1-(4-Nitrophenyl)cyclopentanecarbonitrile

Base Information

• Chemical Name: 1-(4-Nitrophenyl)cyclopentanecarbonitrile
• CAS No.: 91392-33-5
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Hs Code.: 2926907090
• European Community (EC) Number: 843-366-4
• UNII: 3YYP937JH7
• DSSTox Substance ID: DTXSID40402261
• Wikidata: Q82205643
• Mol file: 91392-33-5.mol

Synonyms:1-(4-nitrophenyl)cyclopentanecarbonitrile;91392-33-5;1-(4-nitrophenyl)cyclopentane-1-carbonitrile;1-(4-Nitro-phenyl)-cyclopentanecarbonitrile;MFCD01012887;METHYLUNDECYLENATE;Oprea1_024360;SCHEMBL2814643;AMY5312;DTXSID40402261;ANLABNUUYWRCRP-UHFFFAOYSA-N;STK259232;AKOS000296449;1-Cyano-1-(4-nitrophenyl)cyclopentane;AS-64925;SY005410;BB 0245010;CS-0313102;FT-0743629;A860472;SR-01000393651;SR-01000393651-1

Chemical Property of 1-(4-Nitrophenyl)cyclopentanecarbonitrile

Chemical Property:

• Vapor Pressure: 2.23E-06mmHg at 25°C
• Boiling Point: 392.8oC at 760 mmHg
• Flash Point: 191.4oC
• PSA: 69.61000
• Density: 1.22g/cm3
• LogP: 3.45338
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 312

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Nitrophenyl)cyclopentanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)(C#N)C2=CC=C(C=C2)[N+](=O)[O-]
• Uses: 1-(4-Nitrophenyl)cyclopentanecarbonitrile, is a building block used in various chemical synthesis.

Technology Process of 1-(4-Nitrophenyl)cyclopentanecarbonitrile

There total 5 articles about 1-(4-Nitrophenyl)cyclopentanecarbonitrile 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: 78.3%

1,4-dibromo-butane (110-52-1) + 4-Nitrophenylacetonitrile (555-21-5,34512-13-5,174848-08-9) → 1-(4-nitrophenyl)cyclopentane-1-carbonitrile (91392-33-5)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; Reagent/catalyst;

Reference yield: 72.0%

1-phenyl-1-cyclopentanecarbonitrile (77-57-6) → 1-(4-nitrophenyl)cyclopentane-1-carbonitrile (91392-33-5)

Guidance literature:

With sulfuric acid; nitric acid; at -10 - 0 ℃; for 0.666667h; Large scale;

Reference yield:

phenylacetonitrile (140-29-4) → 1-(4-nitrophenyl)cyclopentane-1-carbonitrile (91392-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / 40 - 70 °C / Large scale

2: nitric acid; sulfuric acid / 0.67 h / -10 - 0 °C / Large scale

With sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; nitric acid; sodium hydroxide;

upstream raw materials:

1,4-dibromo-butane

4-Nitrophenylacetonitrile

phenylacetonitrile

1-phenyl-1-cyclopentanecarbonitrile

Downstream raw materials:

N-[4-(1-cyanocyclopentyl)phenyl][2-chloro(3-pyridyl)]carboxamide

N-[4-(1-cyanocyclopentyl)phenyl][2-[(4-pyridylmethyl)amino](3-pyridyl)]carboxamide

[1-(4-nitro-phenyl)-cyclopentyl]-carbamic acid methyl ester

1-(4-nitro-phenyl)-cyclopentanecarboxylic acid amide

Refernces

• 1、 -. "Preparation method of apatinib intermediate". Paragraph 0025-0034. . Retrieved 2020/10/21.
• 2、 -. "Apatinib preparation method". . . Retrieved 2017/04/28.