14615-72-6

Basic information

• Product Name: 3,5-Dibenzyloxybenzaldehyde
• Synonyms: 3,5-BENZYLOXY BENZALDEHYDE;3,5-BIS(BENZYLOXY)BENZALDEHYDE;3,5-DIBENZYLOXYBENZALDEHYDE;TIMTEC-BB SBB008628;3,5-DibroMobenzaldehyde, 95+%
• CAS NO: 14615-72-6
• Molecular Formula: C₂₁H₁₈O₃
• Molecular Weight: 318.37
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Building Blocks for Dendrimers;Functional Materials;Aldehydes;C10 to C21;Carbonyl Compounds
• Mol File: 14615-72-6.mol
• Article Data: 29

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 502.4 °C at 760 mmHg
• Flash Point: 250 °C
• Appearance: orange to orange-tan powder or crystalline powder
• Density: 1.176 g/cm³
• Vapor Pressure: 0.00252mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• CAS DataBase Reference: 3,5-Dibenzyloxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dibenzyloxybenzaldehyde(14615-72-6)
• EPA Substance Registry System: 3,5-Dibenzyloxybenzaldehyde(14615-72-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 14615-72-6(Hazardous Substances Data)

Usage

Description

3,5-Dibenzyloxybenzaldehyde is an organic compound that belongs to the class of benzaldehyde derivatives. It is characterized by the presence of two benzyloxy groups attached to the 3 and 5 positions of the benzene ring, along with a formyl group at the aldehyde position. 3,5-Dibenzyloxybenzaldehyde is known for its potential applications in various fields, particularly in the synthesis of biologically active molecules and as a research chemical.

Uses

Used in Research and Development:
3,5-Dibenzyloxybenzaldehyde is used as a research chemical for the investigation of its chemical properties, reactivity, and potential applications in the synthesis of other compounds. It serves as a valuable intermediate in the development of new chemical entities with diverse biological activities.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-Dibenzyloxybenzaldehyde is used as a key intermediate in the synthesis of survivin dimerization modulators. Survivin is a protein that plays a crucial role in cell division and is overexpressed in various cancers. Modulating the dimerization of survivin can potentially lead to the development of novel anticancer therapies. The use of 3,5-Dibenzyloxybenzaldehyde in this context highlights its importance in the development of targeted cancer treatments.
Used in Organic Synthesis:
3,5-Dibenzyloxybenzaldehyde is also utilized in organic synthesis as a building block for the creation of more complex molecules with potential applications in various industries, such as agrochemicals, materials science, and pharmaceuticals. Its unique structural features make it a versatile starting material for the synthesis of a wide range of compounds with diverse functionalities and properties.

InChI:InChI=1/C7H4Br2O/c8-6-1-5(4-10)2-7(9)3-6/h1-4H

Upstream product

• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 50513-72-9 (3,5-di-benzyloxy)benzoic acid benzyl ester 
• 29654-55-5 5-(hydroxymethyl)benzene-1,3-diol 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 58605-10-0 methyl 3,5-bis(benzyloxy)benzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 85565-94-2 2-bromo-3,5-bis(benzyloxy)benzaldehyde 
• 24131-31-5 3,5-dibenzyloxybenzyl alcohol 

Downstream Products

• 74346-08-0 (2E,4E)-methyl 2-carboxy-5-(3,5-dibenzyloxyphenyl)penta-2,4-dienoate 
• 87086-45-1 1-<3,5-bis(benzyloxy)phenyl>-1-pentanol 
• 117970-58-8 2-[(E)-2-(3,5-Bis-benzyloxy-phenyl)-vinyl]-3-methyl-chromen-4-one 
• 90026-28-1 methyl (2RS,4EZ)-5-<3',5'-bis(benzyloxy)phenyl>-2-methyl-4-pentenoate 
• 128191-04-8 5,6,7,8-Tetramethoxy-2-<2-<3,5-bis(benzyloxy)phenyl>ethenyl>chromone 
• 128191-02-6 5,6,7-Trimethoxy-2-<2-<3,5-bis(benzyloxy)phenyl>ethenyl>chromone 
• 60095-69-4 3,5-dibenzyloxybenzylideneaminoacetaldehyde diethyl acetal 
• 937175-36-5 (E)-3-(3,5-Bis-benzyloxy-phenyl)-acrylic acid ethyl ester 
• 184375-00-6 1-(3',5'-dibenzyloxyphenyl)-2-nitronon-1-ene 
• 193617-75-3 1-(3',5'-dibenzyloxyphenyl)-2-nitrohept-1-ene 
• 811416-88-3 N-(3,5-dibenzyloxybenzyl)-N-methylamine 
• 64793-97-1 3,5-bis(benzyloxy)cinnamic acid 
• 41852-55-5 α-(aminomethyl)-3,5-bis(benzyloxy)benzyl alcohol 
• 92900-86-2 5-[2-(4-Diethylamino-6,7-dimethoxy-quinazolin-2-ylamino)-1-hydroxy-ethyl]-benzene-1,3-diol; hydrochloride 

Relevant articles and documents

Bis(benzylamine) monomers: One-pot preparation and application in dendrimer scaffolds for removing pyrene from aqueous environments

Bisimine and bisamine AB2 monomers have been synthesized from 3,5-diaminobenzoic acid and benzaldehyde derivatives without the need for protective groups or purification. This monomer preparation is universal for various electron-donating and electronwith

Design and synthesis of π-extended resveratrol analogues and in vitro antioxidant and anti-inflammatory activity evaluation

The research on resveratrol (1) has been conducted intensively over a long time due to its proven antioxidant activity and disease-fighting capabilities. Many efforts have also been made to increase these biological effects. In the present study, six new extended aromatic resveratrol analogues containing naphthalene (2) and its bioisosteres quinoline (3 and 4), isoquinoline (5) quinoxaline (6) and quinazoline (7) scaffolds were designed and synthesized using an annulation strategy. The antioxidant and anti-inflammatory activities of these compounds were investigated. All compounds showed better antioxidant activity than resveratrol in ABTS assay. As for the anti-inflammatory test, 5 and 7 exhibited better activity than resveratrol. It is worth noting that nitrogen substitution on the extended aromatic resveratrol analogues has a significant impact on cell viability. Taking the antioxidant activities and NO inhibition activities into consideration, we conclude that isoquinoline analogue 5 may qualify for the further investigation of antioxidant and anti-inflammatory therapy. Furthermore, our study results suggest that in order to improve the biological activity of polyphenolic compounds, extended aromaticity and nitrogen substitution strategy could be a viable method for the design of future drug candidates.

Synthetic method for dihydrostilbenes and anti-inflammatory compounds containing thereof

The present invention aims to provide an effective anti-inflammatory agent without side effects. The present inventors have invented a method for efficiently synthesizing dihydrostilbene and derivatives (compounds 1 to 5) from starting materials at a high yield. In addition, the anti-inflammatory effects were evaluated in LPS-induced RAW-264.7 macrophages. The compounds of dihydrostilbene do not exhibit cytotoxicity and are shown to weakly or well inhibit nitric oxide production induced by LPS at the concentration of 10 andmu;M.COPYRIGHT KIPO 2018