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440884

Sigma-Aldrich

4-Bromo-3-methylphenol

98%

Synonym(s):

4-Bromo-m-cresol

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About This Item

Linear Formula:
BrC6H3(CH3)OH
CAS Number:
Molecular Weight:
187.03
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

bp

142-145 °C/23 mmHg (lit.)

mp

59-61 °C (lit.)

SMILES string

Cc1cc(O)ccc1Br

InChI

1S/C7H7BrO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3

InChI key

GPOQODYGMUTOQL-UHFFFAOYSA-N

General description

4-Bromo-3-methylphenol is a brominated phenol. It participates in the total synthesis of 3-methylcalix[4]arene.

Application

4-Bromo-3-methylphenol may be used in the synthesis of bromo[2-methyl-4-[2-(t-butyldimethylsilyloxy)ethyloxy]phenyl]bis(triphenylphopshine)nickel(II) (protected alcohol-functionalized initiator) and bromo-[2-methyl-4-[6-(t-butyldimethylsilyloxy)hexyloxy]phenyl] bis(triphenylphosphine) nickel.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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SOME MONO AND DIBROMO DERIVATIVES OF META-CRESOL.
Huston RC and Hutchinson JA.
Journal of the American Chemical Society, 54(4), 1504-1506 (1932)
3-Methylcalix[4]arene: A New Versatile Precursor to Inherently Chiral Calix[4]arenes.
Dian-Kui Fu et al.
The Journal of organic chemistry, 61(2), 802-804 (1996-01-26)
Influence of the Presence and Length of an Alkyl Spacer on the Supramolecular Chirality of Block Copoly (thiophene) s.
Van den Bergh K, et al.
Macromolecules, 44(4), 728-735 (2011)
End group-functionalization and synthesis of block-copolythiophenes by modified nickel initiators.
Smeets A, et al.
Macromolecules, 44(5), 6017-6025 (2011)

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