| Identification | More | [Name]
4-Bromo-3-methylaniline | [CAS]
6933-10-4 | [Synonyms]
KOS BBS-00003654
4-BROMO-M-TOLUIDINE
4-Bromo-3-methylanil
m-Toluidine, 4-bromo-
5-AMINO-2-BROMOTOLUENE
4-BROMO-3-METHYLANILINE
3-Methyl-4-bromoaniline
4-Bromo-3-methylbenzenamine
5-AMINO-2-BROMOTOLUENE 95%
4-Bromo-3-methylaniline 98%
3-Methyl-4-bromobenzenamine
4-Bromo-3-methylaniline,99%
4-BROMO-3-METHYL-PHENYLAMINE
BenzenaMine,4-broMo-3-Methyl-
5-Amino-2-bromotoluene~4-Bromo-m-toluidine | [EINECS(EC#)]
230-056-3 | [Molecular Formula]
C7H8BrN | [MDL Number]
MFCD00007828 | [Molecular Weight]
186.05 | [MOL File]
6933-10-4.mol |
| Chemical Properties | Back Directory | [Appearance]
grey to brownish crystalline powder | [Melting point ]
80-82 °C (lit.) | [Boiling point ]
240 °C (lit.) | [density ]
1.4700 (rough estimate) | [refractive index ]
1.6190 (estimate) | [Fp ]
239-241°C | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Powder | [pka]
4.02±0.10(Predicted) | [color ]
Off-white to beige to light brown | [BRN ]
2689600 | [InChI]
InChI=1S/C7H8BrN/c1-5-4-6(9)2-3-7(5)8/h2-4H,9H2,1H3 | [InChIKey]
MMEGELSFOYDPQW-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(Br)C(C)=C1 | [CAS DataBase Reference]
6933-10-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzenamine, 4-bromo-3-methyl-(6933-10-4) |
| 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 .
R33:Danger of cumulative effects. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN2811 | [WGK Germany ]
3
| [Hazard Note ]
Harmful/Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
2921420090 |
| Hazard Information | Back Directory | [Chemical Properties]
grey to brownish crystalline powder | [Uses]
4-Bromo-3-methylaniline was used in the preparation of 1-(4-bromo-3-methylphenyl)pyrrolidin-2-one. | [Synthesis]
General procedure for the synthesis of 4-bromo-3-methylaniline from 2-bromo-5-nitrotoluene: First, N-(4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-methylphenyl)methanesulfonamide (4-bromo-3-methylphenyl)amine was prepared. Subsequently, activated Raney nickel (0.4 g) was added to a suspension of 1-bromo-2-methyl-4-nitrobenzene (4 g, 18.51 mmol) in 200 mL of methanol. The mixture was stirred under hydrogen atmosphere (30 psi) for 3 hours. Upon completion of the reaction, the reaction mixture was filtered through Celite, the solvent was removed under reduced pressure and the residue was dried under vacuum to afford 4-bromo-3-methylaniline (3.4 g, 99% yield) as a white solid.1H-NMR data (CDCl3): δ 2.28 (s, 3H), 3.39 (brs, 2H), 6.38 (d, J = 8Hz, 1H), and 6.55 (s, 1H), 7.27 (d, J = 8Hz, 1H). | [References]
[1] Patent: WO2008/17461, 2008, A1. Location in patent: Page/Page column 60
[2] Synthesis, 2001, # 1, p. 81 - 84
[3] Tetrahedron Letters, 2011, vol. 52, # 49, p. 6652 - 6654
[4] Tetrahedron Letters, 2000, vol. 41, # 2, p. 175 - 177
[5] Chemische Berichte, 1880, vol. 13, p. 963 |
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