2-Bromo-1-(tert-butyl)-4-nitrobenzene

Name: 2-Bromo-1-(tert-butyl)-4-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 6310-17-4
Cat. No. CS-0317450
Purity≥98%
MDL No.MFCD00126481

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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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2-Bromo-1-(tert-butyl)-4-nitrobenzene|CS-0317450

Structure of 6310-17-4

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General Information

CAS No. 6310-17-4
Cat. No. CS-0317450
Purity ≥98%
MDL No. MFCD00126481
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂BrNO₂
Molecular Weight 258.11
Synonym(s) 2-Bromo-1-tert-butyl-4-nitrobenzene
SMILES C=1(C=C(C=CC1C(C)(C)C)[N+](=O)[O-])Br

Description

2-Bromo-1-(tert-butyl)-4-nitrobenzene features a sterically shielded tert-butyl group and a nitro substituent positioned ortho to the bromine, enabling selective cross-coupling reactions. The electron-deficient aryl bromide integrates efficiently into palladium-catalyzed transformations under standard conditions, delivering complex functionalized arenes with high regiocontrol.

Application

2-Bromo-1-(tert-butyl)-4-nitrobenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Stille reactions due to its stable bromide and electron-withdrawing nitro group. The tert-butyl substituent provides steric protection and enhances bench stability, while the ortho-bromo and para-nitro arrangement facilitates selective functionalization. This compound functions effectively in the synthesis of substituted arenes and heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- In-stock
  
  3282-56-2
- ~99%
- In-stock
  
  6310-17-4
References
- Vertex Pharmaceuticals Incorported Patent: US2011/98311 A1, 2011 ; Title/Abstract Full Text Show Details Vertex Pharmaceuticals Incorporated Patent: US2012/309758 A1, 2012 ; US 20120309758 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 43.14
LogP 3.6548
H_Acceptors 2
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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2-Bromo-1-(tert-butyl)-4-nitrobenzene

CAS No. 6310-17-4

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