16618-72-7

Basic information

• Product Name: 3-PHENYL-1-INDANONE
• Synonyms: TIMTEC-BB SBB008151;3-PHENYLINDAN-1-ONE;3-PHENYL-1-INDANONE;AKOS BC-0964;1H-Inden-1-one, 2,3-dihydro-3-phenyl-;1H-Indene-1-one, 2,3-dihydro-3-phenyl-;1-Indanone, 3-phenyl-;2,3-dihydro-3-phenyl-1h-inden-1-on
• CAS NO: 16618-72-7
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.26
• Product Categories: C15 to C38;Carbonyl Compounds;Ketones
• Mol File: 16618-72-7.mol

Chemical Properties

• Melting Point: 75-78 °C(lit.)
• Boiling Point: 148 °C0.7 mm Hg(lit.)
• Flash Point: 142.3 °C
• Appearance: /
• Density: 1.162
• Vapor Pressure: 0.00016mmHg at 25°C
• Refractive Index: 1.5361 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-PHENYL-1-INDANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-1-INDANONE(16618-72-7)
• EPA Substance Registry System: 3-PHENYL-1-INDANONE(16618-72-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: NK7538200
• Hazardous Substances Data: 16618-72-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Phenyl-1-indanone is used as an active pharmaceutical ingredient for its potential medicinal properties, particularly in the treatment of neurodegenerative diseases. Its unique molecular structure allows it to target specific biological pathways, making it a promising candidate for drug development.
Used in Fragrance Industry:
3-Phenyl-1-indanone is used as a fragrance additive in perfumes and cosmetics for its aromatic and musky odor. It is often utilized in the creation of scents for personal care and household products, enhancing the sensory experience of these products.
Used in Antimicrobial Applications:
3-Phenyl-1-indanone has been studied for its potential antimicrobial properties. It can be used as an antimicrobial agent in various applications, such as in the development of disinfectants, sanitizers, and preservatives, to help prevent the growth of harmful microorganisms.

InChI:InChI=1/C15H12O/c16-15-10-14(11-6-2-1-3-7-11)12-8-4-5-9-13(12)15/h1-9,14H,10H2/t14-/m0/s1

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 25187-00-2 2-iodobenzophenone 
• 621-82-9 Cinnamic acid 
• 71-43-2 benzene 
• 102-92-1 Cinnamoyl chloride 
• 2142-69-0 2-bromophenyl methyl ketone 
• 536-74-3 phenylacetylene 
• 100-52-7 benzaldehyde 
• 40138-16-7 2-formylbenzene boronic acid 
• 98-81-7 1-bromovinylbenzene 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 606-83-7 3,3-Diphenylpropionic acid 
• 108-88-3 toluene 
• 614-47-1 1,3-diphenyl-propen-3-one 

Downstream Products

• 860403-62-9 3-phenyl-2-(phenylamino)-1H-inden-1-one 
• 118485-43-1 2-benzylidene-3-phenyl-1-indanone 
• 118485-43-1 (E)-2-benzylidene-3-phenyl-2,3-dihydro-1H-inden-1-one 
• 73940-73-5 1,3-Diphenyl-1-indanol 
• 37528-66-8 2,3-dibromo-3-phenyl-indan-1-one 
• 37758-27-3 2-bromo-3-phenyl-1-indanone 
• 19772-61-3 2-bromo-3-phenyl-1H-inden-1-one 
• 41916-15-8 3-phenyl-1H-inden-1-one 
• 76773-39-2 2-benzyl-3-phenyl-2,3-dihydro-1H-inden-1-one 
• 30516-40-6 cis-3-phenyl-2,3-dihydro-1H-inden-1-ol 
• 77077-79-3 2-Hydroxy-4-phenylisocarbostyril 
• 24273-37-8 2-Hydroxyimino-3-phenyl-1-indanon 
• 61198-52-5 3,4-dihydro-4-phenyl-2H-1-benzopyran-2-one 
• 76773-33-6 1-Phenyl-2-deuterio-3-methylindene 

Relevant articles and documents

First synthesis of 1-phenyl-3-pyrrol-1-ylindan-2-carboxylic acid, a new scaffold of potential non-peptide endothelin receptor antagonists

The first synthesis of trans, trans-1-phenyl-3-pyrrol-1-ylindan-2- carboxylic acid, a key-intermediate in the access to new potential non- peptide endothelin receptor antagonists, is reported.

Formation of indanone from an iridanaphthalene complex

The first example of evolution of an iridanaphthalene into an indanone through an intermediate indenyl is reported, serving as a good example of starting material to obtain indanones. Two new iridanaphthalenes are obtained by intramolecular C-H activation of a phenyl ring of a carbene ligand in [IrCp*{=C(OMe)CH=CPh2}(L)]PF6 (L = PPh 2Me, PMe3) complexes. It is demonstrated that these iridanaphthalene complexes can undergo a thermal reaction to give indenyl complexes and 3-phenylindanone.

Synthesis of 3-aryl-1-indanones via CsF-promoted coupling of arylboronic acids with N-tosylhydrazones

A series of 17 3-aryl-1-indanones, four of which are novel, were prepared in good yield via a CsF-promoted reductive cross-coupling of the monotosylhydrazone of a 1,3-indanedione with an arylboronic acid. The method demonstrates wide substrate scope and good functional group tolerance. Moreover, the 3-aryl-1-indanones could also be prepared on a multi-gram scale.

Superacidic and HUSY-zeolite activation of 1,3-indandione: reactions with benzene and cyclohexane

1,3-Indandione (1) readily condenses with benzene and undergoes selective ionic hydrogenation with cyclohexane when activated by superacids, such as CF3SO3H, AlCl3 and AlBr3 to give 3,3-diphenyl-1-indanone (4) and 1-indanone (7), respectively. Combination of these reactions in 'one-pot' yields 3-phenyl-1-indanone (5). In addition, similar reactions have been carried out using the regenerable solid acid, HUSY-zeolite, providing an effective excess of acidic sites. The mechanism of these reactions, with potential involvement of superelectrophilic dicationic intermediates, is discussed.

Rh(I)-catalyzed intramolecular hydroacylation in ionic liquids

Rh(I)-catalyzed hydroacylation of 4-alkenal or 4,6-dienal using ionic liquids (ILs) as reaction media proceeded smoothly, giving cyclopentanone or cycloheptenone derivatives in good yields. It was found that the IL recovered after the reaction, which shou

Gold-catalyzed formal cycloaddition of 2-ethynylbenzyl ethers with organic oxides and α-diazoesters

A world of possibilities: Gold-catalyzed reactions of 2-ethynylbenzyl ethers with organic oxides and α-diazoesters gave 1,3-dihydroisobenzofuran and naphthalene derivatives, respectively (see scheme; EWG=electron-withdrawing group). Mechanisms for the formation of the formal cycloadducts were elucidated by isotope labeling. Copyright

Reactions of CF3-enones with arenes under superelectrophilic activation: A pathway to trans-1,3-diaryl-1-CF3-indanes, new cannabinoid receptor ligands

4-Aryl-1,1,1-trifluorobut-3-en-2-ones ArCHCHCOCF3 (CF3-enones) react with arenes in excess of Bronsted superacids (TfOH, FSO3H) to give, stereoselectively, trans-1,3-diaryl-1-trifluoromethyl indanes in 35-85% yields. The r

Cyclization of 1-phenyl-2-propen-1-ones into 1-indanones using H-zeolite and other solid acids. The role of mono- and dicationic intermediates

Cyclization of aryl vinyl ketones into 1-indanones was previously known to proceed only in drastic acidic or superacidic conditions due to the necessity of dicationic, superelectrophilic activation of starting compounds. In this paper, we disclose that available solid acids such as HUSY-zeolite, sulfated zirconia or heteropolyacid, H3PW12O40 can be successfully applied instead of superacids to perform these and related reactions. The cases, when the effective excess of acidic sites of the solid is required to carry out the reaction, are interpreted in terms of key dicationic (superelectrophilic) intermediates on the solid.

Versatile synthesis of 3-arylindan-1-ones by palladium-catalyzed intramolecular reductive cyclization of bromochalcones

We have developed a novel and versatile synthesis of racemic 3-arylindan-1-ones by palladium-catalyzed intramolecular reductive cyclization of bromochalcones. This method is especially attractive because it avoids strong acidic conditions and consequently a larger number of sensitive functional groups are accepted during synthesis compared with existing methods.

Synthesis of Indanones and Spiroindanones by Diastereoselective Annulation Based on a Hydrogen Autotransfer Strategy

An unprecedented nickel-catalyzed domino reductive cyclization of alkynes and o-bromoaryl aldehydes is described. The reaction features broad substrate scope and is tolerant of a variety of functional groups, providing straightforward access to biologically significant indanones and spiroindanone pyrrolidine derivatives in good yields with excellent regio- and diastereoselectivity. Preliminary mechanistic studies have shown that indanones are formed by the cyclization of o-bromoaryl aldehydes and alkynes to form indenol intermediates, followed by hydrogen autotransfer.