Azulene Chemical Properties

Melting point:

98-100 °C(lit.)

Boiling point:

242 °C(lit.)

Density 

1.0530

refractive index 

1.5736 (estimate)

Flash point:

241-243°C

storage temp. 

Store at +2°C to +8°C.

solubility 

Soluble in organic solvents.

form 

Fine Crystalline Powder

color 

Dark blue

Merck 

14,926

BRN 

969517

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

InChIKey

CUFNKYGDVFVPHO-UHFFFAOYSA-N

LogP

3.200

CAS DataBase Reference

275-51-4(CAS DataBase Reference)

EPA Substance Registry System

Azulene (275-51-4)

Safety Information

Hazard Codes 

N

Risk Statements 

51/53

Safety Statements 

61

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

RTECS 

CO4570000

F 

8

TSCA 

Yes

HS Code 

29029000

Toxicity

LD50 orl-rat: >4 g/kg DRUGAY 6,13,82

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Azulene Usage And Synthesis

Chemical Properties

Azulene is a blue crystalline compound with the chemical formula C10H8 and a melting point of 99°C. It contains afive-membered ring fused to a seven-membered ring and has aromatic properties. When heated it is converted into naphthalene.

Uses

Azulene is used as an additive in ointments. It is an active ingredient in cosmetics, shaving creams and other topicals. It is used as antioxidant and in anti-inflammatory activities. It is involved in the colorimetric determination of furfural. It acts as ligand for low valent metals and forms pi complexes with both cyclopentadienyl and cylcloheptatrienyl ligands in organometallic chemistry. It is also used as precursor for the preparation of (azulene)Mo2 (CO)6 and (azulene)Fe2 (CO)5.

Uses

azulene is renowned as an anti-inflammatory, calming, and soothing agent. excellent for sensitive skin, azulene is a german chamomile derivative with a characteristic deep blue color. Careful, it stains!

Definition

ChEBI: Azulene is a mancude carbobicyclic parent consisting of a cycloheptatriene and cyclopentadiene rings. It has a role as a plant metabolite and a volatile oil component. It is an ortho-fused bicyclic arene, a member of azulenes and a mancude carbobicyclic parent.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 2386, 1953 DOI: 10.1021/ja01106a030
Tetrahedron Letters, 23, p. 495, 1982 DOI: 10.1016/S0040-4039(00)86871-9

Safety Profile

Poison by intraperitoneal,intravenous, and subcutaneous routes. When heated todecomposition it emits acrid smoke and irritating vapors.

Source

Azulene is a natural product and function as pigment in living organisms like plants, fungi etc. This compound was first isolated from the German Chamomile and later from yarrow, wormwood and other plants as oily liquid.

Purification Methods

Crystallise azulene from EtOH. It has UV max 270nm (log 4.72) in hexane. [Platner & Magyar Helv Chim Acta 25 581 1942, Beilstein 5 IV 1636.]

Azulene(275-51-4)Related Product Information

• CHAMAZULEN
• LACTAROVIOLIN
• Guaiazulene
• Azulene
• Sodium gualenate
• (1aR,4aα,7aα,7bβ)-Decahydro-1,1,7β-trimethyl-4-methylene-1H-cycloprop[e]azulene
• 1,3-Cyclopentadiene
• HNS 32
• RARECHEM AL BF 1110
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• RARECHEM AL BI 1110
• RARECHEM AL BL 1084
• LABOTEST-BB LT00007807