Quinaldine

Quinaldine Basic information
Product Name:Quinaldine
Synonyms:QUINALDINE MINIMUM 90% (GC);QUINALDINE 98+%;QUINALDINE MIN 96%;Quinaldine,~91%;Quinaldine97%;2- Methyl Quinoline (Quinaldine);NSC-3397;o-Methylquinoline
CAS:91-63-4
MF:C10H9N
MW:143.19
EINECS:202-085-1
Product Categories:Alkylquinolines;Quinolines;Flavor;Quinoline Derivertives;Quinoline&Isoquinoline;Quinoline;Intermediates of Dyes and Pigments
Mol File:91-63-4.mol
Quinaldine Structure
Quinaldine Chemical Properties
Melting point -2 °C
Boiling point 248 °C
density 1.058 g/mL at 25 °C(lit.)
vapor pressure <0.1 hPa (20 °C)
refractive index n20/D 1.612(lit.)
Fp 175 °F
storage temp. Store below +30°C.
solubility chloroform: soluble(lit.)
pka5.83(at 20℃)
form Crystalline Powder
color White to slightly yellow
PH6.9 (H2O, 20℃)(saturated aqueous solution)
Water Solubility PRACTICALLY INSOLUBLE
Sensitive Light Sensitive
Merck 14,8047
BRN 110309
Stability:Stable, but may be light sensitive. Combustible. Incompatible with strong oxidizing agents.
LogP2.59
CAS DataBase Reference91-63-4(CAS DataBase Reference)
NIST Chemistry ReferenceQuinoline, 2-methyl-(91-63-4)
EPA Substance Registry SystemQuinaldine (91-63-4)
Safety Information
Hazard Codes Xn
Risk Statements 21/22-68-36/37/38
Safety Statements 36-45-36/37/39-26
RIDADR NA 1993 / PGIII
WGK Germany 3
RTECS UZ9625000
8-23
TSCA Yes
HS Code 29334990
ToxicityLD50 orally in rats: 1.23 g/kg (Smyth)
MSDS Information
ProviderLanguage
2-MethylquinolineEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
Quinaldine Usage And Synthesis
Chemical PropertiesQuinaldine or 2-methylquinoline is an organic compound with the formula CH3C9H6N. It is one of the methyl derivative of a heterocyclic compound quinoline. It is bioactive and is used in the preparation of various dyes. It is a colorless oil but commercial samples can appear colored.
UsesIt is an anaesthetic used in fish transportation. Used in preparation of oil-soluble dyes. Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators.
UsesQuinaldine is an anaesthetic used in fish transportation. Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators.
DefinitionChEBI: A quinoline compound in which the quinoline skeleton is substituted at C-2 with a methyl group.
Synthesis Reference(s)Journal of Heterocyclic Chemistry, 13, p. 1279, 1976 DOI: 10.1002/jhet.5570130626
The Journal of Organic Chemistry, 52, p. 3847, 1987 DOI: 10.1021/jo00226a023
Synthesis, p. 324, 1996 DOI: 10.1055/s-1996-4221
General DescriptionA colorless oily liquid darkening to red-brown on exposure to air. Flash point 175°F. Denser than water and slightly soluble in water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make dyes, pharmaceuticals and other chemicals.
Air & Water ReactionsSlightly soluble in water.
Reactivity ProfileQuinaldine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Keep tightly closed and protected from light .
HazardStrong irritant to mucous membranes.
Fire HazardQuinaldine is probably combustible.
Purification MethodsDry it with Na2SO4 or by refluxing with BaO, then fractionally distil it under reduced pressure and redistil it from zinc dust. Purify it further by conversion to its phosphate (m 220o) or picrate (m 192o) from which after recrystallisation, the free base is regenerated. [Packer et al. J Am Chem Soc 80 905 1958.] Its ZnCl2 complex can be used for the same purpose. [Beilstein 20 III/IV 3454, 20 V 375.]
Quinaldine Preparation Products And Raw materials
Raw materialsButyraldehyde–>COAL TAR–>Isoquinoline–>Polishing oil–>Column plate–>Quinoline, 1,2-dihydro-2-methyl-–>Quinoline, 6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-–>Quinoline-N-oxide–>2-Methylquinoline 1-oxide–>2-Aminobenzyl alcohol–>1,2,3,4-Tetrahydroquinaldine–>6-Methoxyquinaldine–>(2-METHYL-1,2,3,4-TETRAHYDRO-QUINOLIN-4-YL)-PHENYL-AMINE–>4-CHLORO-2-METHYLQUINOLINE–>2-Nitrobenzaldehyde–>N-Ethylaniline
Preparation ProductsIsoquinoline–>2-Quinolinecarboxaldehyde–>Doxycycline hydrochloride–>1-METHYL-2-QUINOLINONE–>Solvent Yellow 33–>Solvent Yellow 157

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