2'-Bromo-5'-phenyl-1,1':3',1''-terphenyl

Name: 2'-Bromo-5'-phenyl-1,1':3',1''-terphenyl
Brand: ChemScene
Availability: InStock
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CAS No. 10368-73-7
Cat. No. CS-0163437
Molecule weight385.30
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2'-Bromo-5'-phenyl-1,1':3',1''-terphenyl|CS-0163437

Structure of 10368-73-7

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General Information

CAS No. 10368-73-7
Cat. No. CS-0163437
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₁₇Br
Molecular Weight 385.30
Synonym(s) 2'-Bromo-5'-phenyl-m-terphenyl
SMILES BrC1=C(C2=CC=CC=C2)C=C(C3=CC=CC=C3)C=C1C4=CC=CC=C4

Description

2'-Bromo-5'-phenyl-1,1':3',1''-terphenyl is a sterically hindered, electron-deficient terphenyl scaffold featuring a bromine substituent at the 2' position and a phenyl group at the 5' position. This configuration enables direct coupling in palladium-catalyzed cross-coupling reactions, offering enhanced stability and controlled reactivity for synthetic applications in materials science and functional molecular design.

Application

2'-Bromo-5'-phenyl-1,1':3',1''-terphenyl serves as a versatile building block in the synthesis of functionalized biphenyl and terphenyl scaffolds. The bromine substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high efficiency and tolerance for diverse functional groups. Its planar, rigid structure enhances π-stacking interactions, making it suitable for materials chemistry applications. Bench-stable and readily purified by column chromatography, it facilitates scalable synthesis of advanced organic semiconductors and ligand frameworks.

Synthesis

Route1
- In-stock
  
  612-71-5
- ~86%
- In-stock
  
  10368-73-7
References
- Hintermann, Lukas; Dang, Tuan Thanh; Labonne, Aurelie.; Kribber, Thomas; Xiao, Li; Naumov, Pance Chemistry - A European Journal, 2009 , vol. 15, # 29 p. 7167 - 7179
Route2
- 75-15-0
- In-stock
  
  612-71-5
- 7726-95-6
- ~%
- In-stock
  
  10368-73-7
References
- Kohler, Blanchard Journal of the American Chemical Society, 1935 , vol. 57, p. 367,368 Full Text Show Details Graham; Quayle Journal of the Chemical Society, 1955 , p. 3814,3816

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-H319-H413
Precautionary Statements : P264-P270-P273-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 7.4501
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 3

Key Words

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2'-Bromo-5'-phenyl-1,1':3',1''-terphenyl

CAS No. 10368-73-7

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