Diphenylketene

Base Information

• Chemical Name: Diphenylketene
• CAS No.: 525-06-4
• Molecular Formula: C14H10 O
• Molecular Weight: 194.233
• Hs Code.: 2914399090
• NSC Number: 243594
• UNII: 50BG2854L0
• DSSTox Substance ID: DTXSID50200497
• Nikkaji Number: J6.646J
• Wikipedia: Diphenylketene
• Wikidata: Q3028874
• Mol file: 525-06-4.mol

Synonyms:Diphenylketene;525-06-4;2,2-diphenylethenone;Diphenylethenone;Ethenone, 2,2-diphenyl-;Ethenone,diphenyl-;UNII-50BG2854L0;50BG2854L0;NSC-243594;diphenyl ketene;Diphenyl-ethenone;Ethenone, diphenyl-;2,2-diphenyl-ethenone;2,2-Diphenylethylenone #;DIPHENYLKETENE [MI];SCHEMBL80355;DTXSID50200497;NSC243594;AKOS006331674;FT-0654433;A829121;Q3028874

Chemical Property of Diphenylketene

Chemical Property:

• Vapor Pressure: 0.00812mmHg at 25°C
• Melting Point: 201 °C(Solv: acetic acid (64-19-7))
• Refractive Index: nD14.1 1.615
• Boiling Point: 267.5°Cat760mmHg
• Flash Point: 106.4°C
• PSA: 17.07000
• Density: 1.063g/cm³
• LogP: 2.94990
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 194.073164938
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

98%Min ^*data from raw suppliers

DIPHENYLKETENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Diphenylketene

There total 57 articles about Diphenylketene 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: 94.0%

[Ni(CPh2)(1,2-bis(di-tert-butylphosphino)ethane)] + carbon monoxide (201230-82-2) → (bis(di-tert-butylphosphino)ethane)dicarbonylnickel(0) (150591-31-4) + diphenyl ketene (525-06-4)

Guidance literature:

In not given;

DOI:10.1021/ja0269183

Reference yield: 89.0%

2-(Diphenylmethylen)-7a-ethoxytetrahydro-5-oxo-6,6-diphenyloxazolo<2,3-b><1,3,4>oxadiazol-3-carbonsaeure-ethylester (79457-95-7) → diphenyl ketene (525-06-4) + 5a,10a-Diethoxyoctahydro-3,8-dioxo-2,2,7,7-tetraphenyldioxazolo<3,2-b:3',2'-e><1,2,4,5>tetrazin-5,10-dicarbonsaeure-diethylester (79469-46-8)

Guidance literature:

In benzene; for 6h; Irradiation;

Reference yield: 85.0%

diphenylacetic acid chloride (1871-76-7) → diphenyl ketene (525-06-4)

Guidance literature:

With triethylamine; In diethyl ether; for 1h;

DOI:10.1021/ja0258226

upstream raw materials:

tri-n-propylamine

diphenylacetic acid chloride

diethyl ether

benzil monohydrazone

Downstream raw materials:

diphenyl-acetic acid-(2-piperidino-ethyl ester)

8a-methyl-6,6,8,8-tetraphenyl-tetrahydro-thiazolo[3,2-a]pyridine-5,7-dione

N-(4,5-dihydro-thiazol-2-yl)-2,2-diphenyl-acetamide

diphenyl-thioacetic acid S-(7-oxo-6,6-diphenyl-4-thia-1-aza-bicyclo[3.2.0]hept-5-yl ester)

Refernces

Bis(heterocumulenes) derived from the 1,4-diphenyl-1,3-butadiyne framework. Synthesis of three new classes of axially chiral biheteroaryls

10.1021/jo7021058

The research focuses on the synthesis of three new classes of axially chiral biheteroaryls derived from the 1,4-diphenyl-1,3-butadiyne framework. The purpose of the study was to explore the reactivity of bis(ketenimines) and bis(carbodiimides) and their potential to form axially chiral bis(benzocarbazoles) and bis(quinindolines) through biradical cyclizations. The researchers successfully prepared these compounds, as well as mixed biheteroaryls consisting of benzocarbazole and quinindoline units, using a modified strategy. The chemicals used in the process included 1,4-bis(2-aminophenyl)-1,3-butadiynes, diphenylketene, triphenylphosphine, carbon tetrachloride, triethylamine, arylisothiocyanates, and various aryl isocyanates. The conclusions of the research were that the bis(heterocumulenes) could undergo simultaneous biradical cyclization leading to potential tetraradicaloid intermediates, and that the resulting compounds were obtained as racemic mixtures of atropoenantiomers due to the presumed chiral biaryl axis.