| Identification | More | [Name]
3,5-Dibromoanisole | [CAS]
74137-36-3 | [Synonyms]
1,3-dibromo-5-methoxybenzene
3,5-DIBROMOANISOLE | [Molecular Formula]
C7H6Br2O | [MDL Number]
MFCD02258848 | [Molecular Weight]
265.93 | [MOL File]
74137-36-3.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
34-38 °C | [Boiling point ]
249.7°C | [density ]
1.823 | [Fp ]
98.1°C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [color ]
White to Gray to Brown | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [InChI]
InChI=1S/C7H6Br2O/c1-10-7-3-5(8)2-6(9)4-7/h2-4H,1H3 | [InChIKey]
OQZAQBGJENJMHT-UHFFFAOYSA-N | [SMILES]
C1(Br)=CC(OC)=CC(Br)=C1 | [CAS DataBase Reference]
74137-36-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R25:Toxic if swallowed. | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2811 6.1/PG 3 | [WGK Germany ]
3 | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
2909303890 |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [Uses]
3,5-Dibromoanisole, is an organic building block used for the synthesis of various pharmaceutical compounds, such as Dicationic m-Terphenyl and 1,3-Dipyridylbenzene Derivatives, having Antiprotozoal Activity. | [Synthesis]
The general procedure for the synthesis of 3,5-dibromoanisole from methanol and 1,3-dibromo-5-nitrobenzene was as follows: 1,3-dibromo-5-nitrobenzene (21.07 g, 75 mmol), freshly powdered potassium hydroxide (7.57 g, 135 mmol) and tetrabutyl ammonium bromide (2.42 g, 7.5 mmol) were suspended in tetramethylurea (80 mL). A solution of methanol (4.81 g, 6.09 mL, 150 mmol) dissolved in 20 mL of tetramethylurea was added slowly and dropwise to the above brown suspension over a period of 15 min at room temperature. The reaction mixture was stirred continuously for 24 h at room temperature before it was quenched by pouring it into ice (150 g) and extracted with tert-butyl methyl ether (3 x 250 mL). The organic phases were combined, dried with magnesium sulfate and subsequently concentrated under reduced pressure to give the crude product. The crude product was purified by reduced pressure distillation (124 °C, 10 Torr) to give 16.74 g (84% yield) of 3,5-dibromoanisole as a light yellow solid. | [References]
[1] Patent: US2006/270686, 2006, A1. Location in patent: Page/Page column 35
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 179 - 200
[3] Patent: US2008/280891, 2008, A1. Location in patent: Page/Page column 34-35
[4] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 96 |
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