230-27-3

Basic information

• Product Name: 7,8-BENZOQUINOLINE
• Synonyms: 7,8-benoz(h)quinoline;alpha-Benzoquinoline;α-naphthoquinoline;BENZO[H]QUINOLINE;A-NAPHTHOQUINOLINE;ALPHA-NAPHTHOQUINOLINE;7,8-BENZOQUINOLINE;4-AZAPHENANTHRENE
• CAS NO: 230-27-3
• Molecular Formula: C₁₃H₉N
• Molecular Weight: 179.22
• EINECS: 205-937-0
• Product Categories: API intermediates;Thiophenes ,Thiazolines/Thiazolidines
• Mol File: 230-27-3.mol
• Article Data: 38

Chemical Properties

• Melting Point: 48-50 °C(lit.)
• Boiling Point: 338 °C719 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Off-white to brown/Crystalline Powder
• Density: 1.2340
• Refractive Index: 1.7270 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Methanol
• PKA: pK1: 4.15(+1) (20°C)
• BRN: 120249
• CAS DataBase Reference: 7,8-BENZOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8-BENZOQUINOLINE(230-27-3)
• EPA Substance Registry System: 7,8-BENZOQUINOLINE(230-27-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• RTECS: DK1432000
• Hazardous Substances Data: 230-27-3(Hazardous Substances Data)

Usage

?Hazardous Properties

7,8-Benzoquinoline is combustible; burns to produce toxic fumes of nitrogen oxides.

Physical properties

7,8-Benzoquinoline is a dark yellow crystalline solid.

Uses

Benzo[h]quinoline was used to study the mutagenic activities of benzo[f]quinoline, benzo[h]quinolone and a number of their derivatives in strain TA 100 of Salmonella typhimurium. It was used in determination of nitrogen-containing polynuclear aromatic hydrocarbons in the gaseous products of the thermal degradation of polymers by HPLC- fluorescence detection. It was used as starting reagent for the synthesis of osmium and ruthenium complexes containing an N-heterocyclic carbene ligand.

Safety Profile

Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

Purification Methods

Purify it as for 3,4-benzoquinoline above. The picrate has m 196o(from Me2CO). [Beilstein 20 H 463, 20 III/IV 4003, 20/8 V 215.]

InChI:InChI=1/C13H9N/c1-2-6-12-10(4-1)7-8-11-5-3-9-14-13(11)12/h1-9H

Upstream product

• 134-32-7 1-amino-naphthalene 
• 56-81-5 glycerol 
• 831-91-4 Benzyl phenyl sulfide 
• 72490-91-6 benzoquinoline radical ion 
• 504-63-2 trimethyleneglycol 
• 1093167-92-0 N-(naphthalen-1-yl)-N'-phenylpropane-1,3-diamine 
• 31121-11-6 3-hydroxy-N-phenylpropylamine 
• 95432-79-4 N¹,N³-di(naphthalen-1-yl)propane-1,3-diamine 
• 6628-35-9 3-(naphthalen-1-ylamino)propan-1-ol 
• 62-53-3 aniline 
• 1333-74-0 hydrogen 
• 20697-12-5 (E)-N-((E)-3-phenylallylidene)naphthalen-1-amine 
• 202523-63-5 2-chloro-4-azaphenanthrene 
• 181950-47-0 4-chlorobenzquinoline 

Downstream Products

• 860565-30-6 benzo[h]quinoline-4-carbonitrile 
• 67410-22-4 2-amino-7,8-benzoquinoline 
• 856214-24-9 2-(2-carboxy-phenyl)-nicotinic acid 
• 17104-70-0 benzo[h]quinoline 1-oxide 
• 5278-58-0 2-phenyl-benzo[H]quinoline 
• 121232-41-5 (iridium(I)(cis-hydrido-carbonyl)(7,8-benzoquinolinato)(PPh₃)2)PF₆ 
• 39023-02-4 N,N,N',N'-tetraethylbenzene-1,3-bis(methylamine) 
• 1241945-39-0 benzo[h]quinolin-10-yl(cyclohexyl)methanone 
• 1269508-62-4 [Pt(Ph)(benzo[h]quinoline(-1H))(SMe₂)] 
• 1415419-91-8 10-(4-chlorobenzoyl)benzo[h]quinoline 
• 1448702-23-5 (7,8-benzoquinolinato)hydrido(aqua)bis(triphenylphosphine)iridium(III) bis-(trifluoromethanesulfonyl)imide 

Related news

Reaction of [(C6H6)RuCl2]2 with 7,8-BENZOQUINOLINE (cas 230-27-3) and 8-hydroxyquinoline09/30/2019

The reaction of [(C 6 H 6 )RuCl 2 ] 2 with 7,8-benzoquinoline and 8-hydroxyquinoline in methanol were performed. The obtained complexes have been studied by IR, UV–VIS, 1 H and 13 C NMR spectroscopy and X-ray crystallography. In the reaction with ...detailed

Structure, physical and photophysical properties of platinum(II) complexes containing 7,8-BENZOQUINOLINE (cas 230-27-3) and various bis(diphenylphosphine) ligands09/28/2019

A series of platinum complexes, [Pt(7,8-bzq)(dppm)](PF 6 ), [Pt(7,8-bzq)(dppe)](PF 6 ) and [Pt(7,8-bzq)(dppp)](PF 6 ), which vary only in the number of carbon atoms bridging two diphenyl phosphine ligands, have been synthesized and their structures have been determined by...detailed

Relevant articles and documents

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An amine template strategy to construct successive C-C bonds: Synthesis of benzo[: H] quinolines by a deaminative ring contraction cascade

We developed a convergent strategy to build, cyclize and excise nitrogen from tertiary amines for the synthesis of polyheterocyclic aromatics. Biaryl-linked azepine intermediates can undergo a deaminative ring contraction cascade reaction, excising nitrogen with the formation of an aromatic core. This strategy and deaminative ring contraction reaction are useful for the synthesis of benzo[h]quinolines. This journal is

Homologation of the Fischer Indolization: A Quinoline Synthesis via Homo-Diaza-Cope Rearrangement

We disclose a new Br?nsted acid promoted quinoline synthesis, proceeding via homo-diaza-Cope rearrangement of N-aryl-N′-cyclopropyl hydrazines. Our strategy can be considered a homologation of Fischer's classical indole synthesis and delivers 6-membered N-heterocycles, including previously inaccessible pyridine derivatives. This approach can also be used as a pyridannulation methodology toward constructing polycyclic polyheteroaromatics. A computational analysis has been employed to probe plausible activation modes and to interrogate the role of the catalyst.

Iodine-catalyzed convergent aerobic dehydro-aromatization toward benzazoles and benzazines

An iodine-catalyzed aerobic dehydro-aromatization has been developed, providing straightforward and efficient access to various benzoazoles and benzoazines. The present transition-metal-free protocol enables the dehydro-aromatization of tetrahydrobenzazoles and tetrahydroquinolines with molecular oxygen as the green oxidant, along with some other N-heterocycles. Hence, a broad range of heteroaromatic compounds are generated in moderate to good yields under facile reaction conditions.