| Identification | More | [Name]
2-Amino-6-methylbenzoic acid | [CAS]
4389-50-8 | [Synonyms]
2-AMINO-6-METHYLBENZOIC ACID
6-AMINO-O-TOLUIC ACID
6-METHYLANTHRANILIC ACID
AMINO(2-)-6-METHYLBENZOIC ACID
RARECHEM AL BO 2325
Benzoic acid, 2-amino-6-methyl-(9CI)
2-Amino-6-methyl
2-AMINO-6-METHYLBENZOICACID=6-AMINO-O-TOLUICACID
2-anmino-6-methylbenzoic acid
6-Amino-o-toluic acid (COOH=1)
2-AMINO-6-METHYLBENZOIC ACID 98%
2-Methyl-6-aminobenzoic acid
6-Methyl-2-aminobenzoic acid
6-Methylanthanilic acid | [EINECS(EC#)]
629-030-8 | [Molecular Formula]
C8H9NO2 | [MDL Number]
MFCD00007809 | [Molecular Weight]
151.16 | [MOL File]
4389-50-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Beige to pink powder | [Melting point ]
128-130 °C (dec.) (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 ]
Soluble in methanol. | [form ]
powder to crystal | [pka]
1.95±0.31(Predicted) | [color ]
White to Light yellow to Dark green | [BRN ]
2803391 | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C8H9NO2/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4H,9H2,1H3,(H,10,11) | [InChIKey]
XHYVBIXKORFHFM-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=C(C)C=CC=C1N | [CAS DataBase Reference]
4389-50-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [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 .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
10 | [Hazard Note ]
Irritant | [HS Code ]
29224999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Beige to pink powder | [Uses]
2-Amino-6-methylbenzoic acid reacts with cyanogen bromide to prepare 2-amino-5-methyl-benzo[d][1,3]oxazin-4-one. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure for the synthesis of 2-amino-6-methylbenzoic acid from 2-methyl-6-nitrobenzoic acid: Pd/C catalyst (150 mg) was added to a methanol (35 mL) solution of 2-methyl-6-nitrobenzoic acid (1.5 g, 8.29 mmol). The reaction mixture was stirred for 2 hours at room temperature under hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered to remove the catalyst and the filtrate was subsequently concentrated to give 2-amino-6-methylbenzoic acid (1.2 g) in yellow solid form. The product was characterized by liquid chromatography-mass spectrometry (LCMS, ESI mode): the calculated value of C8H9NO2 [M+H]+ was 152 and the measured value was 152, as expected. | [References]
[1] Patent: US5753664, 1998, A
[2] Tetrahedron Letters, 1984, vol. 25, # 8, p. 839 - 842
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 8, p. 1637 - 1648
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 8, p. 1701 - 1714
[5] Journal fuer Praktische Chemie (Leipzig), 1985, vol. 327, # 5, p. 865 - 867 |
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