2-Bromo-3,5-dimethylphenol

Name: 2-Bromo-3,5-dimethylphenol
Brand: ChemScene
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CAS No. 125237-08-3
Cat. No. CS-0061219
Purity≥97%
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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Structure of 125237-08-3

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General Information

CAS No. 125237-08-3
Cat. No. CS-0061219
Purity ≥97%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉BrO
Molecular Weight 201.06
Synonym(s) 4-Brom-5-oxy-m-xylol
SMILES CC1=CC(=C(C(=C1)O)Br)C

Description

2-Bromo-3,5-dimethylphenol features a bromine substituent flanked by two methyl groups on the aromatic ring, creating a sterically hindered, electron-rich phenolic scaffold. This configuration enhances stability and facilitates selective coupling reactions in synthetic applications. The compound serves as a key intermediate in the construction of functionalized arenes and bioactive molecules.

Application

2-Bromo-3,5-dimethylphenol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted aromatic systems via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the phenolic hydroxyl group allows for orthogonal protection or derivatization. Its bench-stable nature and predictable reactivity make it suitable for iterative synthesis of complex scaffolds in medicinal chemistry and materials science applications.

Safety Information

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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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Computational Chemistry Data

TPSA 20.23
LogP 2.77154
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-3,5-dimethylphenol

CAS No. 125237-08-3

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