| Identification | More | [Name]
4-Bromo-2-methoxyphenol | [CAS]
7368-78-7 | [Synonyms]
4-BROMO-2-METHOXYPHENOL
4-BROMOGUAIACOL
AKOS 225-06
2-Methoxy-4-Bromophenol | [Molecular Formula]
C7H7BrO2 | [MDL Number]
MFCD00051937 | [Molecular Weight]
203.03 | [MOL File]
7368-78-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
34-37 °C (lit.) | [Boiling point ]
129-132°C 12mm | [density ]
1.585±0.06 g/cm3(Predicted) | [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Low Melting Solid or Crystalline Solid | [pka]
9.40±0.18(Predicted) | [color ]
Colorless to white to pale brown | [Water Solubility ]
Slightly soluble in water. | [BRN ]
2045286 | [InChI]
InChI=1S/C7H7BrO2/c1-10-7-4-5(8)2-3-6(7)9/h2-4,9H,1H3 | [InChIKey]
WHSIIJQOEGXWSN-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(Br)C=C1OC | [CAS DataBase Reference]
7368-78-7(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Bromoguaiacol(7368-78-7) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29095000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Questions And Answer | Back Directory | [Uses]
4-bromo-2-methoxyphenol is an important organic intermediate (building block) to synthetize substituted phenzyl products, and it can also be used for the synthesis of polyfunctionalized bicyclic systems.
|
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-bromo-2-methoxyphenol from guaiacol: NBu4Br3 (1.0 eq.) was dissolved in CH2Cl2 (ca. 5 mL/mmol NBu4Br3), which was immediately added to a CH2Cl2 solution (ca. 5 mL/mmol guaiacol) of guaiacol (1.0 eq.). The reaction mixture was stirred at 23 °C for 2 hours. Subsequently, the solvent was removed under reduced pressure (12 mbar, 40 °C). Water (5.0 mL) was added to the residue and the aqueous layer was extracted with Et2O (3 x 10 mL). The organic layer was separated and dried with MgSO4. The organic solvent was removed under reduced pressure (14 mbar, 40 °C) to give an oily residue, which was finally purified by silica gel column chromatography (SiO2, CH2Cl2). | [References]
[1] Synthetic Communications, 2007, vol. 37, # 2, p. 323 - 328
[2] Tetrahedron, 2014, vol. 71, # 1, p. 91 - 101
[3] Tetrahedron Letters, 1995, vol. 36, # 10, p. 1705 - 1708
[4] Synlett, 2012, vol. 23, # 7, p. 1082 - 1084
[5] Journal of the Serbian Chemical Society, 2011, vol. 76, # 5, p. 685 - 692 |
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