Quinoline
![Quinoline Structure](CAS/GIF/91-22-5.gif)
- 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
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 |
n |
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 |
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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 | |||||||||
F | 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 |
|
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 |
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.
Quinoline Preparation Products And Raw materials
Raw materials
Preparation Products
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Avra Synthesis Pvt Ltd | +914027175796 | New Delhi, India | 1606 | 30 | Inquiry |
Supplier | Advantage |
---|---|
GLR Innovations | 58 |
ANJI BIOSCIENCES | 58 |
ULTIMA CHEMICALS | 58 |
JSK Chemicals | 58 |
Mehk Chemicals Pvt Ltd | 58 |
Otto Chemie Pvt Ltd | 58 |
Loba Chemie Pvt., Ltd. | 58 |
Sagar Speciality Chemicals Pvt. Ltd. | 58 |
Multichem Specialities Private Limited. | 58 |
Avra Synthesis Pvt Ltd | 30 |
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