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Quinoline

Quinoline Structure
CAS No.
91-22-5
Chemical Name:
Quinoline
Synonyms
Quinolin;1-Benzaine;Leukol;BENZO[B]PYRIDINE;Quinoline, synthetic, 99%;b-500;B 500;Leucol;CHINOLIN;ai3-01241
CBNumber:
CB2331254
Molecular Formula:
C9H7N
Molecular Weight:
129.16
MOL File:
91-22-5.mol
MSDS File:
SDS
Modify Date:
2024/5/23 18:06:45

Quinoline Properties

Melting point -17--13 °C (lit.)
Boiling point 113-114 °C/11 mmHg (lit.) 237 °C (lit.)
Density 1.093 g/mL at 25 °C (lit.)
vapor density 4.5 (vs air)
vapor pressure 0.07 mm Hg ( 20 °C)
refractive index n20/D 1.625(lit.)
Flash point 214 °F
storage temp. Store below +30°C.
solubility 6g/l
form Liquid
pka 4.9(at 20℃)
color Purple to dark grey
Odor Strong, unpleasant.
PH 7.3 (5g/l, H2O, 20℃)
explosive limit 1.2-7%(V)
Odor Type medicinal
Water Solubility slightly soluble
Sensitive Light Sensitive & Hygroscopic
Merck 14,8068
BRN 107477
Dielectric constant 2.6(-180℃)
Stability Stable. Incompatible with strong acids, strong oxidizing agents. May discolour on exposure to light. Hygroscopic - protect from moisture. Reacts violently and unpredictably with some materials, especially strong oxidizing agents.
InChIKey SMWDFEZZVXVKRB-UHFFFAOYSA-N
LogP 2.04 at 22℃
CAS DataBase Reference 91-22-5(CAS DataBase Reference)
IARC 2B (Vol. 121) 2019
NIST Chemistry Reference Quinoline(91-22-5)
EPA Substance Registry System Quinoline (91-22-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H301-H312-H315-H319-H341-H350-H411
Precautionary statements  P202-P273-P280-P301+P310-P302+P352+P312-P305+P351+P338
Hazard Codes  Xn,N,T
Risk Statements  21/22-38-41-68-40-37/38-51/53-36/38-45
Safety Statements  26-36/37/39-36-23-61-45-53
RIDADR  UN 2656 6.1/PG 3
WGK Germany  2
RTECS  VA9275000
8
Autoignition Temperature 896 °F
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29334900
Toxicity LD50 orally in rats: 460 mg/kg (Smyth)
NFPA 704
2
3 0

Quinoline price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.02407 Quinoline for synthesis 91-22-5 5ML ₹3170 2022-06-14 Buy
Sigma-Aldrich(India) 8.02407 Quinoline for synthesis 91-22-5 250ML ₹14960 2022-06-14 Buy
Sigma-Aldrich(India) 94517 Quinoline analytical standard 91-22-5 1ML ₹6332.63 2022-06-14 Buy
Sigma-Aldrich(India) 8.02407 Quinoline for synthesis 91-22-5 1L ₹40550 2022-06-14 Buy
Sigma-Aldrich(India) 8.02407 Quinoline for synthesis 91-22-5 49KG ₹300959.99 2022-06-14 Buy
Product number Packaging Price Buy
8.02407 5ML ₹3170 Buy
8.02407 250ML ₹14960 Buy
94517 1ML ₹6332.63 Buy
8.02407 1L ₹40550 Buy
8.02407 49KG ₹300959.99 Buy

Quinoline Chemical Properties,Uses,Production

Chemical Properties

Quinoline is a colorless liquid with a penetrating amine odor. Turns brown on exposure to light.

Occurrence

Quinoline was discovered in coal tar distillate in 1834 by Runge. It is released to the environment through natural combustion processes and has been isolated from air particulates (Dong et al 1977). Quinoline may be a significant aqueous byproduct of synthetic fuel production (shale oil, coal processing) and from wood preservation production and use facilities. Small amounts also have been detected in tobacco smoke (Schmeltz and Hoffmann 1977).

Uses

Quinoline is used in the manufacture of dyesand hydroxyquinoline salts; as a solvent forresins and terpenes; and therapeutically as anantimalarial agent. It occurs in coal tar insmall amounts.

Production Methods

Quinoline may be synthesized by heating aniline with glycerol and nitrobenzene in sulfuric acid (Skraup method) or by reacting aniline, acetaldehyde, and a formaldehyde hemiacetal (Windholz et al 1983). Commercial production is by isolation from coal tar with greater than 100,000 lbs being produced in 1977. Production of refined quinoline has almost ceased due to low demand (Parris et al 1983).

Definition

ChEBI: The simplest member of the quinoline class of compounds, comprising a benzene ring ortho fused to C-2 and C-3 of a pyridine ring.

General Description

A colorless liquid with a peculiar odor. Slightly denser than water. Contact may irritate to skin, eyes, and mucous membranes. May be toxic by ingestion. Used to make other chemicals.

Air & Water Reactions

Hygroscopic. Soluble in water.

Reactivity Profile

Quinoline is hygroscopic. Quinoline absorbs as much as 22% water. Quinoline is sensitive to light and moisture. Quinoline darkens on storage. Quinoline is a weak base. A potentially explosive reaction may occur with hydrogen peroxide. Quinoline reacts violently with dinitrogen tetraoxide. Quinoline also reacts violently with perchromates. Quinoline is incompatible with (linseed oil + thionyl chloride) and maleic anhydride. Quinoline is also incompatible with strong oxidizers and strong acids. Quinoline can be unpredictably violent. Quinoline dissolves sulfur, phosphorus and arsenic trioxide. Quinoline may attack some forms of plastics. Quinoline is a preparative hazard.

Health Hazard

No industrial injuries from quinoline exposure have been reported. Handling precautions similar to those taken for pyridine are recommended (EOHS 1971).
Clinical signs of toxicity include lethargy, respiratory distress, and coma; cause of death is respiratory paralysis. Quinoline is a skin and eye irritant; it may cause permanent corneal injury (EOHS 1971).
Routine occupational exposure to quinoline probably constitutes low risk for acute toxicity. Long-term exposure to low concentrations may increase cancer risk.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: Attacks some forms of plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Industrial uses

Quinoline is used as a solvent for resins and terpenes. It also is used as an antimalarial, an antioxidant, a catalyst and as an intermediate in the manufacture of various products (Parris et al 1983).

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. Moderately toxic by skin contact. A skin and severe eye irritant. Mutation data reported. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. It can cause retinitis sdar to that caused by naphthalene but without causing opacity of the lens. Combustible when exposed to heat or flame. Its preparation has caused many industrial explosions. Potentially explosive reaction with hydrogen peroxide. Violent reaction with dmtrogen tetraoxide, perchromates. Incompatible with linseed oil + thionyl chloride, maleic anhydride, Unpredctably violent. When heated to decomposition it emits toxic fumes of NOx.

Potential Exposure

In manufacture of quinoline deriva- tives (dyes and pesticides); in synthetic fuel manufacture. Occurs in cigarette smoke.

Carcinogenicity

Liver tumors were observed in rats administered diets containing 0.05–0.25% quinoline. The incidence of hepatocellular carcinomas was 3/11 at 0.05%, 3/16 at 0.1%, and 0/19 at 0.25% versus 0/6 in controls. At 0.25%, most of the rats died within 40 weeks. The incidences of hemangioendotheliomas were 6/11, 12/16, 18/19, and 0/6, respectively. Hepatocellular carcinomas and hemangioendotheliomas were seen in livers of rats fed 500, 1000, or 2500 ppm for 16–40 weeks. Typical hyperplasias were also observed in the liver.

Environmental Fate

biodegradative processes occur under aerobic conditions. Anaerobic degradation is minimal (Mill et al 1981). Breakdown of quinoline in natural waters has been correlated with bacterial concentration (Rogers et al 1984). Adsorption was high in acidic soils (pH<6) and low in basic soils (pH>7). The presence of pyridine decreased quinoline adsorption on acidic, but not basic, soils. Sorption did not correlate with organic carbon or clay content (Felice et al 1984). Soil bacteria have been grown with quinoline as the sole carbon source (Grant and Al-Najjar 1976). Quinoline did not bioconcentrate to a significant extent in fathead minnows (Southworth et al 1980).

Shipping

UN2656 Quinoline, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Reacts, possibly violently, with strong oxidants, strong acids; perchromates, nitrogen tetroxide; and maleic anhydride. Keep away from moisture, steam, and light. Contact with hydrogen peroxide may cause explosion. Unpredictably violent, this substance has been the source of various plant accidents.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinera- tor equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

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