2-Bromo-1,3-dichloro-5-methoxybenzene

Name: 2-Bromo-1,3-dichloro-5-methoxybenzene
Brand: ChemScene
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CAS No. 174913-20-3
Cat. No. CS-0035718
Molecule weight255.92
Purity≥97%
MDL No.MFCD26743677

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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+
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2-Bromo-1,3-dichloro-5-methoxybenzene|CS-0035718

Structure of 174913-20-3

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General Information

CAS No. 174913-20-3
Cat. No. CS-0035718
Purity ≥97%
MDL No. MFCD26743677
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrCl₂O
Molecular Weight 255.92
Synonym(s) 3,5-DIFLUORO-4-BROMOANISOLE
SMILES COC1=CC(Cl)=C(Br)C(Cl)=C1

Description

2-Bromo-1,3-dichloro-5-methoxybenzene features a halogenated aromatic core with complementary reactivity at bromine and chlorine sites. The methoxy group enhances electron density at the para-position, facilitating selective cross-coupling. This compound serves as a robust scaffold for constructing complex heterocycles and functionalized arenes under palladium-catalyzed conditions.

Application

2-Bromo-1,3-dichloro-5-methoxybenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its ortho-bromine substitution. The presence of two chlorine atoms enhances electrophilic reactivity in nucleophilic aromatic substitution processes, while the methoxy group provides a polar handle for further functionalization. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring selective activation and orthogonal reactivity.

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 9.23
LogP 3.7645
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-1,3-dichloro-5-methoxybenzene

CAS No. 174913-20-3

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