119646-68-3

Basic information

• Product Name: 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE
• Synonyms: 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE;3-Bromo-5-tert-butylsalicylaldehyde;2-Hydroxy-3-broMo-5-tert-butyl-benzaldehyde
• CAS NO: 119646-68-3
• Molecular Formula: C₁₁H₁₃BrO₂
• Molecular Weight: 257.12
• Mol File: 119646-68-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 261.3°C at 760 mmHg
• Flash Point: 111.9°C
• Appearance: /
• Density: 1.409g/cm³
• Vapor Pressure: 0.00715mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE(119646-68-3)
• EPA Substance Registry System: 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE(119646-68-3)

Safety Data

• Hazardous Substances Data: 119646-68-3(Hazardous Substances Data)

Usage

Description

3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE is a chemical compound with the molecular formula C14H17BrO2, characterized by its benzaldehyde derivative structure with a bromine atom and a hydroxyl group at specific positions on the benzene ring. 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE is distinguished by the presence of a tert-butyl group, which imparts steric hindrance, influencing its reactivity and selectivity in chemical reactions. It is widely recognized for its applications in organic synthesis and pharmaceutical research, particularly in the development of new drug treatments due to its unique structural properties and potential biological activities.

Uses

Used in Organic Synthesis:
3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE is used as a key intermediate in organic synthesis for the creation of various complex organic compounds. Its unique structure allows for the formation of new chemical entities through reactions such as condensation, substitution, and addition, facilitating the development of novel molecules with potential applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE is utilized as a starting material or building block in the synthesis of potential drug candidates. Its structural features make it a valuable component in the design of new molecules with therapeutic potential, contributing to the advancement of drug discovery and development processes.
Used in Drug Development:
3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE is employed in drug development as a precursor for the synthesis of bioactive compounds. Its unique properties enable the exploration of its interactions with biological targets, aiding in the identification of new therapeutic agents with improved efficacy and selectivity.
Overall, 3-BROMO-5-TERT-BUTYL-2-HYDROXY-BENZALDEHYDE is a versatile and significant compound in the realm of chemistry and drug discovery, with applications spanning across various industries and research areas.

InChI:InChI=1/C11H13BrO2/c1-11(2,3)8-4-7(6-13)10(14)9(12)5-8/h4-6,14H,1-3H3

Upstream product

• 2198-66-5 2-bromo-4-tert-butylphenol 
• 2725-53-3 2-hydroxy-5-t-butylbenzaldehyde 
• 50-00-0 formaldehyd 
• 100-97-0 hexamethylenetetramine 
• 98-54-4 para-tert-butylphenol 

Downstream Products

• 119778-26-6 3-bromo-5-tert-butyl-2-hydroxy-benzaldehyde-oxime 
• 960252-91-9 3-(2-naphthyl)-5-t-butylsalicylaldehyde 
• 960252-90-8 cis-8-formyl-6a,11b-dihydro-10-(2,2-dimethylethyl)naphtho[2,1-b]benzo[d]furan 
• 1262020-37-0 (Z)-2-benzylidene-7-bromo-5-tert-butyl-2,3-dihydrobenzofuran-3-ol 
• 1262020-29-0 C₁₉H₁₉BrO₂ 
• 1609655-27-7 2-(((3-aminopropyl)amino)methyl)-4-(tert-butyl)-6-(6-(trifluoromethyl)pyridin-3-yl)phenol 

Relevant articles and documents

Ligand tuning in the chromium-salen-mediated asymmetric epoxidation of alkenes

A series of Cr(salen) complexes have been synthesised from 5-substituted-3-bromosalicylaldehydes and trans-1,2-cyclohexanediamine. These have been used to probe the Cr(salen)-mediated asymmetric epoxidation of alkenes. No simple correlation was found between the electronic character of the salen-substituents and the enantioselectivity - multiple oxidation pathways are proposed as a possible explanation. Enantioselectivities of up to 90% have been achieved using a novel, synthetically accessible Cr(salen) complex.

Synthesis and characterization of new extractants for Cu(II)

New extractants for Cu2+ ions in raw ore powders or waste water (fluid) were successfully synthesized recently in good yields. Their structures and purity were confirmed by 1H NMR and IR.

Salicylaldehyde Hydrazones: Buttressing of Outer-Sphere Hydrogen-Bonding and Copper Extraction Properties

Salicylaldehyde hydrazones are weaker copper extractants than their oxime derivatives, which are used in hydrometallurgical processes to recover ～20% of the world's copper. Their strength, based on the extraction equilibrium constant Ke, can be increased by nearly three orders of magnitude by incorporating electron-withdrawing or hydrogen-bond acceptor groups (X) ortho to the phenolic OH group of the salicylaldehyde unit. Density functional theory calculations suggest that the effects of the 3-X substituents arise from a combination of their influence on the acidity of the phenol in the pH-dependent equilibrium, Cu2++2Lorg→[Cu(L-H)2]org+2H+, and on their ability to 'buttress' interligand hydrogen bonding by interacting with the hydrazone N-H donor group. X-ray crystal structure determination and computed structures indicate that in both the solid state and the gas phase, coordinated hydrazone groups are less planar than coordinated oximes and this has an adverse effect on intramolecular hydrogen-bond formation to the neighbouring phenolate oxygen atoms.

HETEROARYL DERIVATIVES AND USES THEREOF

The present invention relates to antimalarial compounds and their use against protozoa of the genus Plasmodium, including drug-resistant Plasmodia strains. This invention further relates to compositions containing such compounds and a process for making the compounds.