4-(Trifluoromethoxy)benzylisocyanide

Base Information

• Chemical Name: 4-(Trifluoromethoxy)benzylisocyanide
• CAS No.: 1029634-31-8
• Molecular Formula: C9H6F3NO
• Molecular Weight: 201.148
• DSSTox Substance ID: DTXSID901247490
• Mol file: 1029634-31-8.mol

Synonyms:4-(Trifluoromethoxy)benzylisocyanide;1-(isocyanomethyl)-4-(trifluoromethoxy)benzene;1029634-31-8;SCHEMBL3898109;ZTTNVVDDNYFUHA-UHFFFAOYSA-N;DTXSID901247490;AKOS015959044;FT-0692352;4-(trifluoromethoxy)benzylisocyanide, AldrichCPR;EN300-1928351

Chemical Property of 4-(Trifluoromethoxy)benzylisocyanide

Chemical Property:

• PSA: 9.23000
• LogP: 2.23520
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 201.04014830
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

98%min ^*data from raw suppliers

PN100254:1-Isocyanomethyl-4-trifluoromethoxy-benzene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]CC1=CC=C(C=C1)OC(F)(F)F

Technology Process of 4-(Trifluoromethoxy)benzylisocyanide

There total 3 articles about 4-(Trifluoromethoxy)benzylisocyanide 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: 97.0%

N-(4-(trifluoromethoxy)benzyl)formamide → 1-(isocyanomethyl)-4-(trifluoromethoxy)benzene (1029634-31-8)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 0 ℃; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield:

p-trifluoromethoxybenzaldehyde (659-28-9) → 1-(isocyanomethyl)-4-(trifluoromethoxy)benzene (1029634-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid / 2 h / 180 °C

2: bis(trichloromethyl) carbonate; triethylamine / dichloromethane / 0.67 h / 0 °C

With formic acid; bis(trichloromethyl) carbonate; triethylamine; In dichloromethane;

DOI:10.1021/acs.orglett.5b00759

Reference yield:

4-(trifluoromethoxy)benzyl amine (93919-56-3) → 1-(isocyanomethyl)-4-(trifluoromethoxy)benzene (1029634-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 h / 20 °C

2: diisopropylamine; trichlorophosphate / dichloromethane / 2 h / -30 °C

With diisopropylamine; trichlorophosphate; In dichloromethane;

DOI:10.1039/c5cc08724d

upstream raw materials:

p-trifluoromethoxybenzaldehyde

4-(trifluoromethoxy)benzyl amine

Downstream raw materials:

6-[4-(trifluoromethoxy)benzyl]pyrido[2',1':2,3]imidazo[4,5-c]isoquinolin-5(6H)-one

2-(2-methyl-2-(pyridin-2-yl)propyl)-3-oxo-N-(4-(trifluoromethoxy)benzyl)isoindoline-1-carboxamide

2-(2,2-difluoro-2-(pyridin-2-yl)ethyl)-3-oxo-N-(4-(trifluoromethoxy)benzyl)isoindoline-1-carboxamide

3-oxo-2-[[(2S)-oxolan-2-yl]methyl]-N-[[4-(trifluoromethoxy)phenyl]methyl]-1H-isoindole-1-carboxamide

Refernces

• 1、 Ahmadian-Moghaddam, Maryam,D?mling, Alexander,Patil, Pravin. "Isocyanide 2.0". supporting information. p. 6902 - 6911. Retrieved 2020/11/09.