| Identification | More | [Name]
2-Amino-5-methylbenzoic acid | [CAS]
2941-78-8 | [Synonyms]
2-AMINO-5-METHYLBENZOIC ACID
5-METHYLANTHRANILIC ACID
6-AMINO-M-TOLUIC ACID
AMINO(2-)-5-METHYLBENZOIC ACID
BUTTPARK 41\07-01
OTAVA-BB BB7719100016
Benzoic acid, 2-amino-5-methyl-
m-Toluic acid, 6-amino-
Benzoic acid, 2-amino-5-methyl-(9CI)
2-Amino-5-methylbenzoic
6-Amino-m-toluic acid (COOH=1)
6-AMINO-M-TOLUIC ACID 97+%
2-Carboxy-4-methylaniline | [EINECS(EC#)]
220-932-3 | [Molecular Formula]
C8H9NO2 | [MDL Number]
MFCD00007909 | [Molecular Weight]
151.16 | [MOL File]
2941-78-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Light-Brown Solid | [Melting point ]
175 °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 ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
2.27±0.10(Predicted) | [color ]
Off-white to beige | [BRN ]
1101527 | [InChI]
InChI=1S/C8H9NO2/c1-5-2-3-7(9)6(4-5)8(10)11/h2-4H,9H2,1H3,(H,10,11) | [InChIKey]
NBUUUJWWOARGNW-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(C)=CC=C1N | [CAS DataBase Reference]
2941-78-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-5-methylbenzoic acid(2941-78-8) |
| 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 .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
10 | [HazardClass ]
IRRITANT | [HS Code ]
29224900 |
| Hazard Information | Back Directory | [Chemical Properties]
Light-Brown Solid | [Uses]
2-Amino-5-methylbenzoic acid can be used to synthesize quinazolinedione. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
General procedure for the synthesis of 2-amino-5-methylbenzoic acid from 5-methyl-2-nitrobenzoic acid: 5-methyl-2-nitrobenzoic acid (20 g, 110 mmol) was dissolved in ethanol and 10% palladium/carbon catalyst (1 g) was added. The reaction mixture was stirred overnight at room temperature and under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 16 g (96% yield) of the white solid product 2-amino-5-methylbenzoic acid. Melting point: 162 °C. 1H NMR (DMSO-d6) δ: 2.13 (s, 3H), 6.65 (d, J=8.6 Hz, 1H), 7.06 (dd, J=8.6,1.8 Hz, 1H), 7.48 (d, J=1.1 Hz, 1H).EIMS m/z: 174 (M+1), 152 (M+23). | [References]
[1] Patent: WO2004/74218, 2004, A2. Location in patent: Page 97
[2] Patent: US2008/139551, 2008, A1. Location in patent: Page/Page column 41
[3] Journal of Organic Chemistry, 2016, vol. 81, # 19, p. 9046 - 9074
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 8, p. 1637 - 1648
[5] Chemische Berichte, 1905, vol. 38, p. 3555 |
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