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261769

Sigma-Aldrich

8-Methylquinoline

97%

Sinónimos:

o-Toluquinoline

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About This Item

Fórmula empírica (notación de Hill):
C10H9N
Número de CAS:
611-32-5
Peso molecular:
143.19
Beilstein/REAXYS Number:
111340
EC Number:
210-264-0
MDL number:
MFCD00006810
UNSPSC Code:
12352100
PubChem Substance ID:
24855833
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.614 (lit.)

bp

143 °C/34 mmHg (lit.)

mp

−80 °C (lit.)

density

1.052 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc2cccnc12

InChI

1S/C10H9N/c1-8-4-2-5-9-6-3-7-11-10(8)9/h2-7H,1H3

InChI key

JRLTTZUODKEYDH-UHFFFAOYSA-N

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General description

Tumorigenic potential of 8-methylquinoline has been evaluated in newborn CD-1 mice and Sprague-Dawley rats.

Application

8-Methylquinoline has been used in preparation of osmium chloridophosphine complexes, as quinoline carbene tautomers.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

221.0 °F - closed cup

flash_point_c

105 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Benzo[h]quinoline 97%

Sigma-Aldrich

123617

Benzo[h]quinoline

2-Phenylpyridine 98%

Sigma-Aldrich

P33402

2-Phenylpyridine

Quinoline reagent grade, 98%

Sigma-Aldrich

241571

Quinoline

o-Toluidine ≥99%

Sigma-Aldrich

185426

o-Toluidine

Kami L Hull et al.
Journal of the American Chemical Society, 128(22), 7134-7135 (2006-06-01)
This communication describes the development of a new Pd-catalyzed method for the fluorination of carbon-hydrogen bonds. A key step of these transformations involves palladium-mediated carbon-fluorine coupling-a much sought after, but previously unprecedented, transformation. These reactions were successfully achieved under oxidative
Kate B McMurtrey et al.
Organic letters, 14(16), 4094-4097 (2012-08-01)
The palladium-catalyzed C-H fluorination of 8-methylquinoline derivatives with nucleophilic fluoride is reported. This transformation involves the use of AgF as the fluoride source in combination with a hypervalent iodine oxidant. Both the scope and mechanism of the reaction are discussed.
Synthetic routes to N-heterocyclic carbene complexes: pyridine-carbene tautomerizations.
Doris Kunz
Angewandte Chemie (International ed. in English), 46(19), 3405-3408 (2007-04-05)
R Yang et al.
Luminescence : the journal of biological and chemical luminescence, 16(2), 129-133 (2001-04-20)
8-Methylquinoline is unique among the monomethylquinolines in the red-shift it shows in the absorption band derived from the short axis polarized ((1)L(a) <-- (1)A) electronic transition, relative to that in quinoline itself. The effect is even more pronounced in the
C E Scharping et al.
Carcinogenesis, 14(5), 1041-1047 (1993-05-01)
The hepatic microsomal metabolism of the carcinogenic 8-methylquinoline (8MQ) and its noncarcinogenic isomer, 6-methylquinoline (6MQ), were compared for preparations from control rats and rats pretreated with phenobarbital or 3-methylcholanthrene. For each compound the alcohol was the major metabolite, constituting 50-75%
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