3-Bromo-2,4-dimethylphenol

Name: 3-Bromo-2,4-dimethylphenol
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CAS No. 74571-81-6
Cat. No. CS-0059847
Molecule weight201.06
Purity≥96%
MDL No.MFCD24714037

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

CAS No. 74571-81-6
Cat. No. CS-0059847
Purity ≥96%
MDL No. MFCD24714037
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉BrO
Molecular Weight 201.06
Synonym(s) 3-Bromo-2,4-dimethyl-phenol
SMILES C=1(C(=C(C(=CC1)C)Br)C)O

Description

3-Bromo-2,4-dimethylphenol features a bromine substituent at the meta position relative to the phenolic hydroxyl, flanked by two methyl groups that enhance steric protection and electronic stabilization. This configuration promotes robustness under standard reaction conditions while enabling selective functionalization in synthetic sequences. The compound serves as a stable building block for advanced intermediates in medicinal chemistry and agrochemical development.

Application

3-Bromo-2,4-dimethylphenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl group and selective substitution at the electron-rich aromatic ring. Its bromine atom facilitates Suzuki-Miyaura and Stille coupling reactions, while the methyl groups provide steric and electronic modulation. The compound exhibits excellent bench stability and is compatible with standard purification protocols, making it ideal for iterative synthesis of complex heterocyclic scaffolds and API intermediates.

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-H312-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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3-Bromo-2,4-dimethylphenol

CAS No. 74571-81-6

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