| Identification | More | [Name]
Quinaldine | [CAS]
91-63-4 | [Synonyms]
2-METHYLCHINOLINE
2-METHYLQUINOLINE
2-METHYQUINOLINE
QUINALDINE
TIMTEC-BB SBB008939
2-Methylchinolin
2-Methylpuinoiline
2-methyl-quinolin
alpha-Methylquinoline
Chinaldine
Khinaldin
Quinaldine1
Quinoline,2-methyl-
quineline, 2-methyl
2-Methylquionoline
2-Methylqoinoline
2-Quinaldine
QUINALDINE, 95+%
QUINALDINE MINIMUM 90% (GC)
QUINALDINE 98+% | [EINECS(EC#)]
202-085-1 | [Molecular Formula]
C10H9N | [MDL Number]
MFCD00006756 | [Molecular Weight]
143.19 | [MOL File]
91-63-4.mol |
| Chemical Properties | Back Directory | [Appearance]
yellowish-brown liquid | [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.) | [form ]
Crystalline Powder | [pka]
5.83(at 20℃) | [color ]
White to slightly yellow | [PH]
6.9 (H2O, 20℃)(saturated aqueous solution) | [Stability:]
Stable, but may be light sensitive. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
PRACTICALLY INSOLUBLE | [Sensitive ]
Light Sensitive | [Merck ]
14,8047 | [BRN ]
110309 | [Henry's Law Constant]
1.4×101 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [Major Application]
forensics and toxicology
pharmaceutical (small molecule) | [InChI]
1S/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3 | [InChIKey]
SMUQFGGVLNAIOZ-UHFFFAOYSA-N | [SMILES]
Cc1ccc2ccccc2n1 | [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]
91-63-4(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS08 | [Signal word ]
Warning | [Hazard statements ]
H302+H312-H315-H319-H341-H412 | [Precautionary statements ]
P273-P280-P301+P312-P302+P352+P312-P305+P351+P338-P308+P313 | [Hazard Codes ]
Xn | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R68:Possible risk of irreversible effects.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36:Wear suitable protective clothing .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
NA 1993 / PGIII | [WGK Germany ]
3
| [RTECS ]
UZ9625000
| [F ]
8-23 | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29334990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Aquatic Chronic 3
Eye Irrit. 2
Muta. 2
Skin Irrit. 2 | [Toxicity]
LD50 orally in rats: 1.23 g/kg (Smyth) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Butyraldehyde-->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 Products]
Isoquinoline-->2-Quinolinecarboxaldehyde-->Doxycycline hydrochloride-->1-Methyl-2-quinolinone-->Solvent Yellow 33-->Solvent Yellow 157 |
| Hazard Information | Back Directory | [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. | [Reactivity Profile]
QUINALDINE(91-63-4) 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 . | [Air & Water Reactions]
Slightly soluble in water. | [Hazard]
Strong irritant to mucous membranes.
| [Fire Hazard]
This compound is probably combustible. | [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]
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. | [Uses]
Quinaldine is an anaesthetic used in fish transportation. Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators. | [Definition]
ChEBI: A quinoline compound in which the quinoline skeleton is substituted at C-2 with a methyl group. | [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. | [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 | [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.] |
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