56432-18-9

Basic information

• Product Name: 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde
• Synonyms: 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde;4-(2-Methoxynaphthalen-1-yl)benzaldehyde;4-(2-Methylnaphthalen-1-yl)benzaldehyde;4-(4-(Dimethylamino)naphthalen-1-yl)benzaldehyde;4-(4-Fluoronaphthalen-1-yl)benzaldehyde;4-(4-Methylnaphthalen-1-yl)benzaldehyde;4-(1-naphthalenyl)benzaldehyde
• CAS NO: 56432-18-9
• Molecular Formula: C₁₇H₁₂O
• Molecular Weight: 232.28
• Mol File: 56432-18-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 79-81 °C
• Boiling Point: 396.8±21.0 °C(Predicted)
• Appearance: /
• Density: 1.158±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde(56432-18-9)
• EPA Substance Registry System: 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde(56432-18-9)

Safety Data

• Hazardous Substances Data: 56432-18-9(Hazardous Substances Data)

Usage

General Description

4-(2-Hydroxynaphthalen-1-yl)benzaldehyde is a chemical compound with the molecular formula C17H12O2. It is a derivative of benzaldehyde, containing a hydroxyl group attached to a naphthalene ring. 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde is commonly used in organic synthesis and pharmaceutical research, as well as in the manufacturing of dyes and pigments. It has also been studied for its potential biological and pharmacological activities, including its antioxidant and anti-inflammatory properties. Additionally, 4-(2-Hydroxynaphthalen-1-yl)benzaldehyde is a photoluminescent material, and its fluorescence properties make it useful in various analytical and imaging applications.

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 87199-17-5 4-formylphenylboronic acid, 
• 33397-22-7 tri(naphthalen-1-yl)bismuth 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 90-14-2 1-Iodonaphthalene 
• 13922-41-3 1-Naphthylboronic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 91-20-3 naphthalene 
• 56360-04-4 1-(cyclohepta-2,4,6-trien-1-yl)naphthalene 
• 27081-10-3 tropylium tetrafluoroborate 
• 1351445-39-0 N,N,N-trimethyl-1-naphthalenaminium trifluoromethanesulfonate 
• 128376-64-7 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 86-56-6 N,N-dimethyl-1-naphthalenamine 

Downstream Products

• 406692-12-4 3-amino-3-(4-naphthalen-1-yl-phenyl)-propionic acid 
• 406692-13-5 3-(2-tert-butoxycarbonylamino-acetylamino)-3-(4-naphthalen-1-yl-phenyl)-propionic acid ethyl ester 
• 1580484-70-3 4-hydroxy-4-(4-(naphthalen-1-yl)phenyl)butan-2-one 

Relevant articles and documents

Ceramic boron carbonitrides for unlocking organic halides with visible light

Photochemistry provides a sustainable pathway for organic transformations by inducing radical intermediates from substrates through electron transfer process. However, progress is limited by heterogeneous photocatalysts that are required to be efficient, stable, and inexpensive for long-term operation with easy recyclability and product separation. Here, we report that boron carbonitride (BCN) ceramics are such a system and can reduce organic halides, including (het)aryl and alkyl halides, with visible light irradiation. Cross-coupling of halides to afford new C-H, C-C, and C-S bonds can proceed at ambient reaction conditions. Hydrogen, (het)aryl, and sulfonyl groups were introduced into the arenes and heteroarenes at the designed positions by means of mesolytic C-X (carbon-halogen) bond cleavage in the absence of any metal-based catalysts or ligands. BCN can be used not only for half reactions, like reduction reactions with a sacrificial agent, but also redox reactions through oxidative and reductive interfacial electron transfer. The BCN photocatalyst shows tolerance to different substituents and conserved activity after five recycles. The apparent metal-free system opens new opportunities for a wide range of organic catalysts using light energy and sustainable materials, which are metal-free, inexpensive and stable. This journal is

C(sp2)-C(sp2) Suzuki cross-coupling of arylammonium salts catalyzed by a stable Pd–NHC complex

We have developed the Suzuki-Miyaura cross-coupling of aryl ammonium salts via C–N bond activation catalyzed by an easily prepared and bench-stable palladium-N-heterocyclic carbene complex. The reaction proceeded well under mild conditions with phenylboronic acid, pinacol ester or anhydride and provided yields of products up to 97% with good functional group compatibility. The direct arylation of arylamine can be performed by a two-step one-pot process and the protocol can be performed on the gram scale.

Rapid threefold cross-couplings with sterically bulky triarylbismuths under Pd-Cu dual catalysis

The threefold cross-coupling reactivity of sterically highly demanding bulky triarylbismuths was addressed with task specific Pd-Cu dual catalytic conditions. In this study, an unprecedented hitherto unknown cross-coupling reactivity of sterically bulky triarylbismuths was demonstrated with a diverse range of aryl iodides and bromides. The intermediacy and in situ formation of arylcopper was probed with mesitylcopper in support of the proposed dual catalysis. This study opened up an easy way forward for application of sterically bulky bismuth reagents in threefold aryl-aryl coupling reactions.