1-Bromo-4-(bromomethyl)-2-methoxybenzene

Name: 1-Bromo-4-(bromomethyl)-2-methoxybenzene
Brand: ChemScene
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CAS No. 1148110-16-0
Cat. No. CS-0497521
Purity≥98%
MDL No.MFCD17169084

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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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1-Bromo-4-(bromomethyl)-2-methoxybenzene|CS-0497521

Structure of 1148110-16-0

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General Information

CAS No. 1148110-16-0
Cat. No. CS-0497521
Purity ≥98%
MDL No. MFCD17169084
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈Br₂O
Molecular Weight None
Synonym(s) None
SMILES COC1=CC(CBr)=CC=C1Br

Description

1-Bromo-4-(bromomethyl)-2-methoxybenzene features a dual bromide functionality enabling sequential coupling reactions. The para-bromomethyl group provides a reactive handle for nucleophilic substitution, while the ortho-bromo substituent facilitates cross-coupling under palladium catalysis. This bifunctional architecture supports modular synthesis of complex aryl scaffolds in medicinal chemistry and materials science.

Application

1-Bromo-4-(bromomethyl)-2-methoxybenzene serves as a versatile bifunctional building block for the synthesis of complex aromatic systems. The bromomethyl group enables nucleophilic substitution and cross-coupling reactions, while the aryl bromide supports palladium-catalyzed coupling protocols. Its bench-stable nature and orthogonal reactivity facilitate efficient construction of pharmaceutical scaffolds and functionalized heterocycles in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  95740-49-1
- ~%
- In-stock
  
  1148110-16-0
References
- Christopher, John A.; Bamborough, Paul; Alder, Catherine; Campbell, Amanda; Cutler, Geoffrey J.; Down, Kenneth; Hamadi, Ahmed M.; Jolly, Adrian M.; Kerns, Jeffrey K.; Lucas, Fiona S.; Mellor, Geoffrey W.; Miller, David D.; Morse, Mary A.; Pancholi, Kiritkant D.; Rumsey, William; Solanke, Yemisi E.; Williamson, Rick Journal of Medicinal Chemistry, 2009 , vol. 52, # 9 p. 3098 - 3102

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 9.23
LogP 3.3526
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-(bromomethyl)-2-methoxybenzene

CAS No. 1148110-16-0

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