Azulene

• Catalog No.: L08271
• CAS Number: 275-51-4
• M. F.: C10H8
• M. W.: 128.17052
• Purity: 99%

SYNONYMS

• Title: 薁
• IUPAC name: azulene
• IUPAC Traditional name: azulene
• Synonyms: Bicyclo[5.3.0]decapentaene

DATABASE IDS

• CAS Number: 275-51-4
• Beilstein Number: 969517
• EC Number: 205-993-6
• Merck Index: 14926
• MDL Number: MFCD00003810

PROPERTIES

• Purity: 99%
• Boiling Point: 241-243°C
• Melting Point: 98-101°C
• RTECS: CO4570000
• TSCA Listed: 是

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).