1,2,2-Triphenylethanone

Base Information

• Chemical Name: 1,2,2-Triphenylethanone
• CAS No.: 1733-63-7
• Molecular Formula: C20H16 O
• Molecular Weight: 272.346
• Hs Code.: 2914399090
• European Community (EC) Number: 668-295-4
• NSC Number: 11031
• DSSTox Substance ID: DTXSID30169578
• Nikkaji Number: J427.181E
• Wikidata: Q83039297
• ChEMBL ID: CHEMBL1317770
• Mol file: 1733-63-7.mol

Synonyms:1,2,2-Triphenylethanone;1733-63-7;Diphenylacetophenone;Benzhydryl phenyl ketone;Phenyl benzhydryl ketone;2,2-Diphenylacetophenone;alpha-Phenyldeoxybenzoin;Ethanone, 1,2,2-triphenyl-;BRN 1913036;Acetophenone, 2,2-diphenyl-;AI3-26050;Acetophenone, 2,2-diphenyl- (6CI,7CI,8CI);4-07-00-01829 (Beilstein Handbook Reference);.alpha.-Phenyldeoxybenzoin;1,2,2-triphenyl-ethanone;MLS001242694;alpha,alpha-Diphenylacetophenone;SCHEMBL2927912;CHEMBL1317770;DTXSID30169578;HMS2211M16;HMS3328B14;NSC11031;.omega.,.omega.-Diphenylacetophenone;NSC 11031;NSC-11031;AKOS010014479;NCGC00247394-01;LS-67603;SMR000841449

Chemical Property of 1,2,2-Triphenylethanone

Chemical Property:

• Vapor Pressure: 3.9E-07mmHg at 25°C
• Refractive Index: 1.6700 (estimate)
• Boiling Point: 416.2°Cat760mmHg
• Flash Point: 181.5°C
• PSA: 17.07000
• Density: 1.109g/cm³
• LogP: 4.70140
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 272.120115130
• Heavy Atom Count: 21
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

2,2-DIPHENYLACETOPHENONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)C(=O)C3=CC=CC=C3

Technology Process of 1,2,2-Triphenylethanone

There total 286 articles about 1,2,2-Triphenylethanone 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: 91.0%

bromobenzene (108-86-1,52753-63-6) + acetophenone (98-86-2) → phenyl benzyl ketone (451-40-1) + 1,2,2-triphenylethan-1-one (1733-63-7)

Guidance literature:

With palladium diacetate; caesium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 153 ℃;

DOI:10.1016/S0040-4039(03)01398-4

Reference yield: 73.0%

Diphenylacetonitrile (86-29-3) + methyl iodide (74-88-4) → 1,2,2-triphenylethan-1-one (1733-63-7) + 2,2-diphenylpropionitrile (5558-67-8)

Guidance literature:

With sodium amide; In ammonia; at -70 ℃; for 0.5h; Yields of byproduct given;

DOI:10.1016/S0040-4020(98)00472-4

Reference yield: 67.0%

bromobenzene (108-86-1,52753-63-6) + [1-(3-methylbutoxy)ethenyl]benzene (147295-86-1) + N,N-dimethyl-2-[(1-phenyl)ethenyloxy]ethanamine (129126-51-8) → phenyl benzyl ketone (451-40-1) + 1,2,2-triphenylethan-1-one (1733-63-7)

Guidance literature:

bromobenzene; [1-(3-methylbutoxy)ethenyl]benzene; N,N-dimethyl-2-[(1-phenyl)ethenyloxy]ethanamine; With sodium acetate; potassium carbonate; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 48h;

With hydrogenchloride; tert-butyl methyl ether; for 24h; Further stages.;

DOI:10.1021/ja011019k

upstream raw materials:

benzoic acid methyl ester

(diphenylmethyl)potassium

methyl magnesium iodide

diethyl ether

Downstream raw materials:

1,1,2-triphenyl-2-propanol

1,2,2-triphenylethenyl benzoate

1,2,2-triphenyl-butan-1-one

1,1,2,2-tetraphenyl-ethanol

Refernces

The Relative Reactivity of Methylmagnesium Chloride and Dimethylmagnesium

10.1021/ja01874a043

The study investigates the relative reactivities of methylmagnesium chloride and dimethylmagnesium, focusing on their interactions with various carbonyl compounds in different solvents. Methylmagnesium chloride and dimethylmagnesium are the primary reagents used, with dioxane and isoamyl ether serving as solvents. The researchers found that dimethylmagnesium exhibits a preference for reacting with hydroxyl groups over carbonyl groups, forming ene-diol magnesium salts and resulting in less reactivity toward carbonyl functions compared to methylmagnesium chloride. This was demonstrated through reactions with benzoin, acetophenone, desoxybenzoin, and diphenylacetophenone, where dimethylmagnesium showed lower yields and incomplete reactions. The study also highlights the influence of solvents on reaction outcomes and suggests that the presence of dioxane does not alter the reaction course significantly.

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