2-Bromo-4-methylphenol Chemical Properties

Melting point:

54-55 °C

Boiling point:

245-247 °C

Density 

1.554±0.06 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr

refractive index 

n20/D 1.578(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Chloroform, Methanol

pka

8.73±0.18(Predicted)

form 

powder to lump to clear liquid

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 Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-21/22

Safety Statements 

26-37/39-36/37/39-24/25

WGK Germany 

3

RTECS 

GO6868200

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29071990

MSDS

• Language:English Provider:2-Bromo-4-methylphenol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromo-4-methylphenol Usage And Synthesis

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

2-Bromo-4-methylphenol(6627-55-0)Related Product Information

• p-Cresol
• Cresol
• 3-Bromophenol
• m-Cresol
• o-Cresol
• Xylenol
• 3-Ethylphenol
• o-Cresolphthalein
• Bromocresol green
• 4-Bromophenol
• 2-Bromophenol
• BTB
• Bromine
• 4,4’-(3h-2,1-benzoxathiol-3-ylidene)bis(2-bromo-6-methylphenol)s,s-dioxid
• Bromoxynil
• 4',5'-DIBROMOFLUORESCEIN
• Bromoxylenol Blue
• BCP