3111-51-1

Basic information

• Product Name: 2,4-Dibromo-5-hydroxybenzaldehyde
• Synonyms: 2,4-Dibromo-5-hydroxybenzaldehyde
• CAS NO: 3111-51-1
• Molecular Formula: C₇H₄Br₂O₂
• Molecular Weight: 279.93
• Mol File: 3111-51-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 139 °C
• Boiling Point: 303.4±42.0 °C(Predicted)
• Appearance: /
• Density: 2.122±0.06 g/cm3(Predicted)
• PKA: 7.15±0.23(Predicted)
• CAS DataBase Reference: 2,4-Dibromo-5-hydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dibromo-5-hydroxybenzaldehyde(3111-51-1)
• EPA Substance Registry System: 2,4-Dibromo-5-hydroxybenzaldehyde(3111-51-1)

Safety Data

• Hazardous Substances Data: 3111-51-1(Hazardous Substances Data)

Usage

Description

2,4-Dibromo-5-hydroxybenzaldehyde is an organic compound characterized by the presence of two bromine atoms at the 2nd and 4th positions, a hydroxyl group at the 5th position, and an aldehyde group at the end of the benzene ring. It is a valuable intermediate in the synthesis of various pharmaceuticals and organic compounds due to its unique structural features.

Uses

Used in Pharmaceutical Synthesis:
2,4-Dibromo-5-hydroxybenzaldehyde is used as a key intermediate in the synthesis of LY-2801653, a c-Met receptor tyrosine kinase inhibitor. 2,4-Dibromo-5-hydroxybenzaldehyde plays a crucial role in the development of novel therapeutic agents targeting the c-Met receptor, which is implicated in various cancer types and other diseases.
Used in Chemical Synthesis:
In addition to its pharmaceutical applications, 2,4-Dibromo-5-hydroxybenzaldehyde is also utilized in various chemical synthesis processes. Its unique functional groups and structural properties make it a versatile building block for creating a wide range of organic compounds, including dyes, polymers, and other specialty chemicals.

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 67-66-3 chloroform 
• 7726-95-6 bromine 

Downstream Products

• 2737-21-5 2,4-dibromo-5-hydroxy-benzyl alcohol 
• 14348-39-1 2,4-dibromo-5-hydroxybenzoic acid 
• 99615-74-4 2,4-dibromo-5-methoxylbenzaldehyde 
• 487027-06-5 (E)-1,5-dibromo-2-methoxy-4-(2-nitrovinyl)benzene 
• 487027-09-8 2-(2,4-dibromo-5-methoxyphenyl)-2-(thiophenyl)-1-aminoethane 
• 487027-08-7 2-(2,4-dibromo-5-methoxyphenyl)-2-(thiophenyl)-1-nitroethane 
• 487027-10-1 (2S)-N-[2-(2,4-dibromo-5-methoxyphenyl)-2-(thiophenyl)ethyl]-1-methyl-2-pyrrolidinecarboxamide 
• 4526-56-1 2,4-dibromo-6-chlorophenol 
• 174913-39-4 2,4-dibromo-6-chloro-anisole 
• 860725-06-0 4,6-dibromo-2-chloro-3-methoxy-benzaldehyde 
• 1206800-25-0 2,4-dibromo-5-(2-fluoro-4-nitrophenoxy) benzaldehyde 
• 1580465-77-5 N¹-(2,4-dibromo-5-methoxybenzyl)-N³,N³-dimethylpropane-1,3-diamine 
• 1580465-76-4 2,4-dibromo-5-(((3-(dimethylamino)propyl)amino)methyl)phenol 
• 1206799-15-6 N-(3-fluoro-4-((1-methyl-6-(1H-pyrazol-4-yl)-1H-indazol-5-yl)oxy)phenyl)-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide 

Relevant articles and documents

2,4-Dibromo-5-hydroxybenzaldehyde

The title compound, C7H4Br2O2, crystallizes as centrosymmetric dimers in which two molecules are linked by two hydrogen bonds between the hydroxyl and carbonyl groups, with an O···O distance of 2.839 (5) angstro

Preparation of tetrazole-fused π-conjugated molecules and their fluorescence behavior

New tetrazole-fused π-conjugated molecules were prepared from dibromobenzonitriles by repeated regioselective Sonogashira-Hagihara cross-coupling with acetylenes and intramolecular nucleophilic cyclizations. The conjugated tetracyclic compounds exhibited fluorescence with lifetimes of nanosecond order. From TD-DFT calculations, excited state wavefunctions of compounds indicated that the HOMO-1→LUMO and HOMO→LUMO+1 mainly became the first excited state (S0→S1) to contribute significantly to light emission.

N1,N1-dimethyl-N3-(3-(trifluoromethyl) phenethyl)propane-1,3-diamine, a new lead for the treatment of human African trypanosomiasis

The natural product, convolutamine I (1), has anti-trypanosomal activity however it has a high molecular weight of 473 due to a presence of 3 bromine atoms. The synthesis of the natural product convolutamine I (1) together with its analogues are presented. A SAR study against Trypanosoma brucei brucei led to compounds with improved physico-chemical properties: lower molecular weight and lower log P while maintaining potency (with a slight 2-fold improvement).