41099-45-0

Basic information

• Product Name: 9-chloro-10-hydroxyanthracene-1,4-dione
• CAS NO: 41099-45-0
• Molecular Formula: C₁₄H₇ClO₃
• Molecular Weight: 258.6566
• Mol File: 41099-45-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 538°C at 760 mmHg
• Flash Point: 279.2°C
• Density: 1.548g/cm³
• Vapor Pressure: 3.45E-12mmHg at 25°C
• Refractive Index: 1.742
• CAS DataBase Reference: 9-chloro-10-hydroxyanthracene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 9-chloro-10-hydroxyanthracene-1,4-dione(41099-45-0)
• EPA Substance Registry System: 9-chloro-10-hydroxyanthracene-1,4-dione(41099-45-0)

Safety Data

• Hazardous Substances Data: 41099-45-0(Hazardous Substances Data)

Upstream product

• 108-31-6 maleic anhydride 
• 604-44-4 4-chloronaphthalen-1-ol 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 

Downstream Products

• 83352-51-6 11-Chloro-4,6-dihydroxy-3,4,4a,12a-tetrahydro-1H-naphthacene-2,5,12-trione 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 27573-16-6 5-nitro-1,4-dihydroxy-9,10-anthracenedione 
• 91827-33-7 8-nitro-9-hydroxy-10-chloro-1,4-anthraquinone 
• 91827-32-6 5-nitro-9-hydroxy-10-chloro-1,4-anthraquinone 
• 7336-64-3 1-hydroxy-4-methoxyanthracene-9,10-dione 

Relevant articles and documents

First Thia-Diels–Alder reactions of thiochalcones with 1,4-quinones

Aryl and hetaryl thiochalcones react smoothly with 1,4-quinones in THF solution at 60 °C yielding the corresponding fused 4H-thiopyrans after spontaneous dehydrogenation of the initially formed [4 + 2] cycloadducts. In general, the yields of the isolated products were high. With 5-chloro-10-hydroxy-1,4-anthraquinone, the thia-Diels–Alder reaction occurred with complete regioselectivity. In the case of the reaction of vitamin K3 (menadione) with diphenylthiochalcone, the initial cycloadduct was isolated in 37% yield.

1,4-Anthraquinonoid dienophiles applicable to synthesis of linear tetracycles

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Chemistry of Quinones. Part 7. Synthesis of Anthracyclinone Analogues via Diels-Alder Reactions of 1,4-Anthraquinones

Diels-Alder adducts were formed by reaction of 1,4-anthraquinone with buta-1,3-diene, with 1-acetoxy-, 1-methyl-, 2-methyl-, and 2,3-dimethyl-buta-1,3-diene, and with cyclohexa-1,3-diene.Adducts were also prepared by reaction of 9-chloro-10-hydroxy-1,4-anthraquinone with buta-1,3-diene and with 2-methylbuta-1,3-diene.Some of the linear tetracyclic adducts were transformed to 1,2,3,4-tetrahydro-1,5,12-trihydroxynaphthacene-6,11-quinone (21) and 2-acetyl-1,2,3,4-tetrahydro-2,5,12-trihydroxynaphthacene-6,11-quinone (7).The latter has been converted by other workers into 4-demethoxydaunomycinone (48) and 4-demethoxydaunomycin (8).