1-Bromo-4-isopropylbenzene

Name: 1-Bromo-4-isopropylbenzene
Brand: ChemScene
Availability: InStock
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CAS No. 586-61-8
Cat. No. CS-W019945
Purity≥97%
MDL No.MFCD00039159

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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 586-61-8

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General Information

CAS No. 586-61-8
Cat. No. CS-W019945
Purity ≥97%
MDL No. MFCD00039159
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁Br
Molecular Weight 199.09
Synonym(s) 4-Isopropylbromobenzene; 1-Bromo-4-isopropylbenzene
SMILES CC(C1=CC=C(Br)C=C1)C

Description

1-Bromo-4-isopropylbenzene features a bromine atom at the para position relative to an isopropyl group on the benzene ring, enabling selective coupling reactions. This electron-rich aryl halide serves as a robust building block in cross-coupling transformations, offering high stability and compatibility with palladium-catalyzed protocols under standard conditions.

Application

1-Bromo-4-isopropylbenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium-catalyzed conditions. The isopropyl group provides steric bulk and enhances metabolic stability in downstream pharmaceutical intermediates. Its bench-stable nature and compatibility with Suzuki, Stille, and Negishi coupling protocols make it a practical choice for synthetic chemists developing complex aromatic architectures.

Synthesis

Route1
- 98-82-8
- ~89%
- In-stock
  
  586-61-8
References
- Ranu; Sarkar; Chakraborty Synthetic Communications, 1992 , vol. 22, # 8 p. 1095 - 1099
Route2
- 98-82-8
- ~40%
- In-stock
  
  7073-94-1
- In-stock
  
  586-61-8
References
- Tetrahedron, , vol. 45, # 24 p. 7869 - 7878
Route3
- 108-86-1
- 75-26-3
- ~5%
- In-stock
  
  7073-94-1
- In-stock
  
  586-61-8
References
- Synthetic Communications, , vol. 28, # 12 p. 2213 - 2220

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 3.5725
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-isopropylbenzene

CAS No. 586-61-8

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