3-(2-Nitrophenyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(2-Nitrophenyl)prop-2-enoic acid
• CAS No.: 612-41-9
• Molecular Formula: C9H7NO4
• Molecular Weight: 193.159
• Hs Code.: 29163900
• DSSTox Substance ID: DTXSID00870689
• Mol file: 612-41-9.mol

Synonyms:(E)-2-Nitrocinnamic acid;3-(2-nitrophenyl)prop-2-enoic acid;DTXSID00870689;beta-(2-nitrophenyl)propenoic acid;AKOS017268876;SY011692;FT-0613192

Chemical Property of 3-(2-Nitrophenyl)prop-2-enoic acid

Chemical Property:

• Appearance/Colour: Yellow crystalline powder or needles
• Vapor Pressure: 1.47E-06mmHg at 25°C
• Melting Point: 243-245 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 383.3 °C at 760 mmHg
• PKA: pK1:4.15 (25°C)
• Flash Point: 171.8 °C
• PSA: 83.12000
• Density: 1.411 g/cm³
• LogP: 2.21580
• Storage Temp.: 2-8°C
• Water Solubility.: insoluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 193.03750770
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

2-NitrocinnamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(2-Nitrophenyl)prop-2-enoic acid

There total 72 articles about 3-(2-Nitrophenyl)prop-2-enoic 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: 98.0%

2-nitrocinnamic aldehyde (1466-88-2,66894-06-2) → 2-nitrocinnamic acid (612-41-9)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 10 ℃; for 1h;

DOI:10.1021/jo00354a037

Reference yield: 96.9%

o-nitroiodobenzene (609-73-4) + acrylic acid (79-10-7) → 2-nitrocinnamic acid (612-41-9)

Guidance literature:

With sodium carbonate; In water; at 120 ℃; for 12h; Green chemistry;

DOI:10.1002/aoc.5226

Reference yield: 94.0%

2-nitrophenyl bromide (577-19-5) + acrylic acid (79-10-7) → 2-nitrocinnamic acid (612-41-9)

Guidance literature:

With potassium carbonate; In water; for 24h; Time; Inert atmosphere; Reflux;

DOI:10.1039/c4nj01581a

upstream raw materials:

ethyl 3-phenyl-2-propenoate

(E)-3-phenylacrylic acid

4-(2-nitrophenyl)but-3-en-2-one

(Z)-3-(2-nitrophenyl)acrylic acid

Downstream raw materials:

(Z)-3-(2-nitrophenyl)acrylic acid

(E)-methyl 2-nitrocinnamate

(E)-ethyl 3-(2-nitrophenyl)acrylate

2-(2-nitrophenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

Refernces

• 1、 Varga, Andrea,Csuka, Pál,Sonesouphap, Orlavanah,Bánóczi, Gergely,To?a, Monica Ioana,Katona, Gabriel,Molnár, Zsófia,Bencze, László Csaba,Poppe, László,Paizs, Csaba. "A novel phenylalanine ammonia-lyase from Pseudozyma antarctica for stereoselective biotransformations of unnatural amino acids". . p. 185 - 194. Retrieved 2020/04/28.
• 2、 Ghafary, Shahrzad,Ghobadian, Roshanak,Mahdavi, Mohammad,Nadri, Hamid,Moradi, Alireza,Akbarzadeh, Tahmineh,Najafi, Zahra,Sharifzadeh, Mohammad,Edraki, Najmeh,Moghadam, Farshad Homayouni,Amini, Mohsen. "Design, synthesis, and evaluation of novel cinnamic acid-tryptamine hybrid for inhibition of acetylcholinesterase and butyrylcholinesterase". . p. 463 - 477. Retrieved 2020/05/25.