529-08-8

Basic information

• Product Name: 2-isopropyl-4,8-dimethylazulene
• Synonyms: 2-isopropyl-4,8-dimethylazulene;4,8-Dimethyl-2-isopropylazulene;4,8-dimethyl-2-propan-2-ylazulene;4,8-dimethyl-2-propan-2-yl-azulene
• CAS NO: 529-08-8
• Molecular Formula: C₁₅H₁₈
• Molecular Weight: 198.30342
• EINECS: 208-450-1
• Mol File: 529-08-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 32.3°C
• Boiling Point: 270.64°C (rough estimate)
• Flash Point: 142.1°C
• Appearance: /
• Density: 0.9735
• Vapor Pressure: 0.0015mmHg at 25°C
• Refractive Index: 1.3166 (estimate)
• CAS DataBase Reference: 2-isopropyl-4,8-dimethylazulene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-isopropyl-4,8-dimethylazulene(529-08-8)
• EPA Substance Registry System: 2-isopropyl-4,8-dimethylazulene(529-08-8)

Safety Data

• Hazardous Substances Data: 529-08-8(Hazardous Substances Data)

Usage

General Description

2-Isopropyl-4,8-dimethylazulene, also known as chamazulene, is a blue, aromatic hydrocarbon compound found in chamomile and other essential oils. It is known for its anti-inflammatory and anti-allergen properties, making it a popular ingredient in skincare products and herbal medicine. Chamazulene is formed from the degradation of matricine, a terpene lactone found in chamomile, and is responsible for the blue color in chamomile essential oil. It has been studied for its potential in treating inflammatory conditions such as eczema, acne, and skin irritations. Additionally, chamazulene has been found to have antioxidant and antimicrobial properties, making it a versatile and valuable compound in natural medicine and cosmetics.

InChI:InChI=1/C15H18/c1-10(2)13-8-14-11(3)6-5-7-12(4)15(14)9-13/h5-10H,1-4H3

Upstream product

• 186581-53-3 diazomethane 
• 873974-85-7 2-isopropyl-4,7-dimethyl-octahydro-inden-5-one 
• 623-73-4 diazoacetic acid ethyl ester 
• 66325-29-9 2-Isopropyl-4,7-dimethyl-indan 
• 18444-79-6 (-)-β-vetivone 
• 15764-04-2 (4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one 
• 7206-54-4 1-isopropylazulene 
• 917-54-4 methyllithium 
• 6974-96-5 1-Isopropyl-4,7-dimethyl-indan 
• 67-56-1 methanol 
• 60-29-7 diethyl ether 
• 118-75-2 chloranil 
• 82031-56-9 2-(4,8-Bis-hydroxymethyl-octahydro-azulen-2-ylidene)-propan-1-ol 
• 59372-88-2 (2R,3aR,4R,8aS)-2-Isopropenyl-4,8-dimethyl-1,2,3,3a,4,5,6,8a-octahydro-azulen-4-ol 

Downstream Products

• 144-62-7 oxalic acid 
• 64-19-7 acetic acid 
• 67-64-1 acetone 
• 79-31-2 isobutyric Acid 
• 112689-81-3 3-Pikryl-vetivazulen 
• 114278-82-9 2-isopropyl-4,8-dimethyl-azulene-1-carboxylic acid anilide 

Relevant articles and documents

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Cyclopentenone Derivatives, V. Stereoselective Cyclopentanone Anellations

1,3 or 1,4 located donating centers in additions to 4-acetoxy-2-cyclopenten-1-one (1) stereoselectively give rise to cyclic cis anellation products (5, 13, 16, 20 - 22) which depending on substituents may be opened to cis disubstituted cyclopentanone derivatives (5 -> 10).Starting with the 1,5 located donor 19d corresponding trans hydroazulene derivative (23) is formed.This way an intermediate for a simple total synthesis of vetivazulene (29) is obtained.