4-Fluorobenzylisocyanide

Base Information

• Chemical Name: 4-Fluorobenzylisocyanide
• CAS No.: 148890-53-3
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• European Community (EC) Number: 673-582-2
• DSSTox Substance ID: DTXSID30374569
• Nikkaji Number: J1.267.364G
• Wikidata: Q82163182
• Mol file: 148890-53-3.mol

Synonyms:4-Fluorobenzylisocyanide;1-fluoro-4-(isocyanomethyl)benzene;148890-53-3;4-fluorobenzyl isocyanide;Benzene, 1-fluoro-4-(isocyanomethyl)-;4-Fluorbenzylisocyanide;SCHEMBL5672968;DTXSID30374569;DLDWOKWGDHSJOK-UHFFFAOYSA-N;MFCD02664570;AKOS006276049;GS-0316;1-Fluoro-4-(isocyanomethyl)benzene, AldrichCPR;EN300-1843329

Chemical Property of 4-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: 139

Purity/Quality:

98%Min ^*data from raw suppliers

PN100264:1-Fluoro-4-isocyanomethyl-benzene 97 ^*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)F

Technology Process of 4-Fluorobenzylisocyanide

There total 7 articles about 4-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: 98.0%

p-fluorobenzylamine formamide (84174-25-4) → 4-fluorobenzyl isocyanide (148890-53-3)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield: 90.0%

C8H8FN5 → 4-fluorobenzyl isocyanide (148890-53-3)

Guidance literature:

With sodium ethanolate; In ethanol; Electrolysis;

DOI:10.1021/acs.orglett.1c03475

Reference yield: 83.0%

sodium chlorodifluoroacetate (1895-39-2) + para-fluorobenzylamine (140-75-0) → 4-fluorobenzyl isocyanide (148890-53-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.0c03472

upstream raw materials:

p-fluorobenzylamine formamide

1-((4-fluorophenyl)(isocyano)methylsulfonyl)-4-methylbenzene

para-fluorobenzylamine

4-fluorobenzaldehyde

Downstream raw materials:

3-(4-chlorobenzyl)-5-(4-chlorophenyl)-2-(3,4-dimethylphenyl)-6-(4-fluorophenyl)pyridine

4-(4-chlorobenzyl)-3-(3,4-dimethylphenyl)-1-(4-fluorophenyl)-6,7-dimethylisoquinoline

2-(4-fluorophenyl)-5-phenyloxazole

2-(4-fluorophenyl)-5-isopropyloxazole

Refernces

• 1、 Ahmadian-Moghaddam, Maryam,D?mling, Alexander,Patil, Pravin. "Isocyanide 2.0". supporting information. p. 6902 - 6911. Retrieved 2020/11/09.
• 2、 Borase, Bhushan B.,Godbole, Himanshu M.,Singh, Girij P.,Upadhyay, Pritesh R.,Trivedi, Anurag,Bhat, Varadaraj,Shenoy, Gautham G.. "Application of Ugi three component reaction for the synthesis of quinapril hydrochloride". supporting information. p. 48 - 55. Retrieved 2019/11/19.