140661-40-1

Basic information

• Product Name: (E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde
• Synonyms: (E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde
• CAS NO: 140661-40-1
• Molecular Weight: 238.246
• Mol File: 140661-40-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde(140661-40-1)
• EPA Substance Registry System: (E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde(140661-40-1)

Safety Data

• Hazardous Substances Data: 140661-40-1(Hazardous Substances Data)

Usage

Description

(E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde, commonly known as azobenzaldehyde, is a chemical compound characterized by its red-orange crystalline solid appearance and the molecular formula C14H10N2O. It features a benzene ring with aldehyde and azo functional groups, derived from benzaldehyde and hydrazine. (E)-4,4′-(diazene-1,2-diyl)dibenzaldehyde is recognized for its applications in the synthesis of azo dyes and as a reagent in various organic reactions, as well as its potential uses in photochromic materials and optical devices. Due to its hazardous nature, careful handling and storage are essential to minimize health and environmental risks.

Uses

Used in Dye and Pigment Manufacturing:
Azobenzaldehyde is utilized as a key compound in the production of azo dyes and pigments, which are widely used in the textile, plastics, and printing industries. Its unique chemical structure allows for the creation of a diverse range of colors and hues, making it a valuable asset in these sectors.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, azobenzaldehyde serves as an essential intermediate in the synthesis of various drugs. Its reactivity and functional groups enable the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Organic Reactions:
As a reagent in organic chemistry, azobenzaldehyde is employed in numerous reactions to facilitate the formation of complex organic molecules. Its versatility in these reactions contributes to the advancement of organic chemistry and the discovery of novel chemical entities.
Used in Photochromic Materials and Optical Devices:
The potential applications of azobenzaldehyde extend to the development of photochromic materials, which change their color or transparency in response to light. These materials have significant implications for the creation of smart windows, optical data storage, and other innovative optical devices.

Upstream product

• 556-18-3 4-aminobenzaldehyde 
• 74663-99-3 4-nitroso-benzaldehyde 
• 619-73-8 4-nitrobenzyl chloride 
• 555-16-8 4-nitrobenzaldehdye 
• 100-14-1 4-nitrobenzyl chloride 
• 562814-29-3 (Z)-bis-(4-[1,3]-dioxolan-2-yl-phenyl)diazine 
• 120837-75-4 (E)-(diazene-1,2-diylbis(4,1-phenylene)) dimethanol 
• 2403-53-4 2-(4-nitrophenyl)-1,3-dioxolane 
• 1509927-60-9 4,4'-di-(1,3-dioxolanyl)azobenzene 
• 881-67-4 4-nitrobenzaldehyde dimethyl acetal 
• 7732-18-5 water 
• 63467-40-3 4-aminobenzaldehyde monohydrochloride 
• 6345-13-7 (4-nitrobenzylthio)acetic acid 
• 67591-46-2 4,4'-azo-di-benzaldehyde bis-dimethylacetal 

Downstream Products

• 556-18-3 4-aminobenzaldehyde 
• 1155244-95-3 N,N'-bis[2-(tert-butyldiphenylsilyloxy)ethyl]-4,4'-aminomethylazobenzene 
• 1206228-13-8 (E)-4-((E)-4-[2-(3-guaiazulenyl)vinyl]phenyldiazenyl)benzaldehyde 
• 1206228-14-9 (E)-bis((E)-4-[2-(3-guaiazulenyl)vinyl]phenyl)diazene 
• 81129-18-2 4,4'-azo-di-benzaldehyde bis-phenylhydrazone 
• 101611-91-0 4,4'-azo-di-benzaldehyde bis-phenylimine 
• 35340-31-9 α.β:α'.β'-di-trans-[4.4']azocinnamic acid diethyl ester 

Relevant articles and documents

Cage structure helps to improve the photoisomerization efficiency of azobenzene

Azobenzene (Azo) usually cannot achieve relatively high photoisomerization efficiency because of the overlap of the n-π* absorption bands between their isomers. In this work, three Azo units were integrated into a cage (AC) and adopt a nonplanar configura

Air-Stable Gold Nanoparticles Ligated by Secondary Phosphine Oxides as Catalyst for the Chemoselective Hydrogenation of Substituted Aldehydes: A Remarkable Ligand Effect

Air-stable and homogeneous gold nanoparticles (AuNPs, 1a-5a) ligated by various secondary phosphine oxides (SPOs), [R1R2P(O)H] (R1 = Naph, R2 = tBu, L1; R1 = R2 = Ph, L2; R1 = Ph, R2 = Naph, L3; R1 = R2 = Et, L4; R1 = R2 = Cy, L5; R1 = R2 = tBu, L6), with different electronic and steric properties were synthesized via NaBH4 reduction of the corresponding Au(I)-SPO complex. These easily accessible ligands allow the formation of well dispersed and small nanoparticles (size 1.2-2.2 nm), which were characterized by the use of a wide variety of techniques, such as transmission electron microscopy, thermogravimetric analysis, UV-vis, energy-dispersive X-ray, X-ray photoelectron spectroscopy (XPS), attenuated total reflectance Fourier transform infrared spectroscopy (ATR FT-IR), and cross polarization magic angle spinning (CP MAS) NMR spectroscopy. A pronounced ligand effect was found, and CP MAS NMR experiments enabled us to probe important differences in the polarity of the P-O bond of the SPOs coordinated to the nanoparticle surface depending on the type of substituents in the ligand. AuNPs containing aryl SPOs carry only SPO anions and are highly selective for aldehyde hydrogenation. AuNPs of similar size made with alkyl SPOs contain also SPOH, hydrogen bonded to SPO anions. As a consequence they contain less Au(I) and more Au(0), as is also evidenced by XPS. They are less selective and active in aldehyde hydrogenation and now show the typical activity of Au(0)NPs in nitro group hydrogenation. (Chemical Equation Presented).

Novel compounds for the prophylaxis and treatment of inflammatory bowel diseases

Novel compounds are disclosed for the prophylaxis and treatment of inflammatory bowel disease (IBD) via the administration of an effective amount in a suitable pharmaceutical dosage of agents that are active by themselves or can deliver tin the large intestine active forms of the drugs such as 5ASA or benzoxazole acetic acid or platelet activating factors. The mechanism of the release is based on bacterial cleavage of an azo linkage in the mammalian lower bowel to release the active compound(s).