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.)

Flash point:

175 °F

storage temp. 

Store below +30°C.

solubility 

chloroform: soluble(lit.)

form 

Crystalline Powder

pka

5.83(at 20℃)

color 

White to slightly yellow

PH

6.9 (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.

LogP

2.59

CAS DataBase Reference

91-63-4(CAS DataBase Reference)

NIST Chemistry Reference

Quinoline, 2-methyl-(91-63-4)

EPA Substance Registry System

Quinaldine (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

F 

8-23

TSCA 

Yes

HS Code 

29334990

Toxicity

LD50 orally in rats: 1.23 g/kg (Smyth)

MSDS

• Language:English Provider:2-Methylquinoline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Quinaldine Usage And Synthesis

Chemical Properties

Quinaldine 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.

Uses

Quinaldine is an anaesthetic used in fish transportation. Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators.

Uses

It 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.

Production Methods

High-temperature coal tar contains an average of 0.2% quinaldine. It is recovered from the quinoline base mixture by rectification and hydration. Quinaldine can be synthesized by the Skraup method from aniline and crotonaldehyde with sulfuric acid in the presence of a dehydrogenating agent.

Definition

ChEBI: 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 Description

A 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 Reactions

Slightly soluble in water.

Reactivity Profile

Quinaldine 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 .

Hazard

Strong irritant to mucous membranes.

Fire Hazard

Quinaldine is probably combustible.

Purification Methods

Dry 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(91-63-4)Related Product Information

• 5,6,7,8-TETRAHYDROISOQUINOLINE
• 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
• 8-Methylquinoline
• Quinaldic acid
• Quinhydrone
• Quinolinic acid
• 4-methylquinoline
• Quinclorac
• Isoquinoline
• Ethoxyquin
• 1-Chloro-5-isoquinolinesulfonic Acid
• N-(3-HYDROXYPROPYL)ETHYLENEDIAMINE
• Fasudil Impurity 13
• Fasudil Impurity 8
• HYDROXYFASUDIL MONOHYDROCHLORIDE
• 1-(p-Toluenesulfonyl)hoMopiperazine, 95%
• 1,4-ditosyl-1,4-diazepane
• Fasudil IMpurity 3