(2,3-Dihydro-1H-inden-2-yl)phenylmethanone

Base Information

• Chemical Name: (2,3-Dihydro-1H-inden-2-yl)phenylmethanone
• CAS No.: 33982-86-4
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.287
• DSSTox Substance ID: DTXSID001264934
• Nikkaji Number: J3.425.718C
• Mol file: 33982-86-4.mol

Synonyms:SCHEMBL11746674;DTXSID001264934;AKOS014744849;33982-86-4;(2,3-Dihydro-1H-inden-2-yl)phenylmethanone

Chemical Property of (2,3-Dihydro-1H-inden-2-yl)phenylmethanone

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(CC2=CC=CC=C21)C(=O)C3=CC=CC=C3

Technology Process of (2,3-Dihydro-1H-inden-2-yl)phenylmethanone

There total 8 articles about (2,3-Dihydro-1H-inden-2-yl)phenylmethanone 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: 83.0%

2-bromoindane (17623-96-0) + benzoic acid (65-85-0,8013-63-6) → (2,3-dihydro-1H-inden-2-yl)(phenyl)methanone (33982-86-4)

Guidance literature:

With bis(acetylacetonate)nickel(II); di-tert-butyl dicarbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc; In N,N-dimethyl-formamide; acetonitrile; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c5cc03113c

Reference yield: 82.0%

2-iodoindane (24329-96-2) + benzoyl chloride (98-88-4) → (2,3-dihydro-1H-inden-2-yl)(phenyl)methanone (33982-86-4)

Guidance literature:

With bis(acetylacetonate)nickel(II); bathophenanthroline; magnesium chloride; zinc; In acetonitrile; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol3011198

Reference yield: 73.0%

2-bromoindane (17623-96-0) + benzoic acid anhydride (93-97-0) → (2,3-dihydro-1H-inden-2-yl)(phenyl)methanone (33982-86-4)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 4,4'-dimethyl-2,2'-bipyridines; magnesium chloride; zinc; In N,N-dimethyl-formamide; acetonitrile; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c2cc33232a

upstream raw materials:

2,3-dihydro-1H-indene-2-carbonyl chloride

diphenyl cadmium

3-phenyl-4,8b-dihydro-3aH-indeno[2,1-d]isoxazole

hydrogen iodide

Downstream raw materials:

2-Benzyl-1-phenylindane

Refernces

• 1、 Jia, Xiao,Zhang, Xinghua,Qian, Qun,Gong, Hegui. "Alkyl-aryl ketone synthesis via nickel-catalyzed reductive coupling of alkyl halides with aryl acids and anhydrides". supporting information. p. 10302 - 10305. Retrieved 2015/06/25.
• 2、 Yin, Hongyu,Zhao, Chenglong,You, Hengzhi,Lin, Kunhua,Gong, Hegui. "Mild ketone formation via Ni-catalyzed reductive coupling of unactivated alkyl halides with acid anhydrides". supporting information; experimental part. p. 7034 - 7036. Retrieved 2012/08/14.