1-Bromo-4-isobutylbenzene

Name: 1-Bromo-4-isobutylbenzene
Brand: ChemScene
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CAS No. 2051-99-2
Cat. No. CS-0028773
Molecule weight213.11
Purity≥95%
MDL No.MFCD03425886

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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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Structure of 2051-99-2

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General Information

CAS No. 2051-99-2
Cat. No. CS-0028773
Purity ≥95%
MDL No. MFCD03425886
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃Br
Molecular Weight 213.11
Synonym(s) 4-Bromoisobutylbenzene; 4-Isobutylbromobenzene; p-Bromisobutylbenzene
SMILES CC(C)CC1=CC=C(Br)C=C1

Description

1-Bromo-4-isobutylbenzene features a bromine atom at the para position relative to a sterically hindered isobutyl group, enabling selective cross-coupling reactions. This electron-rich aryl halide delivers high functional group tolerance and stability under standard conditions, facilitating efficient construction of complex biaryl architectures in synthetic and medicinal chemistry applications.

Application

1-Bromo-4-isobutylbenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under standard Pd-catalyzed conditions. The isobutyl group provides steric and electronic modulation, enhancing solubility and functional group tolerance. Its bench-stable nature and compatibility with Suzuki, Stille, and Negishi coupling protocols make it ideal for medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- 538-93-2
- ~%
- In-stock
  
  2051-99-2
References
- Monatshefte fuer Chemie, , vol. 9, p. 617,846
Route2
- 538-93-2
- ~%
- 80304-54-7
- In-stock
  
  2051-99-2
References
- Journal of the American Chemical Society, , vol. 76, p. 1106
Route3
- 6731-23-3
- 130447-21-1
- ~70%
- In-stock
  
  92-86-4
- In-stock
  
  2051-99-2
References
- Jin, Liqun; Zhao, Yingsheng; Zhu, Lizheng; Zhang, Heng; Lei, Aiwen Advanced Synthesis and Catalysis, 2009 , vol. 351, # 4 p. 630 - 634

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 0
LogP 3.6476
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-isobutylbenzene

CAS No. 2051-99-2

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