4-Bromo-2-formylbenzonitrile

Name: 4-Bromo-2-formylbenzonitrile
Brand: ChemScene
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CAS No. 713141-12-9
Cat. No. CS-W018662
Purity≥98%
MDL No.MFCD15144645

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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 713141-12-9

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General Information

CAS No. 713141-12-9
Cat. No. CS-W018662
Purity ≥98%
MDL No. MFCD15144645
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrNO
Molecular Weight 210.03
Synonym(s) None
SMILES BrC1=CC(C=O)=C(C=C1)C#N

Description

4-Bromo-2-formylbenzonitrile features a strategically positioned formyl group flanked by bromine and nitrile functionalities, enabling direct integration into cross-coupling and multistep synthesis. This electron-deficient aromatic scaffold supports efficient derivatization under standard conditions.

Application

4-Bromo-2-formylbenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its bromo substituent. The formyl group facilitates nucleophilic additions and oxime formation, while the nitrile acts as a handle for hydrolysis or reduction. Its bench-stable nature and compatibility with common protecting groups simplify purification and multi-step synthesis workflows.

Synthesis

Route1
- 573675-37-3
- ~81%
- In-stock
  
  713141-12-9
References
- Sun, Caiyun; Xu, Bin Journal of Organic Chemistry, 2008 , vol. 73, # 18 p. 7361 - 7364
Route2
- In-stock
  
  67832-11-5
- ~%
- In-stock
  
  713141-12-9
References
- Li, Xiao-Hui; Zheng, Bao-Hui; Ding, Chang-Hua; Hou, Xue-Long Organic Letters, 2013 , vol. 15, # 23 p. 6086 - 6089

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 40.86
LogP 2.13328
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-formylbenzonitrile

CAS No. 713141-12-9

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