2-Methyl-2-phenylindan-1-one

Base Information

• Chemical Name: 2-Methyl-2-phenylindan-1-one
• CAS No.: 10474-32-5
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.287
• European Community (EC) Number: 233-966-9
• DSSTox Substance ID: DTXSID00909165
• Nikkaji Number: J212.413K
• Mol file: 10474-32-5.mol

Synonyms:10474-32-5;2-Methyl-2-phenylindan-1-one;2-METHYL-2-PHENYL-INDAN-1-ONE;2-methyl-2-phenyl-3H-inden-1-one;EINECS 233-966-9;2-Methyl-2-phenyl-2,3-dihydro-1H-inden-1-one;1H-Inden-1-one,2,3-dihydro-2-methyl-2-phenyl-;2-Methyl-2-phenyl-1-indanone;SCHEMBL9641039;DTXSID00909165;AKOS015963042;FT-0719480;1H-Inden-1-one, 2,3-dihydro-2-methyl-2-phenyl-

Chemical Property of 2-Methyl-2-phenylindan-1-one

Chemical Property:

• Vapor Pressure: 0.00012mmHg at 25°C
• Boiling Point: 335.4°Cat760mmHg
• Flash Point: 143.3°C
• PSA: 17.07000
• Density: 1.124g/cm³
• LogP: 3.38330
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 303

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-METHYL-2-PHENYL-INDAN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC2=CC=CC=C2C1=O)C3=CC=CC=C3

Technology Process of 2-Methyl-2-phenylindan-1-one

There total 22 articles about 2-Methyl-2-phenylindan-1-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2,3-dihydro-2-methyl-1H-inden-1-one (17496-14-9) + chlorobenzene (108-90-7) → (±)-2-methyl-2-phenyl-2,3-dihydro-1H-inden-1-one (1005420-27-8,10474-32-5,887255-49-4)

Guidance literature:

With tetrahydroxydiboron; trans-[Ni^IICl₂(H₂O)₄]·2H₂O; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; cyclo-octa-1,5-diene; sodium t-butanolate; In methanol; toluene; at 60 ℃; for 24h; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.organomet.1c00325

Reference yield: 91.0%

2-(2-phenylallyl)benzaldehyde (1325230-39-4) → (±)-2-methyl-2-phenyl-2,3-dihydro-1H-inden-1-one (1005420-27-8,10474-32-5,887255-49-4)

Guidance literature:

With 3-(2,4,6-trimethyl-phenyl)-5,6,7,8-tetrahydro-4H-cycloheptathiazol-3-ium perchlorate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 120 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201412302

Reference yield: 62.0%

2,3-dihydro-2-methyl-1H-inden-1-one (17496-14-9) + pivalic acid phenyl ester (4920-92-7) → (S)-2-methyl-2-phenyl-2,3-dihydro-1H-inden-1-one (10474-32-5,104480-59-3,104598-18-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]; sodium t-butanolate; In toluene; at 110 ℃; for 12h; enantioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201412051

upstream raw materials:

carbon monoxide

1,2-diphenylpropane

2-phenyl-indan-1-one

methyl iodide

Downstream raw materials:

(1R,2R)-1-(3,3-Dimethyl-but-1-ynyl)-2-methyl-2-phenyl-indan-1-ol

(1R,2S)-1-(3,3-Dimethyl-but-1-ynyl)-2-methyl-2-phenyl-indan-1-ol

(1S,2R)-1-Ethynyl-2-methyl-2-phenyl-indan-1-ol

(1R,2R)-1-Ethynyl-2-methyl-2-phenyl-indan-1-ol

Refernces

• 1、 Janssen-Müller, Daniel,Schedler, Michael,Fleige, Mirco,Daniliuc, Constantin G.,Glorius, Frank. "Enantioselective Intramolecular Hydroacylation of Unactivated Alkenes: An NHC-Catalyzed Robust and Versatile Formation of Cyclic Chiral Ketones". . p. 12492 - 12496. Retrieved 2015/10/12.
• 2、 Richter, Christian,Ranganath, Kalluri V. S.,Glorius, Frank. "Enantioselective α-arylation of cyclic ketones catalyzed by a combination of an unmodified Cinchona alkaloid and a palladium complex". supporting information; experimental part. p. 377 - 382. Retrieved 2012/04/11.