699;AMY3858;DTXSID90168103;beta-(p-nitrophenyl)propanoic acid;beta-(p-nitrophenyl)propionic acid;beta-(4-nitrophenyl)propanoic acid;beta-(4-nitrophenyl)propionic acid;3-(4-nitro-phenyl)-propionic acid;BCP22468;BBL034729;NSC 99345;NSC-99345;STL426403;AKOS005202964;AC-2047;CS-W004836;DS-1662;PS-6089;SY018637;3-(4-nitrophenyl)propanoic acid, AldrichCPR;FT-0637390;N0944;EN300-44919;AA-516/30011013;J-010279;Q27162457;F9995-0359;Z424800706;2-Methoxy-4-(4-morpholinyl)benzenediazoniumtetrachlorozincate(2:1)

Chemical Property of 3-(4-Nitrophenyl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.53E-06mmHg at 25°C
• Melting Point: 167-170 °C
• Refractive Index: 1.583
• Boiling Point: 382.7 °C at 760 mmHg
• PKA: 4.47(at 25℃)
• Flash Point: 170.5 °C
• PSA: 83.12000
• Density: 1.343 g/cm³
• LogP: 2.13520
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Nitrophenyl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(=O)O)[N+](=O)[O-]
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 3-(4-Nitrophenyl)propanoic acid

There total 17 articles about 3-(4-Nitrophenyl)propanoic 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: 92.0%

3-Phenylpropionic acid (501-52-0) → 3-(4-nitrophenyl)propionic acid (16642-79-8)

Guidance literature:

With nitric acid; In water; acetic acid; at 20 ℃; for 4h; Cooling with ice;

DOI:10.1021/jm101182s

Reference yield: 83.0%

2-vinyl-1,3-dioxolane (3984-22-3) + para-nitrophenyl bromide (586-78-7) → 3-(4-nitrophenyl)propionic acid (16642-79-8)

Guidance literature:

2-vinyl-1,3-dioxolane; para-nitrophenyl bromide; With potassium carbonate; Pd-Tedicyp catalyst; In N,N-dimethyl-formamide; at 110 ℃; for 20h;

With sodium hydroxide; water; In N,N-dimethyl-formamide; at 50 - 80 ℃;

DOI:10.1016/j.tet.2004.09.061

Reference yield: 80.0%

3-(4-nitrophenyl)-propenal (49678-08-2) → 4-nitro-trans-cinnamic acid (882-06-4) + 3-(4-nitrophenyl)propionic acid (16642-79-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; oxygen; In tetrahydrofuran; at 20 ℃; for 16h; Reagent/catalyst;

DOI:10.1055/s-0037-1610069

upstream raw materials:

3-(4-nitrophenyl)propanenitrile

3-Phenylpropionic acid

cycl-isopropylidene malonate

4-nitrobenzaldehdye

Downstream raw materials:

3-(4-nitrophenyl)-1-propanol

3-(4-nitrophenyl)propan-1-amine

3-(4-Nitro-phenyl)-propionyl azide

4-{3-[(3,4-Dimethoxy-benzyl)-methyl-amino]-propyl}-phenylamine

Refernces

• 1、 Yang, Jianyong,Li, Zheng,Li, Huilan,Liu, Chunxia,Wang, Nasi,Shi, Wei,Liao, Chen,Cai, Xingguang,Huang, Wenlong,Qian, Hai. "Design, synthesis and structure–activity relationship studies of novel free fatty acid receptor 1 agonists bearing amide linker". supporting information. p. 2445 - 2450. Retrieved 2017/04/03.
• 2、 Trofymchuk, Sergii,Bezdudny, Andrii,Pustovit, Yurii,Mykhailiuk, Pavel K.. "Synthesis of isomeric (3,3,3-trifluoropropyl)anilines". . p. 174 - 176. Retrieved 2015/03/04.