2-Nitrophenylacetic acid

Base Information

• Chemical Name: 2-Nitrophenylacetic acid
• CAS No.: 3740-52-1
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 29163900
• European Community (EC) Number: 223-128-0
• NSC Number: 16624
• UNII: 05TN0SUY38
• DSSTox Substance ID: DTXSID0063157
• Nikkaji Number: J714.505E,J27.572G
• Wikidata: Q27236144
• Mol file: 3740-52-1.mol

Synonyms:(2-nitrophenyl)acetic acid;2-nitrophenylacetic acid;o-nitrophenylacetic acid

Chemical Property of 2-Nitrophenylacetic acid

Chemical Property:

• Appearance/Colour: yellow to beige crystalline powder
• Vapor Pressure: 2.4E-05mmHg at 25°C
• Melting Point: 137-140 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: 345.1 °C at 760 mmHg
• PKA: 4(at 25℃)
• Flash Point: 155.9 °C
• PSA: 83.12000
• Density: 1.407 g/cm³
• LogP: 1.74510
• Storage Temp.: Store at RT.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrophenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-68
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)[N+](=O)[O-]
• Uses: 2-Nitrophenylacetic Acid is a useful research chemical. 2-Nitrophenylacetic acid was used as an internal standard in the determination of the theophylline solubilizer salicylamide-O-acetic acid.

Technology Process of 2-Nitrophenylacetic acid

There total 34 articles about 2-Nitrophenylacetic 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: 99.8%

1-methyl-2-nitrobenzene (88-72-2) + oxalic acid diethyl ester (95-92-1) → 2-(2-nitrophenyl)acetic acid (3740-52-1)

Guidance literature:

1-methyl-2-nitrobenzene; oxalic acid diethyl ester; With sodium; In ethanol; at 20 - 45 ℃; for 3h;

With water; In ethanol; at 60 ℃; for 1h; Reagent/catalyst;

Reference yield: 90.0%

Diethyl 2-(2-nitrophenyl)propanedioate (10565-14-7) → 2-(2-nitrophenyl)acetic acid (3740-52-1)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 12h;

DOI:10.1071/CH13331

Reference yield: 87.0%

allyl 2-(2-nitrophenyl)acetate (1141874-17-0) → 2-(2-nitrophenyl)acetic acid (3740-52-1)

Guidance literature:

allyl 2-(2-nitrophenyl)acetate; With sodium tetrahydroborate; In dimethyl sulfoxide; at 20 ℃;

With hydrogenchloride; water; In dimethyl sulfoxide; for 0.5h; chemoselective reaction;

DOI:10.1080/00397910902963694

upstream raw materials:

phenylacetic acid

2-nitro-benzeneacetonitrile

o-nitrophenylpyruvic acid

(2-nitro-phenyl)-glyoxylic acid

Downstream raw materials:

1-methyl-2-nitrobenzene

methylammonium carbonate

ethyl 2-nitrophenylacetate

3t-(6-bromo-benzo[1,3]dioxol-5-yl)-2-(2-nitro-phenyl)-acrylic acid

Refernces

• 1、 -. "Method for synthesizing o-nitrophenylacetic acid". Paragraph 0008; 0010; 0011; 0012; 0013; 0014. . Retrieved 2018/11/22.
• 2、 Black, Gary W.,Brown, Nicola L.,Perry, Justin J. B.,Randall, P. David,Turnbull, Graeme,Zhang, Meng. "A high-throughput screening method for determining the substrate scope of nitrilases". supporting information. p. 2660 - 2662. Retrieved 2015/03/05.