1,4-Naphthoquinone is used as a strong dienophile in Diels-Alder reaction. It is also used as a precursor to anthroquinone and 5-nitro-1,4-naphthalenedione, which finds application in the preparation of aminoanthroquinone and is also used as a dye precursor. It is a basic component of Vitamin K.
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
1,4-Naphthoquinone is used as a strong dienophile in Diels-Alder reaction. It is also used as a precursor to anthroquinone and 5-nitro-1,4-naphthalenedione, which finds application in the preparation of aminoanthroquinone and is also used as a dye precursor. It is a basic component of Vitamin K.
Solubility
Soluble in alkali hydroxide solvents, sparingly soluble in petroleum ether and water. Freely soluble in carbondioxide, acetic acid, benzene and choloroform.
Notes
Light sensitive. Incompatible with strong oxidizing agents and strong reducing agents.
RUO – Research Use Only
Sarkar, S. K.; Sawai, A.; Kanahara, K.; Wentrup, C.; Abe, M.; Gudmundsdottir, A. D. Direct Detection of a Triplet Vinylnitrene, 1,4-Naphthoquinone-2-ylnitrene, in Solution and Cryogenic Matrices. J. Am. Chem. Soc. 2015, 137 (12), 4207-4214.
Sawama, Y.; Kawajiri, T.; Asai, S.; Yasukawa, N.; Shishido, Y.; Monguchi, Y.; Sajiki, H. Biarylmethane and Fused Heterocyclic Arene Synthesis via in Situ Generated o- and/or p-NaphthoquinoneMethides. J. Org. Chem. 2015, 80 (11), 5556-5565.