Nitrocyclopentane

Base Information

• Chemical Name: Nitrocyclopentane
• CAS No.: 2562-38-1
• Molecular Formula: C5H9 N O2
• Molecular Weight: 115.132
• Hs Code.: 29042000
• European Community (EC) Number: 219-884-6
• DSSTox Substance ID: DTXSID00180295
• Nikkaji Number: J109.347I
• Mol file: 2562-38-1.mol

Synonyms:Nitrocyclopentane;2562-38-1;Cyclopentane, nitro-;Nitrocyclopentase;CCRIS 5057;nitro-cyclopentane;EINECS 219-884-6;Nitrocyclopentane 99%;Nitrocyclopentane, 99%;SCHEMBL264764;CJSZWOGCKKDSJG-UHFFFAOYSA-;DTXSID00180295;MFCD00001362;AKOS017345218;BS-23775;LS-58034;CS-0204287;(1S,2S)-Methyl 2-aMinocyclopropanecarboxylate;EN300-1600725;J-016071

Chemical Property of Nitrocyclopentane

Chemical Property:

• Vapor Pressure: 0.866mmHg at 25°C
• Melting Point: 143-144 °C
• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 181.1°Cat760mmHg
• PKA: 8.46±0.20(Predicted)
• Flash Point: 71.4°C
• PSA: 45.82000
• Density: 1.09g/cm³
• LogP: 1.72890
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 91.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nitrocyclopentane 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)[N+](=O)[O-]

Technology Process of Nitrocyclopentane

There total 24 articles about Nitrocyclopentane 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: 95.8%

Cyclopentanone oxime (1192-28-5) → nitrocyclopentane (2562-38-1)

Guidance literature:

With dihydrogen peroxide; calcium hydroxide; In acetonitrile; at 70 ℃; under 4875.49 Torr;

Reference yield: 95.0%

cyclopentyl azide (33670-50-7) → nitrocyclopentane (2562-38-1)

Guidance literature:

With HOF* CH₃CN; In chloroform; at 0 ℃; for 0.00138889h;

DOI:10.1021/jo060440u

Reference yield: 78.0%

cyclopentanecarboxylic acid (3400-45-1) → nitrocyclopentane (2562-38-1)

Guidance literature:

With nitronium tetrafluoborate; silver carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.5b02133

upstream raw materials:

Cyclopentyl bromide

Cyclopentanone oxime

Cyclopentane

cyclopentyl iodide

Downstream raw materials:

(1-nitro-cyclopentyl)-(4-nitro-phenyl)-methane

[2-(1-Nitro-cyclopentyl)-ethanesulfonyl]-benzene

1-(α-nitrocyclopentyl)-1-cyanocyclohexane

1-nitro-1-phenylcyclopentane

Refernces

Synthesis by the S(RN)1 reaction of a new series of imidazo[1,2-a]pyridine derivatives with pharmacological potentialities

10.1016/S0040-4020(01)87129-5

The study investigates the SRN1 reaction between 2-chloromethyl-3-nitroimidazo[1,2-a]pyridine and various nitronate anions, including those from aliphatic, cyclic, and heterocyclic nitroalkanes, to synthesize new potential pharmacological derivatives. The reaction involves the C-alkylation of 2-chloromethyl-3-nitroimidazo[1,2-a]pyridine by nitronate anions, followed by base-promoted nitrous acid elimination to form products with a trisubstituted double bond at the 2-position. Key chemicals include 2-chloromethyl-3-nitroimidazo[1,2-a]pyridine as the starting material, various nitroalkanes (e.g., 2-nitropropane, nitrocyclopentane) as sources of nitronate anions, and tetrabutylammonium hydroxide as a phase-transfer catalyst. The synthesized compounds are being evaluated for their potential pharmacological properties, particularly their affinity for specific receptors related to anxiolytic and hypnotic effects.