Cyclopentyl isocyanide

Base Information

• Chemical Name: Cyclopentyl isocyanide
• CAS No.: 68498-54-4
• Molecular Formula: C6H9N
• Molecular Weight: 95.1442
• Hs Code.: 2926909090
• European Community (EC) Number: 808-029-8
• DSSTox Substance ID: DTXSID50370503
• Nikkaji Number: J706.409H
• Wikidata: Q72460453
• Mol file: 68498-54-4.mol

Synonyms:cyclopentyl isocyanide;Cyclopentylisocyanide;68498-54-4;Isocyanocyclopentane;MFCD02664624;Isocyano-cyclopentan;Isocyano-cyclopentane;cyclopentyl isonitrile;3-Isocyano-cyclopentane;DTXSID50370503;XTLSDEJNOQVCHL-UHFFFAOYSA-N;GEO-02903;AKOS007930589;AS-57622;C2959;FT-0693426;EN300-719371;T71226

Chemical Property of Cyclopentyl isocyanide

Chemical Property:

• Refractive Index: 1.439-1.441
• Boiling Point: 40 °C (8.2511 mmHg)
• PSA: 0.00000
• Density: 0.86
• LogP: 1.07900
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 95.073499291
• Heavy Atom Count: 7
• Complexity: 92

Purity/Quality:

99% ^*data from raw suppliers

Cyclopentyl Isocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1CCCC1

Technology Process of Cyclopentyl isocyanide

There total 3 articles about Cyclopentyl isocyanide 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: 69.0%

N-cyclopentylcarboxamide (41215-40-1) → isocyanocyclopentane (68498-54-4)

Guidance literature:

With tetrachloromethane; triethylamine; triphenylphosphine; In dichloromethane; for 3.5h; Heating;

DOI:10.1055/s-1993-25940

Reference yield:

Cyclopentamine (1003-03-8) → isocyanocyclopentane (68498-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Reflux

2: trichlorophosphate; triethylamine / tetrahydrofuran / 0 °C

With triethylamine; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/acs.orglett.9b01871

Reference yield:

Cyclopentamine (1003-03-8) → isocyanocyclopentane (68498-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 3 h / Heating

2: 69 percent / CCl₄, PPh₃, NEt₃ / CH₂Cl₂ / 3.5 h / Heating

With tetrachloromethane; triethylamine; triphenylphosphine; In dichloromethane;

DOI:10.1055/s-1993-25940

upstream raw materials:

N-cyclopentylcarboxamide

Cyclopentamine

Downstream raw materials:

1-Formylamino-cyclohexanecarboxylic acid cyclopentylamide

[3-[(E)-Cyclopentylimino]-4,5,6,7-tetrahydro-3H-benzo[c]thiophen-(1E)-ylidene]-phenyl-amine

(4-Chloro-phenyl)-[3-[(E)-cyclopentylimino]-4,5,6,7-tetrahydro-3H-benzo[c]thiophen-(1E)-ylidene]-amine

Refernces

• 1、 Bossio,Marcaccini,Pepino,Torroba. "Studies on isocyanides and related compounds: A novel synthetic route to furan derivatives". . p. 783 - 785. Retrieved 2007/10/02.