Quinaldine

Quinaldine: Quinaldine

IUPAC name

2-Methylquinoline

Other names

Quinaldine, α-methylquinoline, chinaldine, khinaldin

Identifiers

CAS number 91-63-4^Y

PubChem 7060

ChemSpider 13870160^Y

EC number 202-085-1

ChEMBL CHEMBL194931^N

Jmol-3D images Image 1

SMILES

Cc1nc2ccccc2cc1

InChI

InChI=1S/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3^Y
Key: SMUQFGGVLNAIOZ-UHFFFAOYSA-N^Y
InChI=1/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3

Properties

Molecular formula C₁₀H₉N

Molar mass 143.19 g/mol

Appearance Clear to yellow oily liquid

Density 1.058 g/cm³

Melting point
-2 °C, 271 K, 28 °F

Boiling point
248 °C, 521 K, 478 °F

Solubility in water Insoluble

Hazards

R-phrases R21/22 R34

Main hazards Harmful (Xn), Corrosive (C)

NFPA 704

2

2

0

Flash point 79 °C

N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Quinaldine or 2-methylquinoline is a simple derivative of a heterocyclic compound quinoline.

Quinaldine has critical point at 787 K and 4.9 MPa and its refractive index is 1.8116.

It can be prepared from aniline and paraldehyde via Skraup synthesis or from aniline and crotonaldehyde via Doebner-von Miller variation of the Skraup reaction^[1] or extracted from coal tar.

Uses

Quinaldine is used in anti-malaria drugs, in manufacturing dyes, food colorants (e.g. Quinoline Yellow WS), pharmaceuticals, pH indicators.

Quinaldine sulfate is an anaesthetic used in fish transportation.^[2] In some Caribbean islands it is used to facilitate the collection of tropical fish from reefs.

References

^ Classical methods of synthesizing quinolines

^ Blasiola G. C. Jr. (1977). "Quinaldine sulphate, a new anaesthetic formulation for tropical marine fishes". Journal of Fish Biology 10 (2): 113–119(7). doi:10.1111/j.1095-8649.1977.tb04048.x. http://www.blackwell-synergy.com/doi/abs/10.1111/j.1095-8649.1977.tb04048.x. Retrieved 2007-07-16.

External links

MSDS at Oxford University

Method of purifying quinaldine

Article from 1911 Encyclopaedia

Categories:
Quinolines

Quinaldine

IUPAC name 2-Methylquinoline
Other names Quinaldine, α-methylquinoline, chinaldine, khinaldin
Identifiers
CAS number	91-63-4^Y
PubChem	7060
ChemSpider	13870160^Y
EC number	202-085-1
ChEMBL	CHEMBL194931^N
Jmol-3D images	Image 1
SMILES Cc1nc2ccccc2cc1
InChI InChI=1S/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3^Y Key: SMUQFGGVLNAIOZ-UHFFFAOYSA-N^Y InChI=1/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3
Properties
Molecular formula	C₁₀H₉N
Molar mass	143.19 g/mol
Appearance	Clear to yellow oily liquid
Density	1.058 g/cm³
Melting point	-2 °C, 271 K, 28 °F
Boiling point	248 °C, 521 K, 478 °F
Solubility in water	Insoluble
Hazards
R-phrases	R21/22 R34
Main hazards	Harmful (Xn), Corrosive (C)
NFPA 704	2 2 0
Flash point	79 °C
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Quinaldine — Quin*al dine, n. [Quinoline + aldehyde + aniline.] (Chem.) A colorless liquid of a slightly pungent odor, {C9H6N.CH3}, first obtained as a condensation product of aldehyde and aniline, and regarded as a derivative of quinoline; called also… … The Collaborative International Dictionary of English
quinaldine — ● quinaldine nom féminin Méthyl quinoléine C10H9N, présente dans le goudron de houille (préparation de colorants) … Encyclopédie Universelle
quinaldine — chinaldinas statusas T sritis chemija formulė CH₃C₉H₆N atitikmenys: angl. quinaldine rus. хинальдин ryšiai: sinonimas – metilchinolinas … Chemijos terminų aiškinamasis žodynas
quinaldine — an anaesthetic used for bulk transport of fish in tanks … Dictionary of ichthyology
quinaldine — noun An oily liquid, α methylquinoline, derived from coal tar, used in the manufacture of pharmaceuticals and as a sedative for fish … Wiktionary
quinaldine — quin·al·dine kwin al .dēn, dən n an oily liquid base C10H9N that has a slightly pungent odor, is obtained by condensation of acetaldehyde and aniline and occurs in coal tar, and is used chiefly in the manufacture of dyes and pharmaceuticals … Medical dictionary
quinaldine — quin·al·dine … English syllables
quinaldine — 2 methylquinaline. C10H9N. Bp 246°C. A colorless refractive liquid, which occurs to the extent of 25% in quinoline obtained from coaltar … Dictionary of automotive terms
quinaldine — kwiˈnalˌdēn, də̇n noun Etymology: International Scientific Vocabulary quin + ald + ine : an oily liquid base CH3C9H6N of a slightly pungent odor obtained by condensation of acetaldehyde and aniline and occurring also in coal tar that is used… … Useful english dictionary
quinaldine red — A styrene quinolinium iodide; used as a pH indicator (turns red at pH 3.2) in a 1% ethanol solution … Medical dictionary

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Quinaldine

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