Methyl 5-bromo-3-hydroxy-2-methylbenzoate

Name: Methyl 5-bromo-3-hydroxy-2-methylbenzoate
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CAS No. 1492040-87-5
Cat. No. CS-0469823
Purity≥96%
MDL No.MFCD27987185

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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+
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Methyl 5-bromo-3-hydroxy-2-methylbenzoate|CS-0469823

Structure of 1492040-87-5

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General Information

CAS No. 1492040-87-5
Cat. No. CS-0469823
Purity ≥96%
MDL No. MFCD27987185
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₃
Molecular Weight 245.07
Synonym(s) None
SMILES COC(=O)C1=C(C)C(O)=CC(Br)=C1

Description

Methyl 5-bromo-3-hydroxy-2-methylbenzoate features a bromine substituent at the para position relative to the hydroxyl group, enhancing electrophilic reactivity. The methyl ester facilitates direct incorporation into synthetic sequences, while the adjacent methyl and hydroxyl groups provide steric and electronic modulation. This compound serves as a key intermediate in the construction of functionalized aromatic systems under standard conditions.

Application

Methyl 5-bromo-3-hydroxy-2-methylbenzoate serves as a versatile building block for functionalized aromatic scaffolds, enabling direct incorporation into Suzuki-Miyaura and Stille coupling reactions due to its bromo group. The ortho-hydroxyl and methyl substituents provide sites for selective derivatization, including ester hydrolysis or ether formation, while maintaining stability under standard bench conditions. Its compatibility with common protecting group strategies facilitates sequential functionalization in complex molecule synthesis.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 46.53
LogP 2.24972
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 5-bromo-3-hydroxy-2-methylbenzoate

CAS No. 1492040-87-5

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