882772-99-8

Basic information

• Product Name: 3-bromo-2-nitrobenzaldehyde
• Synonyms: 3-bromo-2-nitrobenzaldehyde;Benzaldehyde, 3-bromo-2-nitro-
• CAS NO: 882772-99-8
• Molecular Formula: C₇H₄BrNO₃
• Molecular Weight: 230.01556
• Mol File: 882772-99-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 75-77 °C
• Boiling Point: 298.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.781±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 3-bromo-2-nitrobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-2-nitrobenzaldehyde(882772-99-8)
• EPA Substance Registry System: 3-bromo-2-nitrobenzaldehyde(882772-99-8)

Safety Data

• Hazardous Substances Data: 882772-99-8(Hazardous Substances Data)

Usage

Uses

3-Bromo-2-nitrobenzaldehyde is an intermediate in the synthesis of peptidomimetic BACE1 inhibitor.

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 105205-49-0 C₁₀H₁₁BrN₂O₂ 
• 552-89-6 2-nitro-benzaldehyde 
• 13402-32-9 1,3-dibromo-2-nitrobenzene 
• 400629-31-4 2-(3-bromo-2-nitrophenyl)acetic acid 
• 1261475-45-9 3-bromo-2-nitrobenzylic alcohol 

Downstream Products

• 1006055-69-1 (E)-2-(3-bromo-2-nitrophenyl)-1-phenylsulfonylethene 
• 145123-24-6 2-Amino-3-bromobenzaldehyde 
• 1261475-45-9 3-bromo-2-nitrobenzylic alcohol 
• 1169857-93-5 (S)-N-[(1E)-(3-bromo-2-nitrophenyl)methylene]-2-methylpropane-2-sulfinamide 

Relevant articles and documents

A 3 - bromo -2 - nitrobenzaldehyde chemical synthesis method

The invention relates to a chemical synthesis method of 3-bromo-2-nitrobenzaldehyde. The chemical synthesis method is characterized by using 1,3-dibromo-2-nitrobenzene as a raw material and carrying out five-step reactions including substitution, decarboxylation, oxidation, reduction and hydroformylation, and comprises the following steps of adding 1,3-dibromo-2-nitrobenzene, dimethyl malonate and alkali to an organic solvent to react to prepare 2-(3-bromo-2-nitrobenzaldehyde)-dimethyl malonate; dissolving 2-(3-bromo-2-nitrobenzaldehyde)-dimethyl malonate obtained in the former step in a tetrahydrofuran or acetone solvent, and adding a hydrochloric acid solution to react to prepare 2-(3-bromo-2-nitrobenzaldehyde)-acetic acid; adding a sodium hydroxide water solution and potassium permanganate to react to obtain 3-bromo-2-nitrobenzoic acid; dissolving 3-bromo-2-nitrobenzoic acid in the tetrahydrofuran solvent, and adding borane tetrahydrofuran to react to obtain 3-bromo-2-nitrobenzyl alcohol; adding 3-bromo-2-nitrobenzyl alcohol to a dichloromethane or 1,2-dichloroethane solvent and adding manganese dioxide to react to prepare 3-bromo-2-nitrobenzaldehyde. The synthetic route has the advantages of low cost and high yield.

Reexamination of the bromination of 2-nitrobenzaldehyde with NBS or NaBr-NaIO4 in sulfuric acid

Two literature procedures for selective bromination of 2-nitrobenzaldehyde using N-bromosuccinimide (NBS) or NaBr-NaIO4 in sulfuric acid were examined. In contrast to the reports that 4-bromo-2-nitrobenzaldehyde is formed as a single product in good yield, reactions using NBS gave a number of isomeric mono- and dibrominated products identified by spectroscopical methods and by sodium borohydride reduction to the corresponding benzyl alcohol, and reactions using NaBr-NaIO4 did not furnish any product. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Design and Synthesis of a Novel Series of Bicyclic Heterocycles As Potent γ-Secretase Modulators

The design and the synthesis of several chemical subclasses of imidazole containing γ-secretase modulators (GSMs) is described. Conformational restriction of pyridone 4 into bicyclic pyridone isosteres has led to compounds with high in vitro and in vivo p