| Identification | Back Directory | [Name]
5-Methoxy-2-methylaniline | [CAS]
50868-72-9 | [Synonyms]
NSC 229308
Einecs 256-816-4
6-METHYL-M-ANISIDINE
5-methoxy-o-toluidine
LABOTEST-BB LTBB000645
3-Amino-4-methylanisole
5-Methoxy-2-Methylanilin
3-Methoxy-6-methylaniline
2-methyl-5-Methoxyaniline
5-METHOXY-2-METHYLANILINE
5-Methoxy-2-methylaniline,97%
Benzenamine, 5-methoxy-2-methyl-
5-Methoxy-2-Methylaniline, 97% 1GR
5-Methoxy-2-Methylaniline, 97% 5GR
5-Methoxy-2-methylaniline,6-Methyl-m-anisidine
3-AMino-4-Methylanisole[5-Methoxy-2-Methylaniline] | [EINECS(EC#)]
256-816-4 | [Molecular Formula]
C8H11NO | [MDL Number]
MFCD00075057 | [MOL File]
50868-72-9.mol | [Molecular Weight]
137.18 |
| Chemical Properties | Back Directory | [Appearance]
White to gray to tan crystalline powder | [Melting point ]
43-46 °C(lit.)
| [Boiling point ]
253°C(lit.) | [density ]
1.0630 (rough estimate) | [refractive index ]
1.5647 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Powder | [pka]
4.03±0.10(Predicted) | [color ]
Off-white to pale grey to yellow | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C8H11NO/c1-6-3-4-7(10-2)5-8(6)9/h3-5H,9H2,1-2H3 | [InChIKey]
RPJXLEZOFUNGNZ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC(OC)=CC=C1C |
| Hazard Information | Back Directory | [Chemical Properties]
White to gray to tan crystalline powder | [Uses]
5-Methoxy-2-methylaniline was used in the preparation of N-(5-methoxy-2-methylphenyl)acetamide. | [Uses]
5-Methoxy-2-methylaniline was used in the preparation of N-(5-methoxy-2-methylphenyl)acetamide. | [Synthesis]
Under nitrogen atmosphere, 4-methoxy-1-methyl-3-nitrobenzene (18.0 g, 108 mmol) was dissolved in 160 mL of 1,2-dimethoxyethane (DME), followed by the addition of 10% Pd/C catalyst (0.9 g). Hydrazine hydrate (16.17 g, 323 mmol) was slowly added dropwise to the above solution. The reaction mixture was heated to reflux and stirred continuously for 4 hours. After that, 3 mL of hydrazine hydrate was added additionally and stirring was continued under reflux conditions for 2 days. Upon completion of the reaction, the mixture was cooled to room temperature and filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure to remove the solvent to give the crude product 5-methoxy-2-methylaniline as a yellow oil. After further vacuum drying, the product solidified to a pale yellow solid in a yield of 14.8 g (100% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 6.94 (d, J = 7.53 Hz, 1H), 6.28 (d, J = 7.53 Hz, 1H), 6.26 (s, 1H), 3.78 (s, 3H), 3.5 (br, 1H), 2.10 (s, 3H), 1.6 (br, 1H). | [References]
[1] Patent: WO2009/117097, 2009, A1. Location in patent: Page/Page column 70-71
[2] Tetrahedron, 2018, vol. 74, # 12, p. 1294 - 1306
[3] Justus Liebigs Annalen der Chemie, 1882, vol. 215, p. 83
[4] Journal of the Chemical Society, 1929, p. 870
[5] Journal of the Chemical Society, 1925, vol. 127, p. 995 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
20/21/22-36/37/38 | [Safety Statements ]
26-37/39 | [WGK Germany ]
3
| [HazardClass ]
6.1 | [HS Code ]
29222990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
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