67468-65-9

Basic information

• Product Name: 4-BENZYL-BENZALDEHYDE
• Synonyms: 4-(phenylmethyl)-benzaldehyd;p-benzyl-benzaldehyd;4-BENZYL-BENZALDEHYDE;p-Benzylbenzaldehyde
• CAS NO: 67468-65-9
• Molecular Formula: C₁₄H₁₂O
• Molecular Weight: 196.24
• EINECS: 200-589-5
• Product Categories: pharmacetical
• Mol File: 67468-65-9.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 330.8 °C at 760 mmHg
• Flash Point: 175.4 °C
• Appearance: /
• Density: 1.087 g/cm³
• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4-BENZYL-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYL-BENZALDEHYDE(67468-65-9)
• EPA Substance Registry System: 4-BENZYL-BENZALDEHYDE(67468-65-9)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• RTECS: CU4770000
• Hazardous Substances Data: 67468-65-9(Hazardous Substances Data)

Usage

Description

4-Benzyl-Benzaldehyde, also known as 4-benzylbenzene-1-carbaldehyde, is an organic compound with the molecular formula C14H12O. It is a colorless to pale yellow liquid with a strong, sweet, and floral odor. 4-BENZYL-BENZALDEHYDE is characterized by its aromatic ring structure, featuring a benzyl group attached to a benzene ring, with an aldehyde functional group at the 1-position.

Uses

Used in Pharmaceutical Industry:
4-Benzyl-Benzaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds. It serves as a reactant for the production of benzoyl-benzylidenecyclohexanone analogs, which are dual inhibitors for acetylcholinesterase and butyrylcholinesterase. These inhibitors play a crucial role in the treatment of Alzheimer's disease and other neurodegenerative disorders by enhancing cognitive function and memory.
Additionally, 4-Benzyl-Benzaldehyde can be utilized in the development of other bioactive molecules with potential applications in the pharmaceutical industry, such as anti-inflammatory, analgesic, and antimicrobial agents.
Used in Flavor and Fragrance Industry:
Due to its strong, sweet, and floral odor, 4-Benzyl-Benzaldehyde is also used as a component in the flavor and fragrance industry. It can be found in the formulation of various perfumes, colognes, and other scented products, contributing to their unique and pleasant aromas.
Used in Chemical Research:
4-Benzyl-Benzaldehyde is a valuable compound for chemical research and development, particularly in the field of organic chemistry. It serves as a starting material for the synthesis of various complex organic molecules and can be used to study the reactivity and properties of different functional groups.

InChI:InChI=1/C14H12O/c15-11-14-8-6-13(7-9-14)10-12-4-2-1-3-5-12/h1-9,11H,10H2

Upstream product

• 100-97-0 hexamethylenetetramine 
• 14297-39-3 4-benzylbenzyl chloride 
• 104-88-1 4-chlorobenzaldehyde 
• 53317-09-2 9-benzyl-9-borabicyclo[3.3.1]nonane 
• 100-39-0 benzyl bromide 
• 61079-82-1 N-(phenylmethyl)-di(p-toluenesulfonyl)amine 
• 87199-17-5 4-formylphenylboronic acid, 
• 35714-20-6 4-benzylbenzyl alcohol 
• 79-15-2 N-bromoacetamide 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-53-8 phenylmethanethiol 
• 943868-13-1 4-benzylsulfanyl-2,3,5,6-tetrafluoropyridine 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 102078-69-3 (4-benzyl-benzyliden)-aniline 
• 262425-95-6 1-[(1E)-3-chloro-1-propenyl]-4-(phenylmethyl)benzene 
• 193819-67-9 3-(4-benzyl-phenyl)-propionic acid methyl ester 
• 1026893-20-8 3-(4-benzyl-phenyl)-2,2-dichloro-cyclobutanone 
• 262425-94-5 1-[1-oxo-3-[4-(phenylmethyl)phenyl]propyl]pyrrolidine 
• 41518-47-2 4,4'-dibenzyldiphenylmethane 
• 104736-17-6 4-(4-Benzyl-benzyl)-benzaldehyde 
• 104736-16-5 1-benzyl-4-(4-bromobenzyl)benzene 
• 104736-19-8 C₂₇H₂₃Br 
• 104736-21-2 4-[4-(4-Benzyl-benzyl)-benzyl]-benzaldehyde 
• 104736-20-1 {4-[4-(4-Benzyl-benzyl)-benzyl]-phenyl}-methanol 
• 104736-18-7 [4-(4-Benzyl-benzyl)-phenyl]-(4-bromo-phenyl)-methanol 
• 104736-22-3 {4-[4-(4-Benzyl-benzyl)-benzyl]-phenyl}-(4-bromo-phenyl)-methanol 

Relevant articles and documents

Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides

The C-S activation and sulfur removal from native thiols is challenging, which limits their application as feedstock materials in organic synthesis despite their natural abundance. Herein, we introduce a per-/polyfluoroaryl moiety, which serves as a redox-active scaffold, into sp3-hybridized thiols to activate the C-S bond. Using a Ni catalyst with MgBr2 as an additive, the S group can be removed to yield an aliphatic radical that can react with an aryl halide in a reductive cross-coupling.

Photoredox Heterobimetallic Dual Catalysis Using Engineered Covalent Organic Frameworks

The functionalization of an imine-based layered covalent organic framework (COF), containing phenanthroline units as ligands, has allowed the obtention of a heterobimetallated material. Photoactive Ir and Ni fragments were immobilized within the porous structure of the COF, enabling heterogeneous light-mediated Csp3-Csp2cross-couplings. As radical precursors, potassium benzyl- and alkoxy-trifluoroborates, organic silicates, and proline derivatives were employed, which brings out the good versatility ofIr,Ni@Phen-COF. Moreover, in all the studied cases, an enhanced activity and stability have been observed in comparison with analogous homogenous systems.