Cyclopentylamine

Base Information

• Chemical Name: Cyclopentylamine
• CAS No.: 1003-03-8
• Molecular Formula: C5H11N
• Molecular Weight: 85.149
• Hs Code.: 29213099
• European Community (EC) Number: 213-697-3
• NSC Number: 32389
• UNII: 4259VRY3GN
• DSSTox Substance ID: DTXSID4061387
• Nikkaji Number: J13.547J
• Wikidata: Q8457765
• ChEMBL ID: CHEMBL1171859
• Mol file: 1003-03-8.mol

Synonyms:cyclopentylamine

Chemical Property of Cyclopentylamine

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 24.2mmHg at 25°C
• Melting Point: -85 °C
• Refractive Index: 1.4482
• Boiling Point: 110 °C at 760 mmHg
• PKA: pK1:10.65(+1) (25°C)
• Flash Point: 17.2 °C
• PSA: 26.02000
• Density: 0.884 g/cm³
• LogP: 1.58800
• Storage Temp.: Flammables area
• Water Solubility.: MISCIBLE
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 85.089149355
• Heavy Atom Count: 6
• Complexity: 37.2

Purity/Quality:

99% ^*data from raw suppliers

Cyclopentylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi, T
• Hazard Codes: F,Xi,T
• Statements: 11-37/38-43-34-25-20
• Safety Statements: 16-45-36/37/39-25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C1)N
• Uses: Cyclopentylamine acts as an important raw material and intermediate used in organic synthesis and pharmaceuticals. Further, it serves as chemokine receptor 2 antagonists. It acts as a ligand in coordination chemistry and forms cis-dichlorobis(cyclopentylamine)platinum(II) complex.

Technology Process of Cyclopentylamine

There total 20 articles about Cyclopentylamine 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: 100.0%

nitrocyclopentane (2562-38-1) → Cyclopentamine (1003-03-8)

Guidance literature:

With carbon monoxide; Au/TiO₂-VS; water; In ethanol; at 25 ℃; for 4.5h; under 3800.26 Torr; chemoselective reaction; Autoclave;

DOI:10.1002/anie.200904647

Reference yield: 99.0%

N-cyclopentylcarboxamide (41215-40-1) → Cyclopentamine (1003-03-8)

Guidance literature:

With caesium carbonate; In methanol; at 60 ℃; for 8h;

Reference yield: 97.0%

cyclopentanone (120-92-3) → Cyclopentamine (1003-03-8)

Guidance literature:

With ammonium hydroxide; hydrogen; In ethanol; water; at 80 ℃; for 2h; under 30003 Torr; Autoclave;

DOI:10.1039/d0nj04962j

upstream raw materials:

N-cyclopentylcarboxamide

cyclopentanone

nitrocyclopentane

cyclopentyl azide

Downstream raw materials:

N-cyclopentylbenzamide

N-Cyclopentyl-2-hydroxyphenylacetamid

(E)-N-cyclopentyl-1-phenylmethanimine

3-cyclopentyl-1,1-diphenyl-urea

Refernces

• 1、 Zhang, Jia,Yang, Jian,Tian, Junying,Liu, Hailong,Li, Xuemei,Fang, Weiguo,Hu, Xun,Xia, Chungu,Chen, Jing,Huang, Zhiwei. "Reductive amination of bio-based 2-hydroxytetrahydropyran to 5-Amino-1-pentanol over nano-Ni-Al2O3catalysts". . p. 4236 - 4245. Retrieved 2021.
• 2、 Hao, Rui,Li, Lin,Liu, Fei,Qi, Haifeng,Su, Yang,Wang, Aiqin,Yang, Jingyi,Zhang, Leilei,Zhang, Tao. "Modulating: Trans -imination and hydrogenation towards the highly selective production of primary diamines from dialdehydes". . p. 6897 - 6901. Retrieved 2020.
• 3、 Alvarez,Fisher,Singaram. "Aminoborohydrides. 8. A facile reduction of aliphatic and benzylic azides to the corresponding amines in high yield and purity using lithium N,N-dimethylaminoborohydride". . p. 2567 - 2570. Retrieved 1995.
• 4、 Liang, Guanfeng,Wang, Aiqin,Li, Lin,Xu, Gang,Yan, Ning,Zhang, Tao. "Production of Primary Amines by Reductive Amination of Biomass-Derived Aldehydes/Ketones". . p. 3050 - 3054. Retrieved 2017.
• 5、 Abrahamson, Michael J.,Wong, John W.,Bommarius, Andreas S.. "The evolution of an amine dehydrogenase biocatalyst for the asymmetric production of chiral amines". . p. 1780 - 1786. Retrieved 2013.
• 6、 Rathi, Anuj K.,Gawande, Manoj B.,Ranc, Vaclav,Pechousek, Jiri,Petr, Martin,Cepe, Klara,Varma, Rajender S.,Zboril, Radek. "Continuous flow hydrogenation of nitroarenes, azides and alkenes using maghemite-Pd nanocomposites". . p. 152 - 160. Retrieved 2016.
• 7、 Miriyala, Bruhaspathy,Bhattacharyya, Sukanta,Williamson, John S.. "Chemoselective reductive alkylation of ammonia with carbonyl compounds: Synthesis of primary and symmetrical secondary amines". . p. 1463 - 1471. Retrieved 2004.
• 8、 Fan, Xiaomeng,Gao, Jin,Gao, Mingxia,Jia, Xiuquan,Ma, Jiping,Xu, Jie. "Self-regulated catalysis for the selective synthesis of primary amines from carbonyl compounds". supporting information. p. 7115 - 7121. Retrieved 2021/09/28.