246-02-6

Basic information

• Product Name: benzo[a]azulene
• Synonyms: Benz(a)azulene; benz[a]azulene
• CAS NO: 246-02-6
• Molecular Formula: C₁₄H₁₀
• Molecular Weight: 178.2292
• Mol File: 246-02-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 336.7°C at 760 mmHg
• Flash Point: 146.2°C
• Density: 1.13g/cm³
• Vapor Pressure: 0.000216mmHg at 25°C
• Refractive Index: 1.714
• CAS DataBase Reference: benzo[a]azulene(CAS DataBase Reference)
• NIST Chemistry Reference: benzo[a]azulene(246-02-6)
• EPA Substance Registry System: benzo[a]azulene(246-02-6)

Safety Data

• Hazardous Substances Data: 246-02-6(Hazardous Substances Data)

Usage

General Description

Benzo[a]azulene, also known as azulene, is a cyclic hydrocarbon compound that contains a fused five-membered ring and a seven-membered ring. It is a dark blue aromatic substance that is known for its intense color and pleasant odor. Azulene is most commonly found in essential oils, such as chamomile and yarrow, and is known for its anti-inflammatory and skin-soothing properties. It is often used in cosmetic and skincare products for its calming and soothing effects on the skin. Azulene is also utilized in the synthesis of various pharmaceuticals and organic compounds due to its unique aromatic structure and reactivity.

Upstream product

• 186581-53-3 diazomethane 
• 18663-27-9 triethyl(9H-fluoren-9-yl)silane 
• 623-73-4 diazoacetic acid ethyl ester 
• 86-73-7 9H-fluorene 
• 860686-65-3 4b.5.6.7.8.9.9a.10-octahydro-benz[a]azulenol-⁽⁶⁾ 
• 64-17-5 ethanol 
• 14189-83-4 5-(N-methyl-anilino)-penta-2,4-dienal 
• 141-52-6 sodium ethanolate 
• 95-13-6 1-indene 
• 34824-53-8 2-(7'-cyclohepta-1',3',5'-trienyl)benzaldehyde 
• 75-35-4 1,1-Dichloroethylene 
• 118-92-3 anthranilic acid 
• 69139-16-8 9a,10-Dihydrobenzazulene 
• 110190-24-4 4b,10-etheno-benzazulene 

Downstream Products

• 111531-45-4 3-Pikryl-1,2-benzazulen 
• 85-01-8 phenanthrene 

Relevant articles and documents

Reaction of Benzazulene with Dimethyl Acetylenedicarboxylate. Formation of a ?-Bond Fixed Heptalene Derivative

Reaction of benzazulene with dimethyl acetylenedicarboxylate (DMAD) in tetralin at 200 deg C gave a new ?-electron system, dimethyl benzoheptalene-6,7-dicarboxylate and dimethyl indenoazulene-5,6-dicarboxylate.The reaction of a non-fused azulene, 6-isopropyl-1-phenylazulene, gave extremely different results indicating strong effects of the fused benzene ring on the reactivities of azulenes with DMAD.Coupling constants of the protons on the seven-membered ring and variable temperature 1H NMR of the heptalene indicated ?-bond fixation of the molecule.

-

-

Rhodium(II)-catalysed Cyclisation of Diazoketones derived from Biphenyl; A New Route to Benzazulenes and Related Systems

Cyclisation of 2-diazoacetylbiphenyl with rhodium(II) acetate or mandelate yields the unstable benzazulen-10(9aH)-one from which benzazulene can be obtained by lithium aluminium hydride reduction; similar reactions with the related diazoketones (2)-(5) yield stable benzobicyclotrienones in high yield.

Synthesis and chiroptical properties of dimethyl 8,12-diphenylbenzo[d]heptalene-6,7-dicarboxylate

-