1-Isocyano-2-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-Isocyano-2-(trifluoromethyl)benzene
• CAS No.: 105359-81-7
• Molecular Formula: C8H4F3N
• Molecular Weight: 171.122
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90374782
• Nikkaji Number: J1.642.218E,J1.923.625K
• Wikidata: Q82163344
• Mol file: 105359-81-7.mol

Synonyms:1-isocyano-2-(trifluoromethyl)benzene;105359-81-7;2-(Trifluoromethyl)phenyl isocyanide;Benzene, 1-isocyano-2-(trifluoromethyl)- (9CI);SCHEMBL3663843;DTXSID90374782;NLYWGZABHMGXNS-UHFFFAOYSA-N;2-(Trifluoromethyl)phenyliminocarbene;MFCD02664547;AKOS001475806;GS-0334;Benzene,1-isocyano-2-(trifluoromethyl)-(9ci);EN300-1177044

Chemical Property of 1-Isocyano-2-(trifluoromethyl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.48690
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 171.02958362
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

2-(TRIFLUOROMETHYL)PHENYL ISOCYANIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC=CC=C1C(F)(F)F

Technology Process of 1-Isocyano-2-(trifluoromethyl)benzene

There total 3 articles about 1-Isocyano-2-(trifluoromethyl)benzene 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: 89.0%

N-(2-trifluoromethylphenyl)formamide (91533-85-6) → 1-isocyano-2-(trifluoromethyl)benzene (105359-81-7)

Guidance literature:

With diisopropylamine; trichlorophosphate; In dichloromethane; at 0 - 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.068

Reference yield:

N-[[2-(trifluoromethyl)phenyl]methylidene]hydroxylamine (74467-00-8) → 1-isocyano-2-(trifluoromethyl)benzene (105359-81-7)

Guidance literature:

With dipotassium hydrogenphosphate; 4-nitro-1-((trifluoromethyl)sulfonyl)-1H-imidazole; In nitromethane; at 50 ℃; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cc00188k

Reference yield:

2-(trifluoromethyl)benzenamine (88-17-5) → 1-isocyano-2-(trifluoromethyl)benzene (105359-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic anhydride / 3 h / 60 °C

1.2: 24 h / 20 °C

2.1: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 0.5 h / 0 - 20 °C

With bis(trichloromethyl) carbonate; acetic anhydride; triethylamine; In dichloromethane;

DOI:10.1039/c8ob02229a

upstream raw materials:

N-(2-trifluoromethylphenyl)formamide

2-(trifluoromethyl)benzenamine

N-[[2-(trifluoromethyl)phenyl]methylidene]hydroxylamine

Downstream raw materials:

Prop-(E)-ylidene-(2-trifluoromethyl-phenyl)-amine

N-formyl-2-(thiophen-2-yl)-N-(2-(trifluoromethyl)phenyl)acetamide

chloro(1-cyclododecyl-4-(2-methoxy-2-oxoethyl)-3-(2-(trifluoromethyl)phenyl) imidazolidin-2-ylidene)gold(I)

4-(2-trifluoromethyl-phenylamino)-pyrrolo[1,2-a]quinolin-5-ol

Refernces

• 1、 Zhang, Wei,Lin, Jin-Hong,Zhang, Pengfei,Xiao, Ji-Chang. "A convenient reagent for the conversion of aldoximes into nitriles and isonitriles". supporting information. p. 6221 - 6224. Retrieved 2020/06/29.
• 2、 Polisar, Jason G.,Norton, Jack R.. "On the reaction of carboxylic acids and isonitriles with conventional heating". supporting information. p. 10236 - 10240,5. Retrieved 2020/09/02.