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Quinoline

Quinoline
Quinoline structure
CAS No.
91-22-5
Chemical Name:
Quinoline
Synonyms
B 500;b-500;Leucol;Leukol;Quinolin;CHINOLIN;Benzazine;Chinoline;FEMA 3470;QUINOLINE
CBNumber:
CB2331254
Molecular Formula:
C9H7N
Formula Weight:
129.16
MOL File:
91-22-5.mol

Quinoline Properties

Melting point:
−17-−13 °C(lit.)
Boiling point:
113-114 °C11 mm Hg(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)
Water Solubility 
slightly soluble
Sensitive 
Light Sensitive & Hygroscopic
Merck 
14,8068
BRN 
107477
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
CAS DataBase Reference
91-22-5(CAS DataBase Reference)
NIST Chemistry Reference
Quinoline(91-22-5)
EPA Substance Registry System
Quinoline(91-22-5)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
  • NFPA
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
Hazardous Substances Data 91-22-5(Hazardous Substances Data)
Toxicity LD50 orally in rats: 460 mg/kg (Smyth)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H311 Toxic in contact with skin Acute toxicity,dermal Category 3 Danger P280, P302+P352, P312, P322, P361,P363, P405, P501
H312 Harmful in contact with skin Acute toxicity,dermal Category 4 Warning P280,P302+P352, P312, P322, P363,P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H341 Suspected of causing genetic defects Germ cell mutagenicity Category 2 Warning P201,P202, P281, P308+P313, P405,P501
H350 May cause cancer Carcinogenicity Category 1A, 1B Danger
H351 Suspected of causing cancer Carcinogenicity Category 2 Warning P201, P202, P281, P308+P313, P405,P501
H371 May cause damage to organs Specific target organ toxicity, single exposure Category 2 Warning P260, P264, P270, P309+P311, P405,P501
H373 May cause damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 2 Warning P260, P314, P501
H401 Toxic to aquatic life Hazardous to the aquatic environment, acute hazard Category 2 P273, P501
H411 Toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 2
H412 Harmful to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 3 P273, P501
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313 IF exposed or concerned: Get medical advice/attention.
P405 Store locked up.
P501 Dispose of contents/container to..…

NFPA 704

Diamond Hazard Value Description
1
2 0
Health   2 Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury (e.g. diethyl ether, ammonium phosphate, iodine)
Flammability   1 Materials that require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur. Includes some finely divided suspended solids that do not require heating before ignition can occur. Flash point at or above 93.3 °C (200 °F). (e.g. mineral oil, ammonia)
Instability   0 Normally stable, even under fire exposure conditions, and is not reactive with water (e.g. helium,N2)
Special  

(NFPA, 2010)

Quinoline price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 241571 Quinoline reagent grade, 98% 91-22-5 5g $44 2018-11-13 Buy
Sigma-Aldrich 241571 Quinoline reagent grade, 98% 91-22-5 100g $52.5 2018-11-13 Buy
TCI Chemical Q0011 Quinoline >98.0%(GC)(T) 91-22-5 25g $37 2018-11-22 Buy
TCI Chemical Q0011 Quinoline >98.0%(GC)(T) 91-22-5 500g $133 2018-11-22 Buy
Alfa Aesar 043225 Quinoline, 98% 91-22-5 1kg $175 2018-11-16 Buy

Quinoline Chemical Properties,Uses,Production

Description

Quinoline is a colourless hygroscopic liquid with characteristic odour. On exposure to light, it turns brown in colour. Quinoline decomposes on heating, and on burning produces toxic fumes including nitrogen oxides. Quinoline reacts with strong oxidants, acids, and anhydrides. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline is combustible. It gives off irritating or toxic fumes (or gases) in a fire. Quinoline is incompatible with strong acids, oxidisers, dinitrogen tetroxide, linseed oil, thionyl chloride, maleic anhydride, and perchromates and reacts violently with most incompatibles. Quinoline is used extensively in the manufacturing of dyes, preparation of hydroxyquinoline sulphate and niacin, as a solvent for resins and terpenes, and as an intermediate in the manufacture of other products.
Quinoline is used mainly as an intermediate in the manufacture of other several products, as a catalyst, as a corrosion inhibitor, in metallurgical processes, in the manufacture of dyes, as a preservative for anatomical specimens, in polymers and agricultural chemicals, and as a solvent for resins and terpenes. Quinoline is also used as an anti-malarial medicine. Because of its solubility in water, quinoline has significant potential for mobility in the environment, which may promote water contamination. Potential exposure to quinoline also occurs from the inhalation of cigarette smoke. Quinoline breaks down quickly in the atmosphere and water.

Chemical Properties

colourless to brown liquid

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

Preserving anatomical specimens; manufac- ture of quinolinol sulfate; niacin and copper-8- quinolinolate; flavoring.

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

A colorless two-ring heterocyclic compound with an unpleasant odor, which acts as a base and forms salts with acids. First made from the alkaloid quinine, it is found in bone oil and coal tar and used for making drugs and dyestuffs.

Definition

quinoline: A hygroscopic unpleasant-smelling colourless oily liquid,C9H7N; b.p. 240°C. Its molecules consistof a benzene ring fused to a pyridinering. It occurs in coal tar andbone oil, and is made from phenylamineand nitrobenzene. Quinolineis a basic compound, forming saltswith mineral acids and forming quaternaryammonium compounds withhaloalkanes. It is used for makingmedicines and dyes. In quinoline, thenitrogen atom is one atom awayfrom the position at which the ringsare fused. In an isomer, isoquinoline,the nitrogen atom is positioned twoatoms away from the fused ring.

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

Vapors are irritating to nose and throat and may cause headaches, dizziness, and nausea if inhaled. Ingestion causes irritation of mouth and stomach; vomiting may occur. Contact with eyes or skin causes irritation.

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.

Health Hazard

There is little information in the publishedliterature on the toxic properties of quinoline.The acute toxicity is moderate in rodentsfrom oral and dermal administration. Thereported oral LD50 values in rats showinconsistent values ranging between 300 and500 mg/kg. Its irritant action was mild onrabbits’ skin and severe in the animals’ eyes.Quinoline exhibited carcinogenicity inrats and mice, causing liver cancer. There isno evidence of its carcinogenicity in humans.It tested positive to the histidine reversion–Ames test for mutagenicity.

Fire Hazard

Flash Point (°F): 225 ℃; Flammable Limits in Air (%): No data; Fire Extinguishing Agents: Water, dry chemical, foam, or carbon dioxide; Fire Extinguishing Agents Not To Be Used: Not pertinent; Special Hazards of Combustion Products: Toxic oxides of nitrogen form in fires; Behavior in Fire: Exposure to heat can result in pressure build-up in closed containers, resulting in bulging or even explosion; Ignition Temperature (°F): 896; Electrical Hazard: No data; Burning Rate: 4.1 mm/min.

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.

First aid

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxy- gen if breathing is difficult. Remove and isolate contami- nated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmo- nary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.

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.

Purification Methods

Dry quinoline with Na2SO4 and distil it from zinc dust in a vacuum. It has also been dried by boiling with acetic anhydride, then fractionally distilled. Calvin and Wilmarth [J Am Chem Soc 78 1301 1956] cooled redistilled quinoline in ice and added enough HCl to form its hydrochloride. Diazotization removed aniline, the diazo compound being broken down by warming the solution to 60o. Non-basic impurities were removed by ether extraction. Quinoline was then liberated by neutralising the hydrochloride with NaOH, then dried with KOH and fractionally distilled at low pressure. Addition of cuprous acetate (7g/L of quinoline) and shaking under hydrogen for 12hours at 100o removed impurities due to the nitrous acid treatment. Finally the hydrogen was pumped off, and the quinoline was distilled. Other purification procedures depend on conversion to the phosphate (m 159o, precipitated from MeOH solution, filtered, washed with MeOH, then dried at 55o) or the picrate (m 201o) which, after recrystallisation, were reconverted to quinoline. The method using the picrate [Packer et al. J Am Chem Soc 80 905 1958] is as follows: quinoline is added to picric acid dissolved in the minimum volume of 95% EtOH, giving yellow crystals which were washed with EtOH, air-dried and crystallised from acetonitrile. These were dissolved in dimethyl sulfoxide (previously dried over 4A molecular sieves) and passed through a basic alumina column, onto which the picric acid is adsorbed. The free base in the effluent is extracted with n-pentane and distilled under vacuum. Traces of solvent can be removed by vapour-phase chromatography. [Moonaw & Anton J Phys Chem 80 2243 1976.] The ZnCl2 and dichromate complexes have also been used [Cumper et al. J Chem Soc 1176 1962]. [Beilstein 20 H 339, 20 I 134, 20 II 222, 20 III/IV 3334, 20/7 V 276.]

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


Quinoline Suppliers

Global( 232)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22043 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20786 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32651 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1669 55
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 24118 58
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 4557 58
QUALITY CONTROL CHEMICALS INC.
(323) 306-3136
(626) 453-0409 orders@qcchemical.com United States 8430 58
hdzhl biotechnology co., ltd
86-13032617415
sales@luchibiology.com CHINA 174 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 19997 58
Hangzhou QiFei Chemical Co., Ltd. 0571-28950939 18058801870
0571-28950939 hzqifeihuagong@163.com China 33 55

View Lastest Price from Quinoline manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-09 Quinoline
91-22-5
US $2.00 / KG 1KG 99% customise career henan chemical co

Quinoline Spectrum


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