1-(4-Bromophenyl)cyclopropanecarbonitrile

Name: 1-(4-Bromophenyl)cyclopropanecarbonitrile
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CAS No. 124276-67-1
Cat. No. CS-0030416
Purity≥98%
MDL No.MFCD01314308

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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+
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1-(4-Bromophenyl)cyclopropanecarbonitrile|CS-0030416

Structure of 124276-67-1

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General Information

CAS No. 124276-67-1
Cat. No. CS-0030416
Purity ≥98%
MDL No. MFCD01314308
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.08
Synonym(s) 1-(4-BROMOPHENYL)CYCLOPROPANECARBONITRILE, 97
SMILES N#CC1(C2=CC=C(Br)C=C2)CC1

Description

1-(4-Bromophenyl)cyclopropanecarbonitrile features a brominated phenyl ring fused to a strained cyclopropane core, delivering enhanced rigidity and electron-withdrawing character. The nitrile group provides a polar handle for downstream functionalization, while the aryl-bromide moiety enables cross-coupling reactions. This compound serves as a key building block in medicinal chemistry and materials science.

Application

1-(4-Bromophenyl)cyclopropanecarbonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of biaryl and heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The cyclopropane ring imparts conformational rigidity, while the bromo and nitrile groups offer orthogonal reactivity for further functionalization. Its bench stability and compatibility with standard coupling protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  16532-79-9
- 107-04-0
- ~99%
- In-stock
  
  124276-67-1
References
- WO2013/189865 A1, ; Page/Page column 27 ;
Route2
- In-stock
  
  16532-79-9
- 106-93-4
- ~86%
- In-stock
  
  124276-67-1
References
- US6359135 B1, ; Page column 113 ;
Route3
- 96-49-1
- In-stock
  
  16532-79-9
- ~51%
- In-stock
  
  124276-67-1
References
- Tetrahedron Letters, , vol. 46, # 42 p. 7247 - 7248

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 23.79
LogP 3.00428
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

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1-(4-Bromophenyl)cyclopropanecarbonitrile

CAS No. 124276-67-1

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