N-phenylcyclobutanecarboxamide

Base Information

• Chemical Name: N-phenylcyclobutanecarboxamide
• CAS No.: 15907-95-6
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID401306259
• Mol file: 15907-95-6.mol

Synonyms:N-phenylcyclobutanecarboxamide;15907-95-6;CyclobutanecarboxaMide, N-phenyl-;Enamine_004891;SCHEMBL2184247;DTXSID401306259;HMS1407O07;Cyclobutanecarboxylic acid phenylamide;AKOS001038561;CS-0308308;EN300-114729;Z27782729

Chemical Property of N-phenylcyclobutanecarboxamide

Chemical Property:

• Melting Point: 112.5-113 °C
• Boiling Point: 361.8±11.0 °C(Predicted)
• PKA: 15.17±0.70(Predicted)
• PSA: 29.10000
• Density: 1.171±0.06 g/cm3(Predicted)
• LogP: 2.49820
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

N-Phenylcyclobutanecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)C(=O)NC2=CC=CC=C2

Technology Process of N-phenylcyclobutanecarboxamide

There total 10 articles about N-phenylcyclobutanecarboxamide 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: 85.0%

ethyl cyclobutylcarboxylate (14924-53-9) + aniline (62-53-3) → N-phenylcyclobutanecarboxamide (15907-95-6)

Guidance literature:

With chromium chloride; magnesium; In tetrahydrofuran; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1246/BCSJ.20200277

Reference yield: 80.0%

C11H11N3O + nitrobenzene (98-95-3,26969-40-4) → N-phenylcyclobutanecarboxamide (15907-95-6)

Guidance literature:

With chloro-trimethyl-silane; (1,2-dimethoxyethane)dichloronickel(II); bathophenanthroline; zinc; In 1,4-dioxane; at 100 ℃; for 15h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03535

Reference yield: 78.0%

ethyl cyclobutylcarboxylate (14924-53-9) + nitrobenzene (98-95-3,26969-40-4) → N-phenylcyclobutanecarboxamide (15907-95-6)

Guidance literature:

ethyl cyclobutylcarboxylate; nitrobenzene; With chromium chloride; chloro-trimethyl-silane; magnesium; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; at 90 ℃; for 12h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran;

DOI:10.1021/acs.orglett.9b00554

upstream raw materials:

cyclobutyl amide

aniline

Cyclobutanecarbonyl chloride

Benzoylcyclobutanoxim (anti-Phenyl)