2-Fluorobenzylisocyanide

Base Information

• Chemical Name: 2-Fluorobenzylisocyanide
• CAS No.: 602261-90-5
• Molecular Formula: C8H6FN
• Molecular Weight: 135.1383432
• Hs Code.: 2926909090
• European Community (EC) Number: 673-569-1
• DSSTox Substance ID: DTXSID10374567
• Wikidata: Q82163180
• Mol file: 602261-90-5.mol

Synonyms:2-Fluorobenzylisocyanide;602261-90-5;1-fluoro-2-(isocyanomethyl)benzene;Benzene, 1-fluoro-2-(isocyanomethyl)- (9CI);SCHEMBL12245650;DTXSID10374567;AKOS006276336;EN300-1829860

Chemical Property of 2-Fluorobenzylisocyanide

Chemical Property:

• PSA: 0.00000
• LogP: 1.47570
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.048427358
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

98%Min ^*data from raw suppliers

2-FLUOROBENZYLISOCYANIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]CC1=CC=CC=C1F

Technology Process of 2-Fluorobenzylisocyanide

There total 3 articles about 2-Fluorobenzylisocyanide 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%

N-(2-fluorobenzyl)formamide (86010-66-4) → 1-fluoro-2-(isocyanomethyl)benzene (602261-90-5)

Guidance literature:

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

DOI:10.1039/d0gc02722g

Reference yield:

2-Fluorobenzaldehyde (446-52-6) → 1-fluoro-2-(isocyanomethyl)benzene (602261-90-5)

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:

2-fluorobenzylamine (89-99-6) → 1-fluoro-2-(isocyanomethyl)benzene (602261-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 h / 60 °C / Inert atmosphere

2: diisopropylamine; trichlorophosphate / dichloromethane / -30 °C / Inert atmosphere

With diisopropylamine; trichlorophosphate; In dichloromethane;

DOI:10.1002/anie.201306663

upstream raw materials:

2-fluorobenzylamine

N-(2-fluorobenzyl)formamide

2-Fluorobenzaldehyde

Refernces

• 1、 Neochoritis, Constantinos G.,Stotani, Silvia,Mishra, Bhupendra,D?mling, Alexander. "Efficient isocyanide-less isocyanide-based multicomponent reactions". supporting information. p. 2002 - 2005. Retrieved 2015/04/27.