| Identification | More | [Name]
4-Amino-3-methylbenzoic acid | [CAS]
2486-70-6 | [Synonyms]
3-METHYL-4-AMINOBENZOIC ACID
4-AMINO-3-METHYLBENZENECARBOXYLIC ACID
4-AMINO-3-METHYL BENZOATE
4-AMINO-3-METHYLBENZOIC ACID
4-AMINO-M-TOLUIC ACID
RARECHEM AL BO 2396
Benzoic acid, 4-amino-3-methyl-
4-Amino-3-Methylhenzoic Acid
4-Amino-3-Methylbenzoic Acid 3-Methyl-4-Aminobenzoic Acid
Benzoic acid, 4-amino-3-methyl-(9CI)
4-Amino-3-methylbenzoic acid 98%
Benzoic acid, 3-methyl-4-amino
4-Amino-m-toluic acid (COOH=1)
4-Amino-n-toluic acid | [EINECS(EC#)]
219-629-9 | [Molecular Formula]
C8H9NO2 | [MDL Number]
MFCD00007736 | [Molecular Weight]
151.16 | [MOL File]
2486-70-6.mol |
| Chemical Properties | Back Directory | [Appearance]
beige or light buff to orange | [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 | [Detection Methods]
HPLC,NMR | [BRN ]
2802615 | [Stability:]
Light Sensitive | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [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. | [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 |
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