5439-98-5

Basic information

• Product Name: 2-phenyl-3H-phthalazine-1,4-dione
• Synonyms: 2-phenyl-3H-phthalazine-1,4-dione;4-Hydroxy-2-phenyl-2-hydrophthalazin-1-one
• CAS NO: 5439-98-5
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.24
• Mol File: 5439-98-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 212 °C
• Boiling Point: 447.6°Cat760mmHg
• Flash Point: 224.5°C
• Appearance: /
• Density: 1.319g/cm³
• Vapor Pressure: 8.51E-09mmHg at 25°C
• Refractive Index: 1.644
• PKA: 10.29±0.20(Predicted)
• CAS DataBase Reference: 2-phenyl-3H-phthalazine-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-3H-phthalazine-1,4-dione(5439-98-5)
• EPA Substance Registry System: 2-phenyl-3H-phthalazine-1,4-dione(5439-98-5)

Safety Data

• Hazardous Substances Data: 5439-98-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10N2O2/c17-13-11-8-4-5-9-12(11)14(18)16(15-13)10-6-2-1-3-7-10/h1-9H,(H,15,17)

Upstream product

• 85-44-9 phthalic anhydride 
• 64-17-5 ethanol 
• 100-63-0 phenylhydrazine 
• 532-96-7 N-benzoyl-N'-phenylhydrazine 
• 73006-31-2 phthalic acid mono-(N'-acetyl-N-phenyl-hydrazide) 
• 4870-16-0 N-anilinophthalimide 
• 59-88-1 phenylhydrazine hydrochloride 
• 90-15-3 α-naphthol 
• 140902-41-6 3,3'-Diphenyl-2,2'(3H,3'H)-biphthalazin-1,1',4,4'-tetron 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 29110-76-7 2-[(2-phenylhydrazino)carbonyl]benzoic acid 
• 136918-14-4 phthalimide 
• 622-84-4 2-formyl-1-phenylhydrazine 

Downstream Products

• 103512-22-7 4-octadec-9c-enyloxy-2-phenyl-2H-phthalazin-1-one 
• 109813-75-4 4-benzyloxy-2-phenyl-2H-phthalazin-1-one 
• 18691-66-2 4-benzoyloxy-2-phenyl-2H-phthalazin-1-one 
• 108668-02-6 2-phenyl-4-propoxy-2H-phthalazin-1-one 
• 101444-56-8 4-allyloxy-2-phenyl-2H-phthalazin-1-one 
• 194863-94-0 4-methoxy-2-phenyl-2H-phthalazin-1-one 
• 93716-69-9 2-(4-nitrophenyl)-1,4-phthalazinediones 
• 296803-14-0 2-phenyl-2,3-dihydro-1,4-phthalazinedithione 
• 859300-04-2 2,2'-diphenyl-2H,2'H-4,4'-sulfanediyl-bis-phthalazine-1-thione 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 140902-42-7 2,3-Dihydro-2-phenyl-3-(1,3,5-tri-tert-butyl-4-oxocyclohexa-2,5-dien-1-yl)phthalazin-1,4-dion 
• 92-52-4 biphenyl 
• 61446-38-6 C₁₄H₉N₂O₂ 
• 140902-41-6 3,3'-Diphenyl-2,2'(3H,3'H)-biphthalazin-1,1',4,4'-tetron 

Relevant articles and documents

Ru(II)-Catalyzed C-H Hydroxyalkylation and Mitsunobu Cyclization of N-Aryl Phthalazinones

Ruthenium(II)-catalyzed C(sp2)-H functionalization of N-Aryl phthalazinones with a range of aldehydes and activated ketone is described. Initial formation of hydroxyalkylated phthalazinones and subsequent Mitsunobu cyclization provided facile access to biologically relevant indazolophthalazinones. The utility of this method is highlighted by synthetic transformations into a series of potentially bioactive scaffolds.

Palladium-Catalyzed Direct ortho-C–H Bond Sulfonylation and Halogenation of Phthalazine-1,4-diones

The regio- and chemo-selective Pd-catalyzed C–H activation methods have been successfully reported for directed C–H sulfonation and halogenation of pyridazinedione with arylsulfonyl chlorides and N-halosuccinimide, respectively. These protocols are compatible with a range of various functional groups and exhibit excellent regio-selectivity under mild reaction conditions by use of inexpensive and readily accessible reagents.

Ru(II)-Catalyzed C-H Activation and Annulation Reaction via Carbon-Carbon Triple Bond Cleavage

An unprecedented Ru(II)-catalyzed C-H activation and annulation reaction, which proceeds via C-C triple bond cleavage, is reported. This reaction of 2-phenyldihydrophthalazinediones with alkynes, which works most efficiently in the presence of bidented ligand 1,3-bis(diphenylphosphino)propane, affords good yields of substituted quinazolines.