2-([1,1'-Biphenyl]-4-yl)acetonitrile

Name: 2-([1,1'-Biphenyl]-4-yl)acetonitrile
Brand: ChemScene
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CAS No. 31603-77-7
Cat. No. CS-0132429
Purity≥96%
MDL No.MFCD00016403

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-([1,1'-Biphenyl]-4-yl)acetonitrile|CS-0132429

Structure of 31603-77-7

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General Information

CAS No. 31603-77-7
Cat. No. CS-0132429
Purity ≥96%
MDL No. MFCD00016403
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₁N
Molecular Weight 193.24
Synonym(s) biphenyl-4-ylacetonitrile
SMILES N#CCC1=CC=C(C2=CC=CC=C2)C=C1

Description

2-([1,1'-Biphenyl]-4-yl)acetonitrile features a biphenyl scaffold linked to an acetonitrile group, delivering enhanced electron-withdrawing character and structural rigidity. This configuration supports robust integration into transition metal-catalyzed coupling reactions and enables efficient construction of functionalized biaryl architectures under standard conditions.

Application

2-([1,1'-Biphenyl]-4-yl)acetonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biaryl-containing scaffolds. The nitrile group facilitates downstream transformations such as hydrolysis to carboxylic acids or reduction to primary amines, while the biphenyl core provides structural rigidity and π-conjugation useful in medicinal chemistry and materials science. Its bench-stable nature and compatibility with standard coupling reactions make it a practical choice for iterative synthesis workflows.

Synthesis

Route1
- In-stock
  
  16532-79-9
- In-stock
  
  98-80-6
- ~93%
- In-stock
  
  31603-77-7
References
- Wright, Stephen W.; Hageman, David L.; McClure, Lester D. Journal of Organic Chemistry, 1994 , vol. 59, # 20 p. 6095 - 6097
Route2
- 7677-24-9
- 376640-26-5
- ~91%
- In-stock
  
  31603-77-7
References
- Yabe, Osamu; Mizufune, Hideya; Ikemoto, Tomomi Synlett, 2009 , # 8 p. 1291 - 1294
Route3
- In-stock
  
  1071-36-9
- 2051-62-9
- ~97%
- In-stock
  
  31603-77-7
References
- Shang, Rui; Ji, Dong-Sheng; Chu, Ling; Fu, Yao; Liu, Lei Angewandte Chemie - International Edition, 2011 , vol. 50, # 19 p. 4470 - 4474

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 23.79
LogP 3.41968
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-([1,1'-Biphenyl]-4-yl)acetonitrile

CAS No. 31603-77-7

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