| Identification | Back Directory | [Name]
4-BROMO-3,5-DIMETHYLANILINE | [CAS]
59557-90-3 | [Synonyms]
4-Bromo-3,5-xylidine
5-Amino-2-bromo-m-xylene
4-Bromo-3,5-dimethylbenzenamine
BenzenaMine, 4-broMo-3,5-diMethyl- | [Molecular Formula]
C8H10BrN | [MDL Number]
MFCD07780648 | [MOL File]
59557-90-3.mol | [Molecular Weight]
200.08 |
| Chemical Properties | Back Directory | [Melting point ]
73-74°C | [Boiling point ]
261.0±35.0 °C(Predicted) | [density ]
1.424±0.06 g/cm3(Predicted) | [storage temp. ]
Room temperature. | [pka]
4.14±0.10(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C8H10BrN/c1-5-3-7(10)4-6(2)8(5)9/h3-4H,10H2,1-2H3 | [InChIKey]
OGBPXDJLNYCSJH-UHFFFAOYSA-N | [SMILES]
C1(N)=CC(C)=C(Br)C(C)=C1 |
| Questions And Answer | Back Directory | [Uses]
4-Bromo-3,5-dimethylaniline is used in organic synthesis and can be used in laboratory research and development processes as well as in chemical and pharmaceutical synthesis. |
| Hazard Information | Back Directory | [Synthesis]
To a solution of 3,5-dimethylaniline (80 g, 660 mmol) in 800 mL MeCN was added a solution of NBS (117g, 660mmol) in 400 ml MeCN at an ice bath, stirred at room temperature for 16h. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica column chromatography (Eluent C) to give title product 4-bromo-3,5-dimethylaniline 1b (90 g, yellow solid), yield 68.2 %.
| [References]
[1] Journal of Organic Chemistry, 2004, vol. 69, # 15, p. 5065 - 5070
[2] Patent: WO2006/138350, 2006, A2. Location in patent: Page/Page column 196
[3] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[4] Patent: EP3042907, 2016, A1. Location in patent: Paragraph 0257; 0258
[5] Patent: US2012/28923, 2012, A1. Location in patent: Page/Page column 47 |
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