| Identification | Back Directory | [Name]
3,5-Dibromophenol | [CAS]
626-41-5 | [Synonyms]
3,5-Dibromophenol
Phenol, 3,5-dibroMo-
3,5-Dibromophenol>
3,5-Dibromophenol 98%
3 5-DIBROMOPHENOL 97
Phloroglucinol Impurity 15
3,5-Dibromophenol@100 μg/mL in Toluene | [Molecular Formula]
C6H4Br2O | [MDL Number]
MFCD06411376 | [MOL File]
626-41-5.mol | [Molecular Weight]
251.9 |
| Chemical Properties | Back Directory | [Melting point ]
79-83 °C(lit.)
| [Boiling point ]
122°C/3mmHg(lit.) | [density ]
1.8854 (rough estimate) | [refractive index ]
1.5380 (estimate) | [storage temp. ]
Keep Cold | [form ]
powder to crystal | [pka]
pK1:8.056 (25°C) | [color ]
White to Light yellow to Light orange | [Water Solubility ]
Sightly soluble in water. Soluble in methanol. | [InChI]
1S/C6H4Br2O/c7-4-1-5(8)3-6(9)2-4/h1-3,9H | [InChIKey]
PZFMWYNHJFZBPO-UHFFFAOYSA-N | [SMILES]
Oc1cc(Br)cc(Br)c1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
22-36/37/38 | [Safety Statements ]
26-36 | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
29081990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White to brown solid | [Uses]
3,5-Dibromophenol is used as a pharmaceutical intermediate. It is also used to prepare aromatic polyesters and drugs for arthritis. | [Synthesis]
General procedure for the synthesis of 3,5-dibromophenol from 3,5-dibromoanisole: 3,5-dibromoanisole (15.57 g, 58.5 mmol) and tetrabutylammonium bromide (1.0 g, 3.1 mmol) were suspended in 48% hydrobromic acid solution (100 mL), and heated to reflux for 3 days. After the reaction was completed, it was cooled to room temperature and the reaction mixture was extracted with dichloromethane (3 x 60 mL). The organic layers were combined, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/heptane, 10:1, v/v). After removal of the solvent, 14.23 g (97% yield) of 3,5-dibromophenol was obtained as light brown needle-like crystals. | [References]
[1] Journal of Organic Chemistry, 2004, vol. 69, # 25, p. 8982 - 8983
[2] Patent: US2006/270686, 2006, A1. Location in patent: Page/Page column 35
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 179 - 200
[4] Patent: US2008/280891, 2008, A1. Location in patent: Page/Page column 35
[5] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 96 |
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