767-92-0

Basic information

• Product Name: TRANS-DECAHYDROQUINOLINE
• Synonyms: TRANS-DECAHYDROQUINOLINE;quinoline,decahydro-,trans-;trans-quinolin;(4aR,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline;trans-Decahydroquinoline
• CAS NO: 767-92-0
• Molecular Formula: C₉H₁₇N
• Molecular Weight: 139.24
• EINECS: 212-189-9
• Mol File: 767-92-0.mol
• Article Data: 44

Chemical Properties

• Melting Point: 48 °C
• Boiling Point: 203 °C / 735mmHg
• Flash Point: 72℃
• Appearance: /
• Density: 0.9214 (rough estimate)
• Refractive Index: 1.4920 (estimate)
• Solubility: soluble in Methanol
• CAS DataBase Reference: TRANS-DECAHYDROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-DECAHYDROQUINOLINE(767-92-0)
• EPA Substance Registry System: TRANS-DECAHYDROQUINOLINE(767-92-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 36/37/38-51/53-22
• Safety Statements: 26-36-61
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 767-92-0(Hazardous Substances Data)

Usage

Purification Methods

The lower boiling fraction from the preceding spinning band column fractionation of the commercial cis-trans-mixture (~ 20:60; see the cis-isomer above) solidifies readily (m 48o), and the receiver has to be kept hot with warm water. It is further purified by conversion to the hydrochloride m 285-286o after recrystallisation from EtOH/AcOEt. This has IR (KBr) 2920, 2760, 2578, 2520, 1580, 1455, 1070, 1050, 975, 950, 833 cm-1 .max The free base is prepared as for the cis-isomer above and distilled; and has IR (film, at ca 50o) 2905, 2840, max 2780, 1447, 1335, 1305, 1240, 1177, 1125, 987, 900, 835 cm-1 . The 1HNMR in CDCl3 is characteristically different from that of the cis-isomer. [Armarego J Chem Soc (C) 377 1967, Hückel & Stepf Justus Liebigs Ann Chem 453 163 1927, Bailey & McElvain J Am Chem Soc 52 4013 1930, Prelog & Szpilfogel Helv Chim Acta 28 1684 1945, Beilstein 20 H 157, 20 I 35, 20 II 72-73, 20 III/IV 2017.]

InChI:InChI=1S/C9H17N/c1-2-6-9-8(4-1)5-3-7-10-9/h8-10H,1-7H2/t8-,9+/m0/s1

Upstream product

• 91-22-5 quinoline 
• 10500-57-9 5,6,7,8-tetrahydroquinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 5825-44-5 N-nitroso-1,2,3,4-tetrahydroquinoline 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 4629-75-8 (+/-)-cis-octahydro-quinolin-4-one 
• 64-19-7 acetic acid 
• 10034-85-2 hydrogen iodide 
• 64-17-5 ethanol 
• 59-31-4 2-quinolone 
• 612-62-4 2-Chloroquinoline 
• 65745-75-7 bis-(3,4-dihydro-2H-[1]quinolyl)-diazene 

Downstream Products

• 66487-31-8 2-(3,4-dihydroquinolin-1(2H)-yl)acetonitrile 
• 53420-83-0 1-(3,4-dihydro-2H-[1]quinolyl)-1-(2,3,4-trihydroxy-phenyl)-ethanone 
• 54915-68-3 3,4-dihydro-2H-quinolin-1-carboxylic acid ethyl ester 
• 61862-76-8 1-(4-nitro-benzyl)-1,2,3,4-tetrahydro-quinoline 
• 198218-85-8 1-(2-nitrobenzyl)-1,2,3,4-tetrahydroquinoline 
• 95869-82-2 1,2,3,4,1',2',3',4'-octahydro-6,6'-phenylmethanediyl-bis-quinoline 
• 21863-32-1 N-benzyltetrahydroquinoline 
• 16768-69-7 N-ethyl-1,2,3,4-tetrahydroquinoline 
• 17133-54-9 methyl 2-(3,4-dihydroquinolin-1(2H)-yl)acetate 
• 479-59-4 julolidine 
• 94567-78-9 3,4-dihydro-2H-quinoline-1-carboxylic acid methyl ester 
• 5653-12-3 2-<1-(1,2,3,4-tetrahydro)quinolino>acetophenone 
• 5434-99-1 1-((4-nitrophenyl)sulfonyl)-1,2,3,4-tetrahydroquinoline 
• 7477-81-8 2-(3,4-dihydro-2H-[1]quinolyl)-1-(3-nitro-phenyl)-ethanone 

Relevant articles and documents

PRODUCTION METHOD OF CYCLIC COMPOUND

PROBLEM TO BE SOLVED: To provide an industrially simple production method of a cyclic compound. SOLUTION: A production method of a cyclic compound includes a step to obtain a reduced form (B) by reducing an unsaturated bond in a ring structure of an aromatic compound (A) by means of catalytic hydrogenation of the aromatic compound (A) or its salt using palladium carbon as a catalyst under a normal pressure, in which the aromatic compound (A) has one or more ring structures selected from a group consisting of a five membered-ring, a six membered-ring, and a condensed ring of the five membered-ring or the six membered-ring with another six membered-ring, a hetero atom can be included in the ring structure, and the aromatic compound (A) can have one or two side chains bonded to the ring structure and does not have any carbon-carbon triple bond in the side chain. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

A confined thermal transformation strategy to synthesize single atom catalysts supported on nitrogen-doped mesoporous carbon nanospheres for selective hydrogenation

Carbon-supported single-atom catalysts (SACs) have brought considerable attention to heterogeneous catalysis, but they, however, often suffer from low activity due to the mass transfer limitation. Herein, we report a soft-templating method to synthesize core-shell mesostructured polymer nanospheres with metal nanoclusters (M-NCs, M = Pd, Pt) as the core, which can be easily converted into nitrogen-doped mesoporous carbon nanosphere (NMCS) supported SACs (M1/NMCS) after a confined thermal transformation process. Through this strategy, Pd1/NMCS and Pt1/NMCS are successfully prepared with rich porosity and high N content. The abundant N species in M1/NMCS can be employed as anchoring sites to capture and stabilize the single metal atoms. In addition, the mesoporous structure of M1/NMCS is beneficial for the mass transfer and the exposure of active sites. Benefiting from such a unique structure, the as-obtained Pd1/NMCS exhibits excellent activity, selectivity, and long-term stability in the selective hydrogenation of quinoline.

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.