| Identification | More | [Name]
2-Bromo-3-nitroanisole | [CAS]
67853-37-6 | [Synonyms]
2-BROMO-1-METHOXY-3-NITROBENZENE
2-BROMO-3-NITROANISOLE
TIMTEC-BB SBB008642
2-Bromo-3-nitroanisole 99%
2-Bromo-3-methoxynitrobenzene | [Molecular Formula]
C7H6BrNO3 | [MDL Number]
MFCD07779272 | [Molecular Weight]
232.03 | [MOL File]
67853-37-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
273.3±20.0 °C(Predicted) | [density ]
1.640±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder | [color ]
Yellow | [InChI]
InChI=1S/C7H6BrNO3/c1-12-6-4-2-3-5(7(6)8)9(10)11/h2-4H,1H3 | [InChIKey]
KCFDURKFXBLIAY-UHFFFAOYSA-N | [SMILES]
C1(OC)=CC=CC([N+]([O-])=O)=C1Br | [CAS DataBase Reference]
67853-37-6(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
2-Bromo-3-nitroanisole belongs to the class of bromoanisoles and can be used to synthesize rhodopsin coupling promoters and new drugs. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P264-P270-P301+P312-P501 | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
WGK 3 | [Hazard Note ]
Irritant | [HS Code ]
2909309090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-bromo-3-nitroanisole from 2-bromo-3-nitrophenol (3.1 g, 14.2 mmol) and iodomethane (2.6 mL, 42.5 mmol): 2-bromo-3-nitrophenol was dissolved in N,N-dimethylformamide (DMF, 20 mL), to which was added ground cesium carbonate (5.58 g, 17.1 mmol), followed by the addition of iodomethane. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, DMF was removed by rotary evaporator and the residue was dissolved in ether (200 mL) and washed sequentially with water (200 mL) and saturated sodium chloride solution (4 x 100 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated to give the crude product 2-bromo-3-nitroanisole (94% yield, 3.1 g) as an orange solid. Mass spectrometry (MS) analysis showed m/z 234 ([M+2H]+). High performance liquid chromatography (HPLC, TFA system, 220 nm detection) showed a product purity of 98%. | [References]
[1] Patent: WO2004/103996, 2004, A1. Location in patent: Page 40-41
[2] Patent: WO2006/7700, 2006, A1. Location in patent: Page/Page column 62
[3] Patent: US2006/19905, 2006, A1. Location in patent: Page/Page column 24
[4] Patent: WO2006/85, 2006, A1. Location in patent: Page/Page column 75-76
[5] Patent: WO2007/9227, 2007, A1. Location in patent: Page/Page column 35 |
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Energy Chemical
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