N-(prop-2-yn-1-yl)cyclohexanamine

Base Information

• Chemical Name: N-(prop-2-yn-1-yl)cyclohexanamine
• CAS No.: 18292-76-7
• Molecular Formula: C9H15N
• Molecular Weight: 137.225
• Hs Code.: 2921300090
• DSSTox Substance ID: DTXSID50365333
• Nikkaji Number: J1.592.159E
• Wikidata: Q82149920
• Mol file: 18292-76-7.mol

Synonyms:N-(prop-2-yn-1-yl)cyclohexanamine;18292-76-7;N-prop-2-ynylcyclohexanamine;N-prop-2-yn-1-ylcyclohexanamine;N-prop-2-yn-1-ylcyclohexanamine(SALTDATA: HCl 0.1H2O);N-cyclohexyl-N-prop-2-ynylamine;Cyclohexyl-prop-2-ynyl-amine;N-Propargylcyclohexanamine;N-(2-Propynyl)cyclohexanamine;SCHEMBL1965670;DTXSID50365333;N-cyclohexyl-N-(2-propynyl)amine;MFCD02731102;STK997029;AKOS000224418;NCGC00332199-01;cyclohexyl-prop-2-ynyl-amine, AldrichCPR;CS-0266296;EN300-58623;AB01326277-02;AE-641/30115033;F8880-5494

Chemical Property of N-(prop-2-yn-1-yl)cyclohexanamine

Chemical Property:

• PSA: 12.03000
• LogP: 1.93280
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 137.120449483
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Propynyl)cyclohexanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCNC1CCCCC1

Technology Process of N-(prop-2-yn-1-yl)cyclohexanamine

There total 11 articles about N-(prop-2-yn-1-yl)cyclohexanamine 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%

cyclohexylamine (108-91-8,157973-60-9) + propargyl bromide (106-96-7) → N-(prop-2-yn-1-yl)cyclohexanamine (18292-76-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.11.037

Reference yield: 67.0%

Propargylamine (2450-71-7) + cyclohexanol (108-93-0) → N-(prop-2-yn-1-yl)cyclohexanamine (18292-76-7)

Guidance literature:

cyclohexanol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; In dimethyl sulfoxide; at 20 ℃; for 18h; pH=11.3;

Propargylamine; With D-glucose; Ajellomyces dermatidis reductive aminase; NADPH; at 30 ℃; for 24h; pH=7.4;

DOI:10.1002/cctc.202001757

Reference yield: 65.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + Propargylamine (2450-71-7) → N-(prop-2-yn-1-yl)cyclohexanamine (18292-76-7)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; methanol; chemoselective reaction; Flow reactor;

DOI:10.1021/op500310s

upstream raw materials:

cyclohexylamine

propargyl bromide

N-(2-chloroallyl)-N-cyclohexylamine

N-(2-Bromoprop-2-enyl)cyclohexylamine

Downstream raw materials:

1-cyclohexyl-2,5-dihydro-1H-pyrrole

N-Allylcyclohexylamin

N,N-cyclohexyl-n-pentylamine

dilithium acetylide

Refernces

• 1、 Sharma, Mahima,Mangas-Sanchez, Juan,France, Scott P.,Aleku, Godwin A.,Montgomery, Sarah L.,Ramsden, Jeremy I.,Turner, Nicholas J.,Grogan, Gideon. "A Mechanism for Reductive Amination Catalyzed by Fungal Reductive Aminases". . p. 11534 - 11541. Retrieved 2018.
• 2、 Gu, Ai-Ling,Wang, Wan-Ting,Cheng, Xin-Yu,Hu, Tian-Ding,Wu, Zhi-Lei. "Non-Noble-Metal Metal-Organic-Framework-Catalyzed Carboxylative Cyclization of Propargylic Amines with Atmospheric Carbon Dioxide under Ambient Conditions". supporting information. p. 13425 - 13433. Retrieved 2021/08/30.
• 3、 Cao, Chun-Shuai,Cheng, Peng,He, Liang-Nian,Shi, Ying,Song, Zhen-Jun,Xia, Shu-Mei,Xu, Hang,Zhao, Bin. "Highly Efficient Conversion of Propargylic Amines and CO2 Catalyzed by Noble-Metal-Free [Zn116] Nanocages". supporting information. p. 8586 - 8593. Retrieved 2020/03/26.