Benzene, 1-bromo-3,4-difluoro-2-methoxy-

CAS No. 888318-22-7
Cat. No. CS-0030495
Molecule weight223.01
Purity≥98%
MDL No.None

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Benzene, 1-bromo-3,4-difluoro-2-methoxy-|CS-0030495

Structure of 888318-22-7

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General Information

CAS No. 888318-22-7
Cat. No. CS-0030495
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₂O
Molecular Weight 223.01
Synonym(s) 6-Bromo-2,3-difluoroanisole
SMILES COC1=C(F)C(F)=CC=C1Br

Description

1-Bromo-3,4-difluoro-2-methoxybenzene features a trifunctional aromatic core with orthogonal reactivity: the bromine enables cross-coupling, while the para-fluorines facilitate nucleophilic substitution. The methoxy group enhances solubility and modulates electronic density, enabling selective functionalization in late-stage diversification. This scaffold supports efficient access to bioactive heterocycles under mild conditions.

Application

1-Bromo-3,4-difluoro-2-methoxybenzene serves as a versatile aryl building block for Suzuki-Miyaura and Negishi coupling reactions, enabling efficient construction of biaryl architectures. The ortho-fluorine substituents facilitate selective functionalization, while the methoxy group provides electronic modulation and enhanced solubility. Bench-stable and compatible with standard cross-coupling conditions, it functions reliably in the synthesis of complex heterocycles and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  186590-23-8
- 74-88-4
- ~90%
- In-stock
  
  888318-22-7
References
- Andres, Jose-Ignacio; Alcazar, Jesus; Cid, Jose Maria; De Angelis, Meri; Iturrino, Laura; Trabanco, Andres A.; Langlois, Xavier; Lavreysen, Hilde; Celen, Sofie; Bormans, Guy Journal of Medicinal Chemistry, 2012 , vol. 55, # 20 p. 8685 - 8699,15 Title/Abstract Full Text Show Details Andres, Jose-Ignacio; Alcazar, Jesus; Cid, Jose Maria; De Angelis, Meri; Iturrino, Laura; Langlois, Xavier; Lavreysen, Hilde; Trabanco, Andres A.; Celen, Sofie; Bormans, Guy Journal of Medicinal Chemistry, 2012 , vol. 55, # 20 p. 8685 - 8699
Route2
- In-stock
  
  6418-38-8
- ~%
- In-stock
  
  888318-22-7
References
- Andres, Jose-Ignacio; Alcazar, Jesus; Cid, Jose Maria; De Angelis, Meri; Iturrino, Laura; Trabanco, Andres A.; Langlois, Xavier; Lavreysen, Hilde; Celen, Sofie; Bormans, Guy Journal of Medicinal Chemistry, 2012 , vol. 55, # 20 p. 8685 - 8699,15 Title/Abstract Full Text Show Details Andres, Jose-Ignacio; Alcazar, Jesus; Cid, Jose Maria; De Angelis, Meri; Iturrino, Laura; Langlois, Xavier; Lavreysen, Hilde; Trabanco, Andres A.; Celen, Sofie; Bormans, Guy Journal of Medicinal Chemistry, 2012 , vol. 55, # 20 p. 8685 - 8699

Safety Information

Download SDS

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

Quality Control

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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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Benzene, 1-bromo-3,4-difluoro-2-methoxy-

CAS No. 888318-22-7

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