Quinoline, decahydro-, cis-

Base Information

• Chemical Name: Quinoline, decahydro-, cis-
• CAS No.: 10343-99-4
• Molecular Formula: C9H17 N
• Molecular Weight: 139.241
• European Community (EC) Number: 233-752-5
• DSSTox Substance ID: DTXSID40879616
• Nikkaji Number: J221.347H
• Wikidata: Q82861725,Q107484203
• Mol file: 10343-99-4.mol

Synonyms:cis-Decahydroquinoline;Quinoline, decahydro-, cis-;Decahydroquinoline, (Z)-;SCHEMBL937629;(4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline;DTXSID40879616;(4abeta,8abeta)-Decahydroquinoline;AKOS006348087;EN300-310308

Chemical Property of Quinoline, decahydro-, cis-

Chemical Property:

• Vapor Pressure: 0.315mmHg at 25°C
• Melting Point: -40°C
• Refractive Index: 1.4926 (estimate)
• Boiling Point: 201°Cat760mmHg
• Flash Point: 68.3°C
• PSA: 12.03000
• Density: 0.901g/cm³
• LogP: 2.25740
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 139.136099547
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)CCCN2
• Isomeric SMILES: C1CC[C@H]2[C@@H](C1)CCCN2

Technology Process of Quinoline, decahydro-, cis-

There total 72 articles about Quinoline, decahydro-, cis- 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%

quinoline (91-22-5) → decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With Ti₈O₈⁽¹⁴⁺⁾*6C₈H₄O₄^(2-)*4O^(2-)*3.3Li⁽¹⁺⁾*0.7Co⁽²⁺⁾*0.7C₄H₈O*0.7H^(1-); hydrogen; In neat (no solvent); at 160 ℃; for 18h; under 37503.8 Torr;

DOI:10.1021/jacs.7b11241

Reference yield: 86.3%

Na2 + Mn2 O3 + cyclohexanone-2-propionitrile (4594-78-9) → 2-amino-cyclohexanepropylamine (29667-75-2) + decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With ammonia; hydrogen; cobalt;

Reference yield: 69.4%

quinoline (91-22-5) → decahydroisoquinoline (2744-08-3,2744-09-4,6329-61-9) + 1,2,3,4-tetrahydroisoquinoline (635-46-1) + decahydroquinoline (767-92-0,10343-99-4,22160-37-8,22160-38-9,105728-23-2,115730-30-8,115730-31-9,150254-00-5,2051-28-7)

Guidance literature:

With hydrogen; In ethanol; at 100 ℃; for 1h; under 37503.8 Torr; Temperature; Catalytic behavior; Autoclave;

DOI:10.1016/j.jallcom.2020.155203

upstream raw materials:

quinoline

bis-(3,4-dihydro-2H-[1]quinolyl)-diazene

acetic acid

5,6,7,8-tetrahydroquinoline

Downstream raw materials:

2-(3,4-dihydroquinolin-1(2H)-yl)acetonitrile

1-(3,4-dihydro-2H-[1]quinolyl)-1-(2,3,4-trihydroxy-phenyl)-ethanone

3,4-dihydro-2H-quinolin-1-carboxylic acid ethyl ester

1-(4-nitro-benzyl)-1,2,3,4-tetrahydro-quinoline

Refernces

• 1、 Pickard,Lochte. "-". . p. 14. Retrieved 1947.
• 2、 Fan, Guang-Yin,Wu, Jie. "Mild hydrogenation of quinoline to decahydroquinoline over rhodium nanoparticles entrapped in aluminum oxy-hydroxide". . p. 81 - 85. Retrieved 2013.
• 3、 Sun, Bing,Khan, Farooq-Ahmad,Vallat, Armelle,Süss-Fink, Georg. "NanoRu@hectorite: A heterogeneous catalyst with switchable selectivity for the hydrogenation of quinoline Dedicated to Professor Irina Petrovna Beletskaya in recognition of her contributions to the field of metal-catalysed reactions.". . p. 310 - 314. Retrieved 2013.
• 4、 Bianchini, Claudio,Dal Santo, Vladimiro,Meli, Andrea,Moneti, Simonetta,Moreno, Marta,Oberhauser, Werner,Psaro, Rinaldo,Sordelli, Laura,Vizza, Francesco. "A comparison between silica-immobilized ruthenium(II) single sites and silica-supported ruthenium nanoparticles in the catalytic hydrogenation of model hetero- and polyaromatics contained in raw oil materials". . p. 47 - 62. Retrieved 2003.
• 5、 Jiang, Zongxuan,Li, Can,Liu, Tiefeng,Liu, Xinyi,Zhang, Cen. "Effect of Zr on catalytic performance of unsupported Ni(Zr)Mo and Ni(Zr)W sulfide catalysts for quinoline hydrodenitrogenation". . . Retrieved 2020.
• 6、 Huang, Minghua,Jiang, Haibin,Tian, Zhengbin,Wang, Guang-Hui. "Facile Synthesis of Size-Controlled Nitrogen-Doped Mesoporous Carbon Nanosphere Supported Ultrafine Ru Nanoparticles for Selective Hydrogenation of Quinolines". . p. 17000 - 17004. Retrieved 2020.
• 7、 Bassi,Villarroel,Gil-Llambias,Baeza,García-Fierro,Martínez,Olivera,Leiva,Escalona. "Support effect on conversion of quinoline over ReS2 catalyst". . p. 3170 - 3176. Retrieved 2016.
• 8、 Shao, Mingqiang,Cui, Haitao,Guo, Shaoqing,Zhao, Liangfu,Tan, Yisheng. "Preparation and characterization of NiW supported on Al-modified MCM-48 catalyst and its high hydrodenitrogenation activity and stability". . p. 61747 - 61757. Retrieved 2016.
• 9、 Chen, Bing Hui,Liao, Jianhua,Pei, An,Ruan, Luna,Wang, Jiexiang,Yang, Kai,Zhang, Huan,Zhu, Lihua. "PtRuNi/C novel nanostructures of platinum-ruthenium island-on-Ni/Ni(OH)2 nanoparticles for the selective hydrogenation of quinoline". . . Retrieved 2020.
• 10、 Hein, Jennifer,Hrabar, Ana,Jentys, Andreas,Gutierrez, Oliver Y.,Lercher, Johannes A.. "γ-Al2O3-supported and unsupported (Ni)MoS 2 for the hydrodenitrogenation of quinoline in the presence of dibenzothiophene". . p. 485 - 499. Retrieved 2014.