| Identification | Back Directory | [Name]
2-BROMO-4-METHYLBENZONITRILE | [CAS]
42872-73-1 | [Synonyms]
2-BROMO-4-METHYLBENZONITRILE
Benzonitrile,2-bromo-4-methyl-
2-BroMo-4-Methylbenzonitrile 97%
2-BroMo-4-Methylbenzonitrile, 97+% | [Molecular Formula]
C8H6BrN | [MDL Number]
MFCD00158968 | [MOL File]
42872-73-1.mol | [Molecular Weight]
196.04 |
| Chemical Properties | Back Directory | [Melting point ]
51-53°C | [Boiling point ]
110°C/5mm | [density ]
1.51±0.1 g/cm3(Predicted) | [Fp ]
110 °C | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C8H6BrN/c1-6-2-3-7(5-10)8(9)4-6/h2-4H,1H3 | [InChIKey]
JWCMJJIZYDCGTE-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(C)C=C1Br |
| Hazard Information | Back Directory | [Chemical Properties]
off-white crystalline | [Uses]
3-Bromo-4-cyanotoluene reacts with magnesium to form Grignard reagent, which can be used as a catalyst for the polymerization of acetylene.
| [Synthesis]
Example 10 Synthesis of 2-bromo-4-methylbenzonitrile: To a chloroform suspension of 2-bromo-4-methylbenzamide (14.8 g, 69.1 mmol) was added phosphorus pentoxide (24.5 g, 172.8 mmol), and the reaction mixture was refluxed for 12 hours. After completion of the reaction, it was cooled to room temperature and slowly poured into ice water with stirring. The organic layer was separated and the aqueous layer was extracted twice with chloroform (150 mL x 2). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 2-bromo-4-methylbenzonitrile (13.3 g, 98% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 2.41 (s, 3H), 7.20 (d, J=8.0 Hz, 1H), 7.51-7.54 (m, 2H). | [References]
[1] Patent: US2009/203657, 2009, A1. Location in patent: Page/Page column 45
[2] Patent: US2009/203677, 2009, A1. Location in patent: Page/Page column 48
[3] Patent: US2009/197871, 2009, A1. Location in patent: Page/Page column 47-48
[4] Patent: WO2009/100169, 2009, A1. Location in patent: Page/Page column 122
[5] Patent: WO2007/68905, 2007, A1. Location in patent: Page/Page column 128 |
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