Triphenylmethylisocyanide

Base Information

• Chemical Name: Triphenylmethylisocyanide
• CAS No.: 1600-49-3
• Molecular Formula: C20H15N
• Molecular Weight: 269.346
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90375390
• Nikkaji Number: J1.677.143K
• Wikidata: Q82163918
• Mol file: 1600-49-3.mol

Synonyms:Triphenylmethylisocyanide;1600-49-3;trityl isocyanide;[isocyano(diphenyl)methyl]benzene;Benzene,1,1',1''-(isocyanomethylidyne)tris-;Benzene, 1,1',1''-(isocyanomethylidyne)tris-;SCHEMBL2863896;DTXSID90375390;MFCD01318717;AKOS015911461;1,1',1''-(Isocyanomethanetriyl)tribenzene

Chemical Property of Triphenylmethylisocyanide

Chemical Property:

• PSA: 0.00000
• LogP: 4.12850
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 269.120449483
• Heavy Atom Count: 21
• Complexity: 313

Purity/Quality:

98%min ^*data from raw suppliers

TRIPHENYLISOCYANOMETHANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Triphenylmethylisocyanide

There total 9 articles about Triphenylmethylisocyanide 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: 88.0%

N-trityl formamide (20799-66-0) → (isocyanomethanetriyl)tribenzene (1600-49-3)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at -78 - -30 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201600285

Reference yield: 85.0%

chloroform (67-66-3,8013-54-5) + Triphenylmethylamin (5824-40-8) → (isocyanomethanetriyl)tribenzene (1600-49-3)

Guidance literature:

Triphenylmethylamin; With 15-crown-5; sodium hydride; In benzene; at 40 - 50 ℃; for 0.25h;

chloroform; In benzene; at 40 ℃; for 1h;

DOI:10.1080/00397911.2012.666693

Reference yield:

1-triphenylmethyl-3-tert-butylaziridinone (190260-66-3) → (isocyanomethanetriyl)tribenzene (1600-49-3) + pivalaldehyde (630-19-3)

Guidance literature:

In octane; for 2.75h; Heating;

DOI:10.1002/jhet.5570380432

upstream raw materials:

N-trityl formamide

1-triphenylmethyl-3-tert-butylaziridinone

3-(1-adamantyl)-1-triphenylmethylaziridin-2-one

Triphenylmethylamin

Downstream raw materials:

2-anilino-2-phenylacetonitrile

N-trityl formamide

1-(phenylamino)cyclohexanecarbonitrile

3-cyano-2-(p-tolyl)-2H-indazole 1-oxide

Refernces

• 1、 Lengyel,Cesare,Karram,Taldone. "About 1-triphenylmethyl-3-tert-butylaziridinone and some of its reactions [1]". . p. 997 - 1002. Retrieved 2001.
• 2、 Cioc, Rǎzvan C.,Preschel, Hans D.,Van Der Heijden, Gydo,Ruijter, Eelco,Orru, Romano V. A.. "Trityl Isocyanide as a Mechanistic Probe in Multicomponent Chemistry: Walking the Line between Ugi- and Strecker-type Reactions". supporting information. p. 7837 - 7842. Retrieved 2016/06/09.