| Identification | More | [Name]
5-Bromo-2-methylaniline | [CAS]
39478-78-9 | [Synonyms]
2-AMINO-4-BROMOTOLUENE
5-BROMO-2-METHYLANILINE
5-BROMO-O-TOLUIDINE
2-Amino-4-Bromotoluene 5-Bromo-2-Methylaniline
2-Methyl-5-Bromoaniline99%
2-Methyl-5-Bromoaniline 99%
5-Bromo-2-Methyl
2-Methyl-5-bromoaniline
3-Bromo-6-methylaniline
5-Bromo-2-methylphenylamine
2-Methyl-5-bromo-1-benzenamine | [EINECS(EC#)]
254-467-2 | [Molecular Formula]
C7H8BrN | [MDL Number]
MFCD00800678 | [Molecular Weight]
186.05 | [MOL File]
39478-78-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear yellow to brown liquid after melting | [Melting point ]
33 °C(lit.) | [Boiling point ]
139 °C17 mm Hg(lit.) | [density ]
1.49 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.614(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Liquid After Melting | [pka]
3.38±0.10(Predicted) | [color ]
Clear yellow to brown | [CAS DataBase Reference]
39478-78-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
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
| [Hazard Note ]
Harmful/Irritant | [HS Code ]
29214300 |
| Hazard Information | Back Directory | [Chemical Properties]
clear yellow to brown liquid after melting | [Uses]
In industrial applications, 5-bromo-2-methylaniline is often used as a chemical intermediate for the synthesis of drugs, dyes or other chemicals. | [Synthesis]
The general procedure for the synthesis of 2-amino-4-bromotoluene from 4-bromo-2-nitrotoluene was as follows: first, 4-bromo-1-methyl-2-nitrobenzene (5 g, 23.14 mmol, 1.00 eq.), ethyl acetate (100 mL), and SnCl2-H2O (20 g) were added to a 250 mL round-bottom flask. The reaction mixture was stirred at 30 °C overnight. Upon completion of the reaction, the pH of the reaction solution was adjusted to 10 with 5 mol/L sodium hydroxide solution.Subsequently, the reaction solution was extracted with ethyl acetate (3 x 30 mL) and the organic layers were combined. The organic phase was sequentially washed with brine (3 × 50 mL), dried over anhydrous sodium sulfate and finally concentrated under reduced pressure. After the above steps, 4 g (93% yield) of 5-bromo-2-methylaniline was obtained as a brown oily product. | [References]
[1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 19, p. 3116 - 3127
[2] Patent: US2015/366198, 2015, A1. Location in patent: Paragraph 0132
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 26, p. 6603 - 6608
[4] Patent: WO2003/99824, 2003, A1. Location in patent: Page 23
[5] Patent: US6337351, 2002, B1. Location in patent: Example 14 |
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