1-Bromo-2,3-difluoro-5-nitrobenzene

Name: 1-Bromo-2,3-difluoro-5-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 374633-24-6
Cat. No. CS-0140704
Purity≥97%
MDL No.MFCD03095339

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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-2,3-difluoro-5-nitrobenzene|CS-0140704

Structure of 374633-24-6

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General Information

CAS No. 374633-24-6
Cat. No. CS-0140704
Purity ≥97%
MDL No. MFCD03095339
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrF₂NO₂
Molecular Weight None
Synonym(s) 1-bromanyl-2,3-bis(fluoranyl)-5-nitro-benzene
SMILES O=[N+](C1=CC(F)=C(F)C(Br)=C1)[O-]

Description

1-Bromo-2,3-difluoro-5-nitrobenzene features a highly electron-deficient aromatic core stabilized by orthogonal fluorine and nitro substituents. This trifunctional scaffold enables direct coupling in cross-coupling reactions, offering efficient access to complex fluorinated heterocycles under mild conditions.

Application

1-Bromo-2,3-difluoro-5-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its activated aryl bromide functionality. The ortho-fluorine substituents enhance metabolic stability and modulate electronic properties, while the nitro group provides a handle for subsequent reduction or nucleophilic substitution. Bench-stable and compatible with standard reaction conditions, it facilitates efficient access to complex fluorinated heterocycles and functionalized biaryls.

Synthesis

Route1
- In-stock
  
  369-34-6
- ~%
- In-stock
  
  374633-24-6
References
- O'Yang, Counde; Greenhouse, Robert Patent: US2009/197934 A1, 2009 ; Location in patent: Page/Page column 5 ; US 20090197934 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06,GHS08
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H330-H334-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P284-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 43.14
LogP 2.6355
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-2,3-difluoro-5-nitrobenzene

CAS No. 374633-24-6

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