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| | 4-Amino-3-methylbenzoic acid Basic information |
| | 4-Amino-3-methylbenzoic acid Chemical Properties |
| Melting point | 169-171 °C (lit.) | | Boiling point | 273.17°C (rough estimate) | | density | 1.2023 (rough estimate) | | refractive index | 1.5810 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 4.93±0.10(Predicted) | | color | Pale Brown to Light Brown | | BRN | 2802615 | | Stability: | Light Sensitive | | Major Application | peptide synthesis | | InChI | InChI=1S/C8H9NO2/c1-5-4-6(8(10)11)2-3-7(5)9/h2-4H,9H2,1H3,(H,10,11) | | InChIKey | NHFKECPTBZZFBC-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC=C(N)C(C)=C1 | | CAS DataBase Reference | 2486-70-6(CAS DataBase Reference) | | NIST Chemistry Reference | 4-Amino-3-methylbenzoic acid(2486-70-6) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39-24/25 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29224999 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Amino-3-methylbenzoic acid Usage And Synthesis |
| Chemical Properties | beige or light buff to orange | | Uses | 4-Amino-3-methylbenzoic Acid is used in preparation of Amide-substituted Benzo[d]imidazole compounds as selective inhibitors of indoleamine-2,3-dioxygenases. | | Hazard | 4-Amino-3-methylbenzoic acid causes skin irritation and serious eye irritation. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | At room temperature and under hydrogen atmosphere, 3-methyl-4-nitrobenzoic acid (100 g, 552.04 mmol) was dissolved in methanol (2000 mL) followed by addition of palladium carbon catalyst (5.0 g). The reaction mixture was stirred continuously at room temperature for 24 hours. Upon completion of the reaction, the solid catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to give the light yellow solid product 4-amino-3-methylbenzoic acid (80 g, 96% yield). | | References | [1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 9, p. 1451 - 1454
[2] Patent: WO2014/66795, 2014, A1. Location in patent: Paragraph 0175
[3] Journal of Organic Chemistry, 2008, vol. 73, # 21, p. 8631 - 8634
[4] Patent: CN106831460, 2017, A. Location in patent: Paragraph 0029-0059
[5] Patent: CN107501106, 2017, A. Location in patent: Paragraph 0025-0047 |
| | 4-Amino-3-methylbenzoic acid Preparation Products And Raw materials |
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