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Thermo Scientific Chemicals
Azulene, 99%
CAS: 275-51-4 | C10H8 | 128.174 g/mol
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Catalog number L08271.03
also known as L08271-03
Price (USD)
227.00
Each
Quantity:
1 g
Price (USD)
227.00
Each
Chemical Identifiers
CAS275-51-4
IUPAC Nameazulene
Molecular FormulaC10H8
InChI KeyCUFNKYGDVFVPHO-UHFFFAOYSA-N
SMILESC1=CC2=CC=CC=CC2=C1
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Specifications
Specification Sheet
Specification SheetFormCrystalline powder or flakes
Appearance (Color)Dark blue to blue-black or purple
Solution Test0.1g/50ml ethanol: clear
Assay (GC)≥98.5%
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in organic solvents.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.
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.
Solubility
Soluble in organic solvents.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- Interesting non-alternant hydrocarbon, isoelectronic with naphthalene.
- Readily undergoes electrophilic substitution at the 1-position of the five-membered ring; e.g. formylation with triethyl orthoformate and boron trifluoride etherate: Tetrahedron Lett ., 4707 (1967), and Friedel-Crafts acylation without a catalyst, using either trichloro- or trifluoroacetic anhydride: J. Org. Chem., 27, 3578 (1962).
- Nucleophilic substitution occurs at the 4- and 6-positions of the 7-membered ring: Liebigs Ann. Chem., 1222 (1986). For a review of azulene chemistry, see: Russ. Chem. Rev., 46, 530 (1977).
- Shao, J.; Korendovych, I. V.; Broos, J. Biosynthetic incorporation of the azulene moiety in proteins with high efficiency. Amino Acids 2015, 47 (1), 213-216.
- Tang, T.; Lin, T.; Wang, F.; He. C. Origin of Near-Infrared Absorption for Azulene-Containing Conjugated Polymers upon Protonation or Oxidation. J. Phys. Chem. B 2015, 119 (25), 8176-8183.