1-Bromo-4,5-difluoro-2-methoxybenzene

Name: 1-Bromo-4,5-difluoro-2-methoxybenzene
Brand: ChemScene
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CAS No. 202865-58-5
Cat. No. CS-W010460
Purity≥98%
MDL No.MFCD00070753

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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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1-Bromo-4,5-difluoro-2-methoxybenzene|CS-W010460

Structure of 202865-58-5

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General Information

CAS No. 202865-58-5
Cat. No. CS-W010460
Purity ≥98%
MDL No. MFCD00070753
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₂O
Molecular Weight 223.02
Synonym(s) 2-Bromo-4,5-difluoroanisole
SMILES COC1=CC(F)=C(F)C=C1Br

Description

1-Bromo-4,5-difluoro-2-methoxybenzene features a trifunctional aromatic core with orthogonal reactivity. The bromo group enables palladium-catalyzed cross-coupling, while the fluorine atoms offer enhanced metabolic stability and electron-withdrawing effects. The methoxy substituent provides steric and electronic modulation, improving solubility and directing electrophilic substitution. This compound serves as a key building block in the synthesis of bioactive molecules and functional materials.

Application

1-Bromo-4,5-difluoro-2-methoxybenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions with high efficiency. The ortho-fluorine atoms facilitate directed ortho-metalation, while the methoxy group provides moderate electron donation and enhanced solubility. Bench-stable and compatible with standard reaction conditions, it offers predictable reactivity in Suzuki, Stille, and Negishi couplings, making it ideal for constructing complex aromatic scaffolds.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P301+P310-P330-P405-P501

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Computational Chemistry Data

TPSA 9.23
LogP 2.7359
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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1-Bromo-4,5-difluoro-2-methoxybenzene

CAS No. 202865-58-5

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