2-Nitrobenzoic acid

Base Information

• Chemical Name: 2-Nitrobenzoic acid
• CAS No.: 552-16-9
• Molecular Formula: C7H5 N O4
• Molecular Weight: 167.121
• Hs Code.: 29163900
• European Community (EC) Number: 209-004-9
• NSC Number: 9576
• UNII: S6S4653K7Z
• DSSTox Substance ID: DTXSID5025738
• Nikkaji Number: J1.389.648H,J1.613F
• Wikipedia: 2-Nitrobenzoic_acid
• Wikidata: Q19810380
• Metabolomics Workbench ID: 53981
• ChEMBL ID: CHEMBL114719
• Mol file: 552-16-9.mol

Synonyms:2-NITROBENZOIC ACID;552-16-9;o-Nitrobenzoic acid;2-nitrobenzoicacid;Benzoic acid, 2-nitro-;o-Carboxynitrobenzene;Benzoic acid, o-nitro-;2-nitro-benzoic acid;Nitrobenzoic acid;CCRIS 2334;2-nitro benzoic acid;ortho-nitrobenzoic acid;NSC 9576;EINECS 209-004-9;MFCD00007137;AI3-08821;DTXSID5025738;CHEBI:25620;S6S4653K7Z;NSC-9576;Benzoic acid, nitro-;nitro benzoic acid;2-nitro-benzoicaci;6-nitro-benzoic acid;2-Nitrobenzoic acid, 95%;Oprea1_474365;SCHEMBL78205;UNII-S6S4653K7Z;NITROBENZOIC ACID, 2-;CCRIS-2334;CHEMBL114719;DTXCID005738;SCHEMBL17461588;Nitrobenzoic acid (o,m, and p);NSC9576;2-Nitrobenzoic acid-ring-ul-14c;Tox21_201020;AC-652;STL168882;AKOS000119255;AM87062;CS-W020072;LS-1360;NCGC00091364-01;NCGC00091364-02;NCGC00258573-01;AS-11055;CAS-552-16-9;SY005662;FT-0650584;N0155;EN300-18349;BENZOIC ACID,2-NITRO MFC7 H5 N1 O4;D71183;2-Nitrobenzoic acid, purum, >=97.0% (HPLC);2-Nitrobenzoic acid, technical, >=85% (HPLC);AB-131/40245354;2-Nitrobenzoic acid, Vetec(TM) reagent grade, 94%;Q-200311;Q19810380;Z57160141;2-Nitrobenzoic acid, 95%, Contains 3- and 4-isomers;F3096-1719;104810-18-6

Chemical Property of 2-Nitrobenzoic acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 3.26E-05mmHg at 25°C
• Melting Point: 141-148 ºC
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 340.7°Cat760mmHg
• PKA: 2.16(at 18℃)
• Flash Point: 157.5°C
• PSA: 83.12000
• Density: 1.468g/cm³
• LogP: 1.81620
• Storage Temp.: Store at RT.
• Solubility.: 7.8g/l
• Water Solubility.: 6.8 g/L
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-68-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)[N+](=O)[O-]
• Uses: NH2-protecting reagent. 2-Nitrobenzoic Acid is used as a reagent in the synthesis of several organic compounds including that of novel triazoles and a tetrazole of escitalopram which act as cholinesterase inhibitors. It is also used in the one pot synthesis of 1,4-disubstituted 1,2,3-triazoles.

Technology Process of 2-Nitrobenzoic acid

There total 232 articles about 2-Nitrobenzoic 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: 75.4%

1-methyl-2-nitrobenzene (88-72-2) → ortho-nitrobenzoic acid (552-16-9,104810-18-6) + 2-Nitrobenzyl alcohol (612-25-9) + 2-nitro-benzaldehyde (552-89-6)

Guidance literature:

With ozone; cobalt(II) acetate; In acetic acid; at 100 ℃; Further Variations:; Catalysts; Temperatures; Kinetics; Product distribution;

Reference yield: 61.0%

N-butylacrylamide (2565-18-6) + 2-nitro-benzaldehyde (552-89-6) → ortho-nitrobenzoic acid (552-16-9,104810-18-6) + 2-Nitrobenzyl alcohol (612-25-9) + N-butyl-2-(hydroxy(2-nitrophenyl)methyl)acrylamide

Guidance literature:

With 3-quinuclidinol; In 2-methyltetrahydrofuran; water; at 20 ℃; for 72h;

DOI:10.5802/crchim.117

Reference yield: 20.0%

benzonitrile oxide (873-67-6) → ortho-nitrobenzoic acid (552-16-9,104810-18-6) + bis-(2-nitrophenyl)furoxan (132371-23-4) + o-nitrobenzonitrile (612-24-8)

Guidance literature:

With nitrogen(II) oxide; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1007/BF00957863

upstream raw materials:

pyridine

bis-(2-nitro-benzoyl)-peroxide

2-acetylnitrobenzene

1-methyl-2-nitrobenzene

Downstream raw materials:

2-nitrobenzamide

2,2'-azoxy-di-benzoic acid

(4-methoxyphenyl)(2-nitrophenyl)methanone

N-phenyl-2-nitrobenzamide

Refernces

• 1、 Ahmar, Mohammed,Queneau, Yves,Verrier, Charlie,Yue, Xiaoyang. "Reactivity of secondary N-alkyl acrylamides in Morita–Baylis–Hillman reactions". . p. 319 - 330. Retrieved 2021/10/29.
• 2、 Huang, Cheng,Su, Xiaoyan,Gu, Xiangyu,Liu, Rui,Zhu, Hongjun. "Bimetallic oxide nanoparticles confined in ZIF-67-derived carbon for highly selective oxidation of saturated C–H bond in alkyl arenes". . . Retrieved 2020/10/15.