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| | 4-Bromo-2,6-bis(1-methylethyl)benzenamine Basic information |
| Product Name: | 4-Bromo-2,6-bis(1-methylethyl)benzenamine | | Synonyms: | 4-broMo-2,6-bis(propan-2-yl)aniline;Benzenamine,4-bromo-2,6-bis(1-methylethyl)-;4-bromo-2,6-diisopropylbenzenamine;4-Bromo-2,6-diisopropyl-phenylamine;4-BROMO-2,6-BIS(1-METHYLETHYL)BENZEMINE;2,6-diisopropyl-4-bromoaniline;4-bromo-2,6-di(propan-2-yl)aniline; 4-BROMO-2,6-BIS(1-METHYLETHYL)BENZENAMINEL | | CAS: | 80058-84-0 | | MF: | C12H18BrN | | MW: | 256.18 | | EINECS: | 202-303-5 | | Product Categories: | | | Mol File: | 80058-84-0.mol |  |
| | 4-Bromo-2,6-bis(1-methylethyl)benzenamine Chemical Properties |
| Boiling point | 110 °C(Press: 0.14 Torr) | | density | 1.231±0.06 g/cm3(Predicted) | | refractive index | 1.57 | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Oil | | pka | 3.54±0.10(Predicted) | | color | Yellow to Brown | | InChI | InChI=1S/C12H18BrN/c1-7(2)10-5-9(13)6-11(8(3)4)12(10)14/h5-8H,14H2,1-4H3 | | InChIKey | QAQRHTYPYQPBSX-UHFFFAOYSA-N | | SMILES | C1(N)=C(C(C)C)C=C(Br)C=C1C(C)C |
| TSCA | TSCA listed | | HS Code | 2921.49.5000 |
| | 4-Bromo-2,6-bis(1-methylethyl)benzenamine Usage And Synthesis |
| Chemical Properties | White solid | | Uses | 4-Bromo-2,6-diisopropylaniline is used as a reactant in the preparation of hyperbranched ethylene oligomers. | | Synthesis | To a stirred solution of 2,6-diisopropylaniline (14 g, 78.97 mmol, 1.00 eq.) in N,N-dimethylformamide (200 mL) was slowly added dropwise a solution of N-bromosuccinimide (NBS, 14 g, 78.65 mmol, 1.00 eq.) in N,N-dimethylformamide (100 mL) at 0 °C, the dropwise time was controlled to 60 min. The reaction mixture was continued to be stirred at 0 °C for 1 hour. Subsequently, water (900 mL) was added to the reaction system to quench the reaction. The reaction mixture was extracted with ethyl acetate (300 mL). The organic layers were combined and washed sequentially with saturated ammonium chloride solution (3 x 100 mL) and water (1 x 100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 4-bromo-2,6-diisopropylaniline 20.05 g in 99% yield as a red oil.1H NMR (400 MHz, DMSO-d6): δ 6.95 (s, 2H), 4.77 (s, 2H), 5.47-5.39 (m, 1H), 3.04-2.98 (m, 1H) , 1.13 (d, J = 6.8 Hz, 12H) ppm. | | References | [1] Patent: WO2012/116231, 2012, A2. Location in patent: Page/Page column 120
[2] Patent: US2014/323537, 2014, A1. Location in patent: Paragraph 0272
[3] Chemistry - A European Journal, 2015, vol. 21, # 44, p. 15676 - 15685
[4] Inorganic Chemistry, 2017, vol. 56, # 24, p. 14968 - 14978
[5] European Journal of Organic Chemistry, 2006, # 12, p. 2727 - 2738 |
| | 4-Bromo-2,6-bis(1-methylethyl)benzenamine Preparation Products And Raw materials |
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