3-Nitrobenzoic acid

Base Information

• Chemical Name: 3-Nitrobenzoic acid
• CAS No.: 121-92-6
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 2916.39 LD50 orl-mus 1450 mg/kg
• European Community (EC) Number: 204-508-5
• NSC Number: 9801
• UNII: H318ZW7612
• DSSTox Substance ID: DTXSID0025737
• Nikkaji Number: J469.522D,J2.491K
• Wikipedia: 3-Nitrobenzoic_acid
• Wikidata: Q4634183
• ChEMBL ID: CHEMBL274839
• Mol file: 121-92-6.mol

Synonyms:3-nitrobenzoic acid;3-nitrobenzoic acid, sodium salt;meta-nitrobenzoate

Chemical Property of 3-Nitrobenzoic acid

Chemical Property:

• Appearance/Colour: light yellow crystals
• Vapor Pressure: 3.26E-05mmHg at 25°C
• Melting Point: 139-142 °C
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 340.7 °C at 760 mmHg
• PKA: 3.47(at 25℃)
• Flash Point: 157.5 °C
• PSA: 83.12000
• Density: 1.468 g/cm³
• LogP: 1.81620
• Storage Temp.: Storage temperature: no restrictions.
• Solubility.: water: soluble3g/L at 25°C
• Water Solubility.: <0.01 g/100 mL at 18℃
• XLogP3: 1.8
• 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:

99.0% min ^*data from raw suppliers

m-NitrobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36/37-33-36/37/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C(=O)O
• Uses: 3-Nitrobenzoic acid was used to investigated the role of ozone as additional decomposition or finishing reagent in the degradation of o-, m- and p-nitobenzoic acids

Technology Process of 3-Nitrobenzoic acid

There total 344 articles about 3-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: 92.0%

3-nitro-benzaldehyde (99-61-6) → 3-Nitrobenzyl alcohol (619-25-0) + 3-nitrobenzoic acid (121-92-6)

Guidance literature:

3-nitro-benzaldehyde; With potassium hydroxide; In water; at 20 ℃;

With hydrogenchloride; In water;

DOI:10.1080/00397910902916049

Reference yield: 82.0%

m-nitrobenzoic anhydride (69859-37-6) → 3-Nitrobenzyl alcohol (619-25-0) + 3-nitrobenzoic acid (121-92-6)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1055/s-1987-28035

Reference yield: 74.0%

methanol (67-56-1) + 3-nitro-benzaldehyde (99-61-6) → methyl 3-nitrobenzoate (618-95-1) + 3-nitrobenzoic acid (121-92-6)

Guidance literature:

With dihydrogen peroxide; calcium chloride; at 65 ℃; for 48h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2014.01.111

upstream raw materials:

pyridine

bis-(3-nitro-benzoyl)-peroxide

2-oxo-2-phenylacetamide

4-(3-nitrophenyl)pyridine

Downstream raw materials:

methyl 3-nitrobenzoate

3-nitro-N,N-dimethylbenzamide

acetic acid-(3-nitro-benzoic acid )-anhydride

benzoic acid-(3-nitro-benzoic acid )-anhydride

Refernces

• 1、 Provent,Chautemps,Pierre. "Screening of various procedures for the oxidation of a 1,3-diol with a 2-benzylic position; how to obtain the 1,3-diketone?". . p. 1907 - 1912. Retrieved 1995.
• 2、 Thomsen. "". . p. 1186. Retrieved 1881.
• 3、 Francis. "-". . . Retrieved 1906.
• 4、 Campos-Rey,Cabaleiro-Lago,Hervés. "Solvolysis of substituted benzoyl chlorides in nonionic and mixed micellar solutions". . p. 14004 - 14011. Retrieved 2010.
• 5、 Zhao, Qiangqiang,Sun, Jie,Liu, Baojiang,He, Jinxin. "Synthesis of stilbene, 1,4-distyrylbenzene and 4,4′-distyrylbiphenyl via Horner-Wadsworth-Emmons reaction in phase-transfer catalysis system". . p. 339 - 347. Retrieved 2013.
• 6、 Le Fave. "". . p. 4148. Retrieved 1949.
• 7、 Di Somma, Ilaria,Marotta, Raffaele,Andreozzi, Roberto,Caprio, Vincenzo. "Kinetic and safety characterization of the nitration process of methyl benzoate in mixed acid". . p. 2001 - 2007. Retrieved 2012.
• 8、 Clemo. "-". . p. 3987,3989. Retrieved 1973.
• 9、 Chen, Jiang-Min,Zeng, Xiao-Mei,Middleton, Kyle,Yusubov, Mekhman S.,Zhdankin, Viktor V.. "Preparation and reactivity of polystyrene-supported iodosylbenzene: Convenient recyclable oxidizing reagent and catalyst". . p. 1613 - 1617. Retrieved 2011.
• 10、 Zhou, Qing,Liu, Lei,Guo, Wen-Di,Liang, Wen-Yu,Lu, Yong,Liu, Ye. "Efficient and Recyclable RuCl3 ? 3H2O Catalyst Modified with Ionic Diphosphine for the Alkoxycarbonylation of Aryl Halides". . p. 166 - 172. Retrieved 2019.