1-Bromo-3,4-difluoro-2-methylbenzene

Name: 1-Bromo-3,4-difluoro-2-methylbenzene
Brand: ChemScene
Availability: InStock
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CAS No. 847502-81-2
Cat. No. CS-W015288
Purity≥98%
MDL No.MFCD07777161

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-Bromo-3,4-difluoro-2-methylbenzene|CS-W015288

Structure of 847502-81-2

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General Information

CAS No. 847502-81-2
Cat. No. CS-W015288
Purity ≥98%
MDL No. MFCD07777161
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₂
Molecular Weight 207.02
Synonym(s) 3,4-Difluoro-2-methylbromobenzene
SMILES CC1=C(F)C(F)=CC=C1Br

Description

1-Bromo-3,4-difluoro-2-methylbenzene features a trifunctional aromatic core with bromine, two fluorine atoms, and a methyl group positioned for selective cross-coupling. The electron-deficient ring facilitates palladium-catalyzed reactions, while the methyl substituent provides steric guidance. This compound enables efficient access to complex fluorinated scaffolds in medicinal chemistry and materials science.

Application

1-Bromo-3,4-difluoro-2-methylbenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The ortho-bromo and meta-difluoro substitution pattern provides excellent regioselectivity, while the methyl group enhances lipophilicity and metabolic stability. Bench-stable and compatible with a broad range of functional groups, it facilitates efficient construction of complex aromatic scaffolds under standard reaction conditions.

Synthesis

Route1
- In-stock
  
  3828-49-7
- ~80%
- In-stock
  
  847502-81-2
References
- Takeuchi, Craig S.; Kim, Byung Gyu; Blazey, Charles M.; Ma, Sunghoon; Johnson, Henry W. B.; Anand, Neel K.; Arcalas, Arlyn; Baik, Tae Gon; Buhr, Chris A.; Cannoy, Jonah; Epshteyn, Sergey; Joshi, Anagha; Lara, Katherine; Lee, Matthew S.; Wang, Longcheng; Leahy, James W.; Nuss, John M.; Aay, Naing; Aoyama, Ron; Foster, Paul; Lee, Jae; Lehoux, Isabelle; Munagala, Narsimha; Plonowski, Arthur; Rajan, Sharmila; Woolfrey, John; Yamaguchi, Kyoko; Lamb, Peter; Miller, Nicole Journal of Medicinal Chemistry, 2013 , vol. 56, # 6 p. 2218 - 2234

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

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Computational Chemistry Data

TPSA 0
LogP 3.03572
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-3,4-difluoro-2-methylbenzene

CAS No. 847502-81-2

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