84459-32-5

Basic information

• Product Name: 2-bromo-5-nitrobenzaldehyde
• Synonyms: 2-bromo-5-nitrobenzaldehyde;2-Bromo-5-nitrobenzenecarbaldehyde;4-Bromo-3-formylnitrobenzene;2-Bromo-5-nitrobenzadehyde;Benzaldehyde, 2-bromo-5-nitro-
• CAS NO: 84459-32-5
• Molecular Formula: C₇H₄BrNO₃
• Molecular Weight: 230.017
• EINECS: 200-002-4
• Mol File: 84459-32-5.mol
• Article Data: 23

Chemical Properties

• Melting Point: 105-107 °C
• Boiling Point: 307.174 °C at 760 mmHg
• Flash Point: 139.574 °C
• Appearance: /
• Density: 1.781
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-bromo-5-nitrobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-5-nitrobenzaldehyde(84459-32-5)
• EPA Substance Registry System: 2-bromo-5-nitrobenzaldehyde(84459-32-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 84459-32-5(Hazardous Substances Data)

Usage

Description

2-Bromo-5-nitrobenzaldehyde is an organic compound characterized by the presence of a bromine atom at the 2nd position and a nitro group at the 5th position on a benzene ring, with an aldehyde functional group attached. 2-Bromo-5-nitrobenzaldehyde exhibits unique chemical properties due to its structural features, making it a versatile molecule for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
2-Bromo-5-nitrobenzaldehyde is used as a cholesteryl ester transfer protein (CETP) inhibitor for the development of drugs targeting lipid metabolism disorders. By inhibiting CETP, it helps regulate the balance of cholesterol in the body, potentially reducing the risk of cardiovascular diseases.
Used in Neuroprotective Applications:
2-Bromo-5-nitrobenzaldehyde is used as a reactant for the synthesis of (-)-Linarinic acid derivatives, which are neuroprotective agents. These derivatives exhibit protective effects against oxygen glucose deprivation (OGD)-induced cell damage, making them valuable in the development of treatments for neurological disorders and conditions associated with oxidative stress and cell damage.

InChI:InChI=1/C7H4BrNO3/c8-7-2-1-6(9(11)12)3-5(7)4-10/h1-4H

Upstream product

• 33499-33-1 3-nitrobenzaldoxime O-methyl ether 
• 99-61-6 3-nitro-benzaldehyde 
• 80887-01-0 2-bromo-5-nitrobenzoyl chloride 
• 68-12-2 N,N-dimethyl-formamide 
• 586-78-7 para-nitrophenyl bromide 
• 373622-95-8 2-bromo-N-methoxy-N-methyl-5-nitrobenzamide 
• 332883-48-4 (2-bromo-5-nitro-phenyl)methanol 
• 943-14-6 2-bromo-5-nitrobenzoic acid 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 84459-36-9 7-nitro-10-phenyl-2H,3H,4H,10H-pyrimido[4,5-b]quinoline-2,4-dione 
• 313696-22-9 isopropyl 4-(2-bromo-5-nitrophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 
• 332883-51-9 3-{[(2-bromo-5-nitrophenyl)methyl]amino}propan-1-ol 
• 1202518-90-8 2-(2-bromo-5-nitrophenyl)-1,4,5,6-tetrahydropyrimidine 
• 1037082-28-2 1-(2-bromo-5-nitrophenyl)-N-methylmethanamine 
• 332883-48-4 (2-bromo-5-nitro-phenyl)methanol 

Relevant articles and documents

Gold-Catalyzed Cyclization of 2-Alkynylaldehyde Cyclic Acetals via Hydride Shift for the Synthesis of Indenone Derivatives

An efficient gold-catalyzed cyclization of 2-alkynylaldehyde cyclic acetals has been developed for the synthesis of indenone derivatives. A wide variety of functionalized indenone derivatives can be obtained in good-to-excellent yields. HMBC and NOESY NMR analyses and mechanistic elucidation experiments revealed that the cyclization occurs via a 1,5-H shift. The cyclic acetal group promoted the 1,5-H shift by activating the benzylic C-H bond and preventing the migration of the alkoxy group by tethering both alkoxy groups.

Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy

A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.

Method for preparing 3,5-disubstituted oxadiazole compound

The invention discloses a method for preparing a 3,5-disubstituted oxadiazole compound N-((3-(2-bromo-5-nitrophenyl)-1,2,4-oxadiazole-5-yl)methyl)ethylamine. 4-nitrobromobenzene used as a starting material undergoes hydroformylation, oximation, eliminatio