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

Description

2-Isopropyl-4,8-dimethylazulene, commonly known as chamazulene, is a blue, aromatic hydrocarbon compound derived from chamomile and other essential oils. It is characterized by its anti-inflammatory and anti-allergen properties, which contribute to its popularity in skincare products and herbal medicine. Chamazulene is formed from the degradation of matricine, a terpene lactone present in chamomile, and is responsible for the blue hue observed in chamomile essential oil. Its potential therapeutic applications include the treatment of inflammatory conditions such as eczema, acne, and skin irritations, as well as its antioxidant and antimicrobial properties, making it a valuable compound in natural medicine and cosmetics.

Uses

Used in Skincare Products:
Chamazulene is used as an active ingredient in skincare products for its anti-inflammatory and anti-allergen properties, helping to soothe and reduce inflammation in conditions such as eczema, acne, and skin irritations.
Used in Herbal Medicine:
Chamazulene is utilized as a therapeutic agent in herbal medicine, where its anti-inflammatory and antioxidant properties contribute to the treatment of various inflammatory conditions and promote overall skin health.
Used in Natural Medicine:
Chamazulene is employed as a versatile compound in natural medicine, leveraging its antimicrobial properties to combat infections and support the body's natural healing processes.
Used in Cosmetics:
In the cosmetics industry, chamazulene is used as a key component for its antioxidant properties, which help protect the skin from environmental damage and promote a youthful appearance.

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

• 82031-56-9 2-(4,8-Bis-hydroxymethyl-octahydro-azulen-2-ylidene)-propan-1-ol 
• 67-56-1 methanol 
• 60-29-7 diethyl ether 
• 917-54-4 methyllithium 
• 118-75-2 chloranil 
• 6974-96-5 1-Isopropyl-4,7-dimethyl-indan 
• 7206-54-4 1-isopropylazulene 
• 15764-04-2 (4R,4aS)-(+)-4,4a-dimethyl-6-isopropylidene-4,4a,5,6,7,8-hexahydro-(3H)-naphthalen-2-one 
• 18444-79-6 (-)-β-vetivone 
• 623-73-4 diazoacetic acid ethyl ester 
• 66325-29-9 2-Isopropyl-4,7-dimethyl-indan 
• 186581-53-3 diazomethane 
• 873974-85-7 2-isopropyl-4,7-dimethyl-octahydro-inden-5-one 
• 50657-20-0 Agerol 

Downstream Products

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

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.