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8-Nitroquinoline

8-Nitroquinoline structure

CAS No:
607-35-2
Formula:
C9H6N2O2
Chemical Name:
8-Nitroquinoline
Synonyms:
Quinoline,8-nitro-;8-Nitroquinoline;NSC 346
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

white to light yellow crystal powder

8-Nitroquinoline Basic Attributes

Molecular Weight：

174.16

Exact Mass：

174.16

BRN：

135178

EC Number：

210-135-9

UNII：

YWO6S88V4V

NSC Number：

346

DSSTox ID：

DTXSID6020985

Color/Form：

Monoclinic prisms from alcohol

HScode：

29334900

Characteristics

PSA：

58.7

XLogP3：

1.4

Appearance：

light yellow crystals

Density：

1.4±0.1 g/cm3

Melting Point：

91.5 °C

Boiling Point：

323.1°C at 760 mmHg

Flash Point：

149.2±20.9 °C

Refractive Index：

1.682

Water Solubility：

soluble in ethanol, ethyl ether and benzene, slightly soluble in cold water.

Storage Conditions：

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Toxicity：

TD orl-rat: 36,400 mg/kg/2Y-C:CAR,REP CALEDQ14,115,81

Experimental Properties：

UV: 3-177 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Quinoline, 3-nitro/|UV: 6811 (Sadtler Research Laboratories Spectral Collection) /Quinoline, 5-nitro/

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-36/37/38-40-68

safety instructions：

26-27-36/37/39-36

RTECS Number：

VC1925000

Marks：

Xn,Xi

Hazard note：

Harmful/Irritant

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302 + H312 + H332-H315-H319-H335-H351

Disposal Methods：

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

GHS Classification：

|Warning|H302 (90.91%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Antidote：

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aromatic hydrocarbons and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aromatic hydrocarbons and related compounds/

8-Nitroquinoline Use and Manufacturing

Methods of Manufacturing

Pure HH8-Nitroquinoline (3). Concentrated sulfuric avid, 385 mL, was slowly added to a suspension of 165.6 g(1.2 mol) of 2-nitroaniline (1) in 265 mL of water, themixture was heated to the boil, and 125 mL (1.71 mol)of glycerol (2) was slowly added. The resulting mixturewas refluxed under stirring for 4 h, cooled, dilutedwith equal volume of water, and neutralized with a25percent ammonia solution. The precipitate that formedwas filtered off, washed with water, dried, dissolved inbenzene, and chromatographed on alumina (Brockmannactivity II) with benzene as eluent. The eluatewas reduced in a minimal volume, 8-nitroquinolinewas precipitated with methanol, filtered off, and driedat 70° in air. Yield 75.6 g (72percent).A mixture was prepared to which 47 g of HGeneral procedure: General procedure for synthesis of quinolines from anilines and ADA was carried out in Panasonic NN-K5541JF microwave oven reactor equipping a magnetic stirring device. The typical procedures were as follows: ADA (1mmol), excessive anilines (4mmol) and solid catalyst were charged into a round-bottom ask; and then, the mixtures was placed into microwave reactor. The reaction was conducted by continuous microwave irradiation for 1–40 min under refluxing and stirring condition. Finally, the resulting products were determined by GC–MS of Varian Saturn 2200/ CP-3800 gas chromatography–mass spectrometry equipped with two CP8944 capillary columns (VF-5, 30m×0.25mm×0.25 μm).

Uses

Used as a reagent for organic synthesis and as a reagent for determination of bismuth

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

Formulations：

98% purity

Manufacturing Info：

Quinoline, 8-nitro-: INACTIVE

Computed Properties

Molecular Weight:174.16
XLogP3:1.4
Hydrogen Bond Acceptor Count:3
Exact Mass:174.042927438
Monoisotopic Mass:174.042927438
Topological Polar Surface Area:58.7
Heavy Atom Count:13
Complexity:202
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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