2674-44-4

Basic information

• Product Name: 3-PHENYL-3,4-DIHYDROISOCOUMARIN
• Synonyms: 3-PHENYL-3,4-DIHYDROISOCOUMARIN;3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-1-ONE;3-phenyl-3,4-dihydroisochromen-1-one
• CAS NO: 2674-44-4
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.25458
• Mol File: 2674-44-4.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 401.1°Cat760mmHg
• Flash Point: 169°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 1.21E-06mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 3-PHENYL-3,4-DIHYDROISOCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-3,4-DIHYDROISOCOUMARIN(2674-44-4)
• EPA Substance Registry System: 3-PHENYL-3,4-DIHYDROISOCOUMARIN(2674-44-4)

Safety Data

• Hazardous Substances Data: 2674-44-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 1259, 1985 DOI: 10.1021/jo00208a020

InChI:InChI=1/C15H12O2/c16-15-13-9-5-4-8-12(13)10-14(17-15)11-6-2-1-3-7-11/h1-9,14H,10H2

Upstream product

• 66374-10-5 (Z)-2-(2-phenylethenyl)benzoic acid 
• 60901-21-5 o-styrylbenzoic acid 
• 802868-17-3 2-phenyl-2-o-tolyl-ethylamine 
• 100954-88-9 (+/-)-cis-4-chloro-3-phenyl-isochroman-1-one 
• 100954-88-9 (+/?)-trans-4-chloro-3-phenylisochroman-1-one 
• 5079-90-3 (E)-2-styrylbenzoic acid 
• 85370-71-4 N,N-diethyl-2-(2'-hydroxy-2'-phenylethyl)benzamide 
• 118-90-1 ortho-methylbenzoic acid 
• 100-52-7 benzaldehyde 
• 3469-06-5 benzocyclobutenone 
• 56635-61-1 N-(2-Dimethylamino-ethyl)-2,N-dimethyl-benzamide 
• 78752-29-1 o-<(trimethylsilyl)methyl>benzoyl chloride 
• 71885-44-4 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline 
• 155694-65-8 3,4-dihydro-3-phenyl-4-(phenylseleno)-1H-2-benzopyran-1-one 

Downstream Products

• 4505-48-0 2-phenylindene 
• 4809-08-9 3-phenyl-isocoumarin 
• 38453-85-9 2-[2-(hydroxymethyl)phenyl]-1-phenylethanol 
• 60901-21-5 o-styrylbenzoic acid 
• 4890-85-1 o-phenethylbenzoic acid 
• 85741-17-9 2-amino-3-phenyl-1,2,3,4-tetrahydroisoquinoline hydrochloride 
• 85741-19-1 [1-(4-Nitro-phenyl)-meth-(E)-ylidene]-(3-phenyl-3,4-dihydro-1H-isoquinolin-2-yl)-amine 
• 85741-16-8 2-Nitroso-3-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 55150-54-4 1-chloro-3-phenylisoquinoline 
• 7115-13-1 3-phenyl-2H-isoquinolin-1-one 
• 78318-00-0 3-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Visible Light-Promoted Magnesium, Iron, and Nickel Catalysis Enabling C(sp3)-H Lactonization of 2-Alkylbenzoic Acids

A mild and practical C(sp3)-H lactonization protocol has been achieved by merging photocatalysis and magnesium (iron, nickel) catalysis. A diverse range of 2-alkylbenzoic acids with a variety of substitution patterns could be transformed into the corresponding phthalide products. Based on the mechanistic experimentation and reported prior studies, a possible mechanism for the benzylic oxidative lactonization reaction was proposed with the hypothetic photoactive ternary complex formed between the 2-alkylbenzoic acid substrate, magnesium ion, and bromate anion.

Calcium(II)- And Triflimide-Catalyzed Intramolecular Hydroacyloxylation of Unactivated Alkenes in Hexafluoroisopropanol

We report an efficient intramolecular hydroacyloxylation of unactivated alkenes, offering a streamlined access to relevant γ-lactones, which features the utilization of either a calcium(II) salt or triflimide as a catalyst in hexafluoroisopropanol. This method could be applied to the synthesis of natural products and the late-stage functionalization of natural and bioactive molecules. Additionally, DFT computations were used to elucidate the twist of reactivity observed between the hydroamidation and hydroacyloxylation of unactivated alkenes regarding the formation of 5- and 6-membered rings.

Palladium/Acid Relay Catalyzed Tandem Heck Coupling/6-Endo Cyclization between ortho-Halogenated Benzoates and Unactivated Terminal Alkenes for the Synthesis of 1-Isochromanones

We report a unique and expeditious route to synthesize 1-isochromanone derivatives through palladium catalyzed tandem Heck coupling/6-endo hydroacyloxylation cyclization between readily available ortho-halogenated benzoates and unactivated alkenes. Various 2-bromo or 2-iodo benzoates can be coupled efficiently with a broad range of alkenes to afford functionalized 1-isochromanones in high yields. Significantly, this cost-efficient and easy-to-handle synthetic methodology will have great prospect application in the synthetic and medicinal chemistry. (Figure presented.).