2-Bromo-3-methylphenol

Name: 2-Bromo-3-methylphenol
Brand: ChemScene
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CAS No. 22061-78-5
Cat. No. CS-W004719
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Description

2-Bromo-3-methylphenol features a bromine atom at the ortho position relative to the hydroxyl group and a methyl substituent at the adjacent carbon, creating a sterically hindered, electron-deficient aromatic system. This configuration enhances regioselectivity in electrophilic substitution reactions and improves stability under standard bench conditions. The compound serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, particularly where controlled reactivity and defined substitution patterns are required.

Application

2-Bromo-3-methylphenol serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the phenolic OH and ortho-position via electrophilic substitution or palladium-catalyzed coupling. The bromine atom facilitates cross-coupling reactions such as Suzuki-Miyaura and Stille couplings, while the methyl group provides steric and electronic modulation. Bench-stable and compatible with standard purification techniques, it functions effectively in the synthesis of substituted aromatic scaffolds and pharmaceutical intermediates.

General Information

CAS No. 22061-78-5
Cat. No. CS-W004719
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO
Molecular Weight 187.03
Synonym(s) 2-bromo-3-methyl-phenol USP/EP/BP
SMILES OC1=CC=CC(C)=C1Br

Computational Chemistry Data

TPSA 20.23
LogP 2.46312
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-3-methylphenol

CAS No. 22061-78-5

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