3-Nitrobenzoic acid
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| 3-Nitrobenzoic acid | |
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3-nitrobenzoic acid |
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Other names
m-nitrobenzoic acid |
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| Identifiers | |
| CAS number | 121-92-6  |
| PubChem | 8497 |
| ChemSpider | 8183 |
| ChEMBL | CHEMBL274839 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C7H5NO4 |
| Molar mass | 167.12 g/mol |
| Density | 1.494 |
| Melting point |
139-141 °C |
| Solubility in water | 0.24 g/100 mL (15 °C) |
| Acidity (pKa) | 3.47 (in water)[1] |
| Related compounds | |
| Related compounds | Benzoic acid Nitrobenzene Anthranilic acid 3,5-Dinitrobenzoic acid 2-Nitrobenzoic acid 4-Nitrobenzoic acid |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
3-Nitrobenzoic acid is an organic compound with the formula C6H4(NO2)CO2H. It is a precursor to 3-aminobenzoic acid, which is used to prepare some dyes.[2]
[edit] Preparation and properties
It is prepared by nitration of benzoic acid, together with significant amounts of 2-nitrobenzoic acid. With a pKa of 3.47[1], 3-nitrobenzoic acid is about 10x more acidic than benzoic acid.
[edit] Safety
The compound is likely of modest toxicity, with LD50 (i.v. mouse) of 640 mg/kg.
[edit] References
- ^ a b ""Dissociation Constants Of Organic Acids And Bases"". http://www.zirchrom.com/organic.htm. Retrieved 11. April 2010.
- ^ Takao Maki, Kazuo Takeda "Benzoic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a03_555.
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