| Identification | More | [Name]
Methyl 3-amino-2-methylbenzoate | [CAS]
18583-89-6 | [Synonyms]
3-AMINO-2-METHYLBENZOIC ACID METHYL ESTER
AKOS BB-3100
METHYL 2-METHYL-3-AMINO BENZOATE
METHYL 3-AMINO-2-METHYLBENZOATE
METHYL 3-AMINO-O-TOLUATE
3-Amino-2-Methylbenzoate
Methyl 3-Amino-2-melthyl benzoate | [EINECS(EC#)]
629-093-1 | [Molecular Formula]
C9H11NO2 | [MDL Number]
MFCD00211328 | [Molecular Weight]
165.19 | [MOL File]
18583-89-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
300 °C (lit.) | [density ]
1.146 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.573(lit.)
| [Fp ]
220 °F
| [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Liquid | [pka]
3.31±0.10(Predicted) | [color ]
Colorless to brown | [CAS DataBase Reference]
18583-89-6(CAS DataBase Reference) |
| 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 . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
2922498590 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
Methyl 3-Amino-2-methylbenzoate can be used in petroleum recovery process. | [Synthesis]
A. General procedure for the synthesis of methyl 3-amino-2-methylbenzoate: 10 g (66.2 mmol) of 3-amino-2-methylbenzoic acid and 20 g of p-toluenesulfonic acid monohydrate were dissolved in 400 mL of methanol and the reaction was carried out at reflux overnight. After completion of the reaction, the reaction solution was diluted with a mixture of ethyl acetate and 1 M potassium carbonate solution. After cooling, the organic and aqueous layers were separated. The organic layer was washed sequentially with 1M potassium carbonate solution and saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give 9.23 g of an orange oily product in 85% yield. The product was characterized as follows: 1H NMR (CDCl3): δ 2.34 (s, 3H), 3.73 (br.s, 2H), 3.88 (s, 3H), 6.81 (d, J = 7.96 Hz, 1H), 7.05 (t, J = 7.78 Hz, 1H), 7.19-7.30 (m, 1H). IR (CHCl3): 3406, 3027, 3012, 2.30 (m). 3027, 3012, 2978, 2953, 1718, 1621, 1467, 1435, 1315, 1301, 1265, 1196, 1159, 1108, 1066, 1045, 810 cm-1. MS (FD): m/e 165 (M+, 100). | [References]
[1] Patent: US5952343, 1999, A
[2] Patent: US5461154, 1995, A
[3] Patent: US5484926, 1996, A
[4] Patent: US6555541, 2003, B1 |
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