Decahydroquinoline

Base Information

• Chemical Name: Decahydroquinoline
• CAS No.: 2051-28-7
• Molecular Formula: C₉H₁₇N
• Molecular Weight: 139.241
• Hs Code.: 29334900
• European Community (EC) Number: 212-189-9,218-116-7,233-752-5
• DSSTox Substance ID: DTXSID10871203
• Nikkaji Number: J13.766I
• Wikidata: Q1181702
• Mol file: 2051-28-7.mol

Synonyms:cis-decahydroquinoline-5-carboxylic acid;decahydroquinoline;decahydroquinoline-5-carboxylic acid;decahydroquinoline-5-carboxylic acid hydrochloride, (4aalpha,5beta,8aalpha)-isomer;DHQ-5-CA

Chemical Property of Decahydroquinoline

Chemical Property:

• Appearance/Colour: clear colorless to light yellow low melting solid
• Vapor Pressure: 0.315mmHg at 25°C
• Melting Point: 37.5-45 °C
• Refractive Index: n20/D 1.4916(lit.)
• Boiling Point: 201 °C at 760 mmHg
• PKA: 10.85±0.10(Predicted)
• Flash Point: 68.3 °C
• PSA: 12.03000
• Density: 0.901 g/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:

99% ^*data from raw suppliers

Decahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N, Xn
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51/53-22
• Safety Statements: 26-36/37/39-24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1CCC2C(C1)CCCN2
• Uses: Decahydroquinoline is a decahydroquinoline derivative with analgesic activity.

Technology Process of Decahydroquinoline

There total 56 articles about Decahydroquinoline 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、 Tian, Zhengbin,Wang, Guang-Hui,Wang, Wenquan,Zheng, Yan. "A confined thermal transformation strategy to synthesize single atom catalysts supported on nitrogen-doped mesoporous carbon nanospheres for selective hydrogenation". . p. 25488 - 25494. Retrieved 2021/12/07.
• 2、 Yun, Ruirui,Ma, Zi-Wei,Hu, Yang,Zhan, Feiyang,Qiu, Chuang,Zheng, Baishu,Sheng, Tian. "Nano-Ni-MOFs: High Active Catalysts on the Cascade Hydrogenation of Quinolines". . p. 2445 - 2451. Retrieved 2021/01/05.