| Identification | More | [Name]
2-Bromo-4-methylphenol | [CAS]
6627-55-0 | [Synonyms]
2-BROMO-4-METHYLPHENOL
2-BROMO-P-CRESOL
3-BROMO-4-HYDROXY-BENZYLIC ALCOHOL
AKOS BBB/368
2-bromo-p-creso
3-Bromo-4-hydroxytoluene
p-Cresol, 2-bromo-
2-Bromo-p-methylphenol
2-Bromo-4-methylphenol 97%
2-Bromo-4-methylphenol97%
2-bromo-p-cres
2-Bromo-4-cresol
4-Methyl-2-bromophenol | [EINECS(EC#)]
229-595-7 | [Molecular Formula]
C7H7BrO | [MDL Number]
MFCD00002151 | [Molecular Weight]
187.03 | [MOL File]
6627-55-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless to pale yellow liquid | [Melting point ]
54-55 °C | [Boiling point ]
245-247 °C | [density ]
1.547 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.578(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Chloroform, Methanol | [form ]
powder to lump to clear liquid | [pka]
8.73±0.18(Predicted) | [color ]
White or Colorless to Light yellow | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C7H7BrO/c1-5-2-3-7(9)6(8)4-5/h2-4,9H,1H3 | [InChIKey]
MTIDYGLTAOZOGU-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(C)C=C1Br | [CAS DataBase Reference]
6627-55-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2-bromo-4-methyl-(6627-55-0) | [EPA Substance Registry System]
Phenol, 2-bromo-4-methyl- (6627-55-0) |
| 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,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R21/22:Harmful 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 .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
GO6868200
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29071990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colourless to pale yellow liquid | [Uses]
It is applied as a compound responsible for iodine off-flavor in wines. | [Synthesis]
General procedure for the synthesis of 2-bromo-4-methylphenol from 4-(methoxymethoxy)toluene: To a 10 mL round-bottomed flask equipped with a magnetic stirring bar were added 4-(methoxymethoxy)toluene (0.1 mmol), carbon tetrabromide (33 mg, 0.1 mmol), anhydrous acetonitrile (1 mL), and tris(2,2'-bipyridine) ruthenium (II) dichloride (3.8 mg, 0.005 mmol). The reaction mixture was irradiated at room temperature using a blue LED (1 W) and air was continuously passed until the complete disappearance of the feedstock was shown by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purified by fast column chromatography to afford the target product 2-bromo-4-methylphenol. | [References]
[1] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 622 - 627 |
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