5976-73-8

Basic information

• Product Name: 3-hydroxy-2-nitroestra-1(10),2,4-trien-17-one
• Synonyms: 2-Nitroestrone; 3-Hydroxy-2-nitroestra-1,3,5(10)-trien-17-one
• CAS NO: 5976-73-8
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.3636
• Mol File: 5976-73-8.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 462.4°C at 760 mmHg
• Flash Point: 187.1°C
• Density: 1.292g/cm³
• Vapor Pressure: 3.58E-09mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 3-hydroxy-2-nitroestra-1(10),2,4-trien-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-2-nitroestra-1(10),2,4-trien-17-one(5976-73-8)
• EPA Substance Registry System: 3-hydroxy-2-nitroestra-1(10),2,4-trien-17-one(5976-73-8)

Safety Data

• Hazardous Substances Data: 5976-73-8(Hazardous Substances Data)

Upstream product

• 53-16-7 Estrone 

Downstream Products

• 5976-74-9 4-nitroestrone 
• 6301-87-7 2-Aminoestratriene-3,17beta-diol 

Relevant articles and documents

Synthesis and conversion of primary and secondary 2-aminoestradiols into A-ring-integrated benzoxazolone hybrids and theirin vitroanticancer activity

Hybrid systems are often endowed with completely different and improved properties compared to their parent compounds. In order to extend the chemical space toward sterane-based molecular hybrids, a number of estradiol-derived benzoxazol-2-ones with combined aromatic rings were synthesizedviathe corresponding 2-aminophenol intermediates. 2-Aminoestradiol was first prepared from estrone by a two-step nitration/reduction sequence under mild reaction conditions. Subsequent reductive aminations with different arylaldehydes furnished secondary 2-aminoestradiol derivatives in good yields. The proton dissociation processes of the aminoestradiols were investigated in aqueous solution by UV-visible spectrophotometric titrations to reveal their actual chemical forms at physiological pH. The determined pK1and pK2values are attributed to the+NH3or+NH2R and OH moieties, and both varied by the different R substituents of the amino group. Primary and secondary 2-aminoestradiols were next reacted with carbonyldiimidazole as a phosgene equivalent to introduce a carbonyl group with simultaneous ring-closure to give A-ring-fused oxazolone derivatives in high yields. The novel aminoestradiols and benzoxazolones were subjected toin vitrocytotoxicity analysis and were found to exert cancer cell specific activity.

Nitration of Estrone into 2-Nitroestrone by Clay-Supported Ferric Nitrate

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Microwave-induced surface-mediated highly efficient regioselective nitration of aromatic compounds: Effects of penetration depth

Surface mediated highly regioselective nitration of aromatic compounds under diverse microwave-induced conditions was investigated in this work. The effects of the penetration depth of the surfaces were found to be more crucial than other dielectric parameters. Despite significant progress of microwave-induced reactions, no reports have examined the penetration depth of the surfaces used in these processes.

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.