3-Bromo-4-nitrobenzonitrile

Name: 3-Bromo-4-nitrobenzonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 102000-73-7
Cat. No. CS-0160018
Purity≥97%
MDL No.None

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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 102000-73-7

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General Information

CAS No. 102000-73-7
Cat. No. CS-0160018
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrN₂O₂
Molecular Weight 227.01
Synonym(s) 3-BROMO-4-NITRO-BENZONITRILE
SMILES N#CC1=CC=C([N+]([O-])=O)C(Br)=C1

Description

3-Bromo-4-nitrobenzonitrile features a bromine atom at the meta position relative to a nitrile group, paired with a nitro substituent at the para position on the benzene ring. This electron-deficient aryl halide integrates readily into palladium-catalyzed cross-coupling reactions, enabling efficient access to complex functionalized arenes under standard conditions.

Application

3-Bromo-4-nitrobenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions and nucleophilic substitution processes. The nitrile and nitro groups provide orthogonal handles for downstream functionalization, while the bromine facilitates C–C bond formation. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 1261794-86-8
- ~88%
- In-stock
  
  102000-73-7
References
- Daiichi Sankyo Company, Limited; AOKI, Kazumasa; MATSUI, Satoshi; YOSHIKAWA, Kenji; SHIMIZU,Hiroki; SASAKI, Junko; NAKAJIMA, Katsuyoshi; KANNO, Osamu; OIZUMI, Kiyoshi Patent: EP2565185 A1, 2013 ; Location in patent: Paragraph 0197 ;
Route2
- In-stock
  
  101420-81-9
- ~%
- In-stock
  
  102000-73-7
References
- Daiichi Sankyo Company, Limited; AOKI, Kazumasa; MATSUI, Satoshi; YOSHIKAWA, Kenji; SHIMIZU,Hiroki; SASAKI, Junko; NAKAJIMA, Katsuyoshi; KANNO, Osamu; OIZUMI, Kiyoshi Patent: EP2565185 A1, 2013 ;
Route3
- 143-33-9
- ~%
- In-stock
  
  102000-73-7
References
- Bower et al. Journal of the Chemical Society, 1950 , p. 3341,3343

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.93
LogP 2.22898
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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3-Bromo-4-nitrobenzonitrile

CAS No. 102000-73-7

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