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Safety Information

123617

Sigma-Aldrich

Benzo[h]quinoline

97%

Synonym(s):

1-Naphthoquinoline, 7,8-Benzoquinoline

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About This Item

Empirical Formula (Hill Notation):
C13H9N
CAS Number:
230-27-3
Molecular Weight:
179.22
Beilstein:
120249
EC Number:
205-937-0
MDL number:
MFCD00004984
UNSPSC Code:
12352100
PubChem Substance ID:
24847579
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

bp

338 °C/719 mmHg (lit.)

mp

48-50 °C (lit.)

SMILES string

c1ccc2c(c1)ccc3cccnc23

InChI

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

InChI key

WZJYKHNJTSNBHV-UHFFFAOYSA-N

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Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

123617-VAR:
123617-5G:
123617-BULK:
123617-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK4665
STBJ5277
STBH6133
STBG9472
STBG2041V

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M Wilhelm et al.
Journal of chromatography. A, 878(2), 171-181 (2000-06-24)
A method for the simultaneous determination of 22 nitrogen-containing polynuclear aromatic hydrocarbons (PAHs) (15 azaarenes and seven amino-PAHs) in the gaseous products of the thermal degradation of polymers is described. After desorption and clean-up using cation-exchange chromatography (PRS cartridge) the
E J LaVoie et al.
Japanese journal of cancer research : Gann, 78(2), 139-143 (1987-02-01)
The environmental occurrence and mutagenic activity of quinoline and benzoquinolines are well-documented. In this study, the relative carcinogenic activities of quinoline, benzo[f]quinoline, benzo[h]quinoline, and phenanthridine were evaluated in newborn mice. Mice were injected intraperitoneally on the first, eighth, and fifteenth
Marko Weimar et al.
Organic & biomolecular chemistry, 11(1), 31-34 (2012-10-17)
The challenging coupling of 10-halobenzo[h]quinolines with ortho-substituted aryl boronic acids has been achieved using Pd(OAc)(2)/P(O)Ph(3) as the catalytic system. High yields were obtained for diversely functionalised substrates under mild reaction conditions.
E J LaVoie et al.
Carcinogenesis, 4(9), 1133-1138 (1983-09-01)
Benzo[f]quinoline and benzo[h]quinoline are widespread environmental pollutants which have been found to be mutagenic. The metabolism of benzo[f]quinoline and benzo[h]quinoline was investigated using a liver homogenate from Aroclor-pretreated rats. The metabolites of benzo[f]quinoline which were identified were 7,8-dihydroxy-7,8-dihydrobenzo[f]quinoline, 9,10-dihydroxy-9,10-dihydrobenzo[f]quinoline, 7-hydroxybenzo[f]quinoline
E C Riesgo et al.
Inorganic chemistry, 40(14), 3413-3422 (2001-06-26)
The Friedländer condensation was employed to synthesize two series of 3,3'-polymethylene bridged ligands, L, based on 2-(2'-pyridyl)-benzo[h]quinoline and 2,2'-bibenzo[h]quinoline (BHQ) along with the fully aromatic naphtho[1,2-b]-1,10-phenanthroline. Complexes [Cu(L)(2)](+) were prepared as their perchlorate or hexafluorophosphate salts. The solution state structures
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