Tetraphenylallene

Base Information

• Chemical Name: Tetraphenylallene
• CAS No.: 1674-18-6
• Molecular Formula: C27H20
• Molecular Weight: 344.456
• European Community (EC) Number: 216-815-1
• NSC Number: 5331
• DSSTox Substance ID: DTXSID0061870
• Nikkaji Number: J195.317F
• Wikidata: Q81989719
• Mol file: 1674-18-6.mol

Synonyms:Tetraphenylallene;1674-18-6;Propadiene, tetraphenyl-;1,3,3-triphenylpropa-1,2-dienylbenzene;Benzene, 1,1',1'',1'''-(1,2-propadiene-1,3-diylidene)tetrakis-;NSC 5331;EINECS 216-815-1;1,1,3,3-Tetraphenyl-1,2-propadiene;1,1',1'',1'''-(Propa-1,2-diene-1,3-diylidene)tetrakisbenzene;Tetraphenylallen;NSC5331;1,1,3,3-Tetraphenylallene;DTXSID0061870;NSC-5331;1,3,3-Tetraphenyl-1,2-propadiene;AKOS004910011;1,1,3,3-tetraphenylpropa-1,2-diene;C27-H20;FT-0633754;ISONICOTINICACID2,2-METHYLENEDIHYDRAZIDE;Benzene,1',1'',1'''-(1,2-propadiene-1,3-diylidene)tetrakis-

Chemical Property of Tetraphenylallene

Chemical Property:

• Melting Point: 164 °C
• Boiling Point: 568°Cat760mmHg
• Flash Point: 295.1°C
• PSA: 0.00000
• Density: 1.074g/cm³
• LogP: 6.84910
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 344.156500638
• Heavy Atom Count: 27
• Complexity: 407

Purity/Quality:

99% ^*data from raw suppliers

TETRAPHENYLALLENE 98.00% ^*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(=C=C(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Tetraphenylallene

There total 42 articles about Tetraphenylallene 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: 95.0%

2-Brom-1,1,3,3-tetraphenyl-1-propen (124419-91-6) → tetraphenylallene (1674-18-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 1h; Heating;

Reference yield: 94.0%

1,1,2,2-tetraphenyl-2-propen-1-ol (27674-41-5) → 1,1,3-triphenylindene (4614-01-1) + tetraphenylallene (1674-18-6)

Guidance literature:

With trifluoroacetic acid; In benzene; Product distribution; further reaction in: ethyl acetate/TsOH; MeCN/tetraethylammonium perchlorate/TFA;

DOI:10.1039/c39820001087

Reference yield: 89.0%

C27H20O(2-)*2Li(1+) → tetraphenylallene (1674-18-6)

Guidance literature:

With chloro-trimethyl-silane; In hexane; at -40 ℃; for 4h;

DOI:10.1021/jo971113c

upstream raw materials:

ethyl diphenylacetate

1,3,3-triphenylprop-2-en-1-one

1,1,2,2-tetraphenyl-2-propen-1-ol

2-Brom-1,1,3,3-tetraphenyl-1-propen

Downstream raw materials:

1,1,3-triphenylindene

2,2,4,4-Tetraphenyl-3-butensaeure

1,1,3,3-tetraphenyl-1-propene

1,1,3,3-tetraphenylpropane

Refernces

• 1、 Liu, Na,Zhi, Yanle,Yao, Jian,Xing, Junhao,Lu, Tao,Dou, Xiaowei. "Rhodium(I)-Catalyzed Arylation/Dehydroxylation of tert-Propargylic Alcohols Leading to Tetrasubstituted Allenes". . p. 642 - 646. Retrieved 2018.
• 2、 Wei, Li-Mei,Wei, Li-Lan,Pan, Wen-Bin,Wu, Ming-Jung. "Synthesis of tetraarylallenes via palladium-catalyzed addition-elimination reactions of 1,1,3-triaryl-2-propyn-1-ols with aryl iodides". . p. 2219 - 2223. Retrieved 2007/10/03.