4-Bromo-2-fluoro-5-nitrobenzaldehyde

Name: 4-Bromo-2-fluoro-5-nitrobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 679839-39-5
Cat. No. CS-0063841
Molecule weight248.01
Purity≥95%
MDL No.MFCD10758067

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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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4-Bromo-2-fluoro-5-nitrobenzaldehyde|CS-0063841

Structure of 679839-39-5

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General Information

CAS No. 679839-39-5
Cat. No. CS-0063841
Purity ≥95%
MDL No. MFCD10758067
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrFNO₃
Molecular Weight 248.01
Synonym(s) 4-Bromo-2-fluoro-5-nitrobenzenecarbaldehyde
SMILES O=CC1=CC([N+]([O-])=O)=C(Br)C=C1F

Description

4-Bromo-2-fluoro-5-nitrobenzaldehyde features a trifunctional aromatic core integrating bromine, fluorine, and nitro groups adjacent to an aldehyde moiety. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical building blocks.

Application

4-Bromo-2-fluoro-5-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling direct incorporation of halogen (Br), fluoro (F), and nitro (NO₂) functionalities into complex architectures. Its aldehyde group facilitates efficient coupling reactions, while the ortho-fluoro and meta-bromo substituents provide complementary sites for palladium-catalyzed cross-coupling. The molecule exhibits excellent bench stability and is readily purified by recrystallization, making it ideal for high-throughput synthesis workflows requiring precise functional group placement.

Synthesis

Route1
- In-stock
  
  57848-46-1
- ~95%
- In-stock
  
  679839-39-5
References
- Kusakabe, Ken-Ichi; Ide, Nobuyuki; Daigo, Yataro; Tachibana, Yuki; Itoh, Takeshi; Yamamoto, Takahiko; Hashizume, Hiroshi; Hato, Yoshio; Higashino, Kenichi; Okano, Yousuke; Sato, Yuji; Inoue, Makiko; Iguchi, Motofumi; Kanazawa, Takayuki; Ishioka, Yukichi; Dohi, Keiji; Kido, Yasuto; Sakamoto, Shingo; Yasuo, Kazuya; Maeda, Masahiro; Higaki, Masayo; Ueda, Kazuo; Yoshizawa, Hidenori; Baba, Yoshiyasu; Shiota, Takeshi; Murai, Hitoshi; Nakamura, Yusuke Journal of Medicinal Chemistry, 2013 , vol. 56, # 11 p. 4343 - 4356

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 : 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

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Computational Chemistry Data

TPSA 60.21
LogP 2.3089
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-fluoro-5-nitrobenzaldehyde

CAS No. 679839-39-5

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