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Nitronaphthalene

Nitronaphthalene structure

Nitronaphthalene 

structure
  • CAS No:

    27254-36-0

  • Formula:

    C10H7NO2

  • Chemical Name:

    Nitronaphthalene

  • Synonyms:

    Naphthalene,nitro-;Nitronaphthalene;Mononitronaphthalene

Description

Nitronaphthalene appears as a yellow crystalline solid. Insoluble in water and denser than water. May irritate skin and eyes. Readily ignitable and may be difficult to extinguish once ignited. Used to make dyes and other chemicals.


Nitronaphthalene appears as a yellow crystalline solid. Insoluble in water and denser than water. May irritate skin and eyes. Readily ignitable and may be difficult to extinguish once ignited. Used to make dyes and other chemicals.|1-nitronaphthalene is a mononitronaphthalene substituted by a nitro group at position 1. It has a role as an environmental contaminant and a mouse metabolite.

Nitronaphthalene Basic Attributes

173.17 g/mol

173.047678466 g/mol

201-684-5

A51NP1DL2T

9584

2538

DTXSID7020978

Pale yellow needles|Yellow needles, recrystallized from ethanol

Characteristics

45.8 Ų

3.19 (LogP)|log Kow= 3.19

1.332 at 68 °F (NTP, 1992)|1.332 @ 20 °C

52 °C

579 °F at 760 mm Hg (sublimes) (NTP, 1992)|304.0 °C|304 °C (sublime)|BP: 180 °C @ 14 mm Hg

327 °F (NTP, 1992)|164 °C; 327 °F (closed cup)

less than 0.1 mg/mL at 72° F (NTP, 1992)|5.30e-05 M|Sol in alc; freely sol in chloroform, ether, carbon disulfide|Very sol in benzene and pyridine|In water, 9.18 mg/l @ 25 °C

4.80e-04 mmHg|4.8X10-4 mm Hg @ 25 °C

5.96 (NTP, 1992) (Relative to Air)

Odorless

5.40e-12 cm3/molecule*sec

1.76e-06 atm-m3/mole|Henry's Law constant = 1.76X10-6 atm-cu m/mol @ 25 °C

Gives dark red soln with concn sulfuric acid|Heat of fusion: 25.44 cal/g= 106.44 J/g= 18,432 J/mol|Enthalpy of formation: 10.2 kcal/mole|Hydroxyl radical reaction rate constant = 5.40X10-12 cu cm/molecule sec @ 25 °C

Highly flammable. Insoluble in water.

Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic

Highly Flammable

NITRONAPHTHALENE is incompatible with oxidizing agents and strong reducing agents. Mixtures with tetranitromethane are highly explosive and sensitive. Sulfuric acid and nitric acid mixtures of this compound undergo runaway reactions and detonate when the temperature is raised to 140° F. (NTP, 1992)

Safety Information

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

/Mixture of tetranitromethane/ ... with ... 1-nitronaphthalene ... /was/ found to be high /explosive/ ... of high sensitivity and detonation ... /velocity/.|Towards the end of nitration of mononitronaphthalene to trinitronaphthalene, a drain valve became blocked with tarry solid. Raising the temp to 60 °C to melt the obstruction led to separation of more solid, failure of the agitator, then a runaway reaction and detonation.|Explosive reaction with nitric acid and sulfuric acid above 60 °C.

Bioassay of 1-Nitronaphthalene for Possible Carcinogenicity (1978) Technical Rpt Series No. 64 DHEW Pub No. (NIH) 78-1314, U.S. Department of Health Education and Welfare, National Cancer Institute, Bethesda, MD 20014

Excerpt from ERG Guide 133 [Flammable Solids]: Flammable/combustible material. May be ignited by friction, heat, sparks or flames. Some may burn rapidly with flare-burning effect. Powders, dusts, shavings, borings, turnings or cuttings may explode or burn with explosive violence. Substance may be transported in a molten form at a temperature that may be above its flash point. May re-ignite after fire is extinguished. (ERG, 2016)

|Danger|H228 (78.57%): Flammable solid [Danger Flammable solids]|P201, P202, P210, P240, P241, P261, P264, P270, P271, P273, P280, P281, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 56 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 133 [Flammable Solids]: As an immediate precautionary measure, isolate spill or leak area for at least 25 meters (75 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 100 meters (330 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 133 [Flammable Solids]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch or walk through spilled material. SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover loosely; move containers from spill area. LARGE SPILL: Wet down with water and dike for later disposal. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)

Excerpt from ERG Guide 133 [Flammable Solids]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)

Flammable solid and combustible liquid when exposed to heat or flame.

Water of foam may cause frothing.|To fight fire use carbon dioxide, dry chem or water spray.

/GUIDE 133: FLAMMABLE SOLIDS/ Fire or Explosion: Flammable/combustible material. May be ignited by friction, heat, sparks or flames. Some may burn rapidly with flare burning effect. Powders, dusts, shavings, borings, turnings or cuttings may explode or burn with explosive violence. Substance may be transported in a molten form at a temperature that may be above its flash point. May re-ignite after fire is extinguished.|/GUIDE 133: FLAMMABLE SOLIDS/ Health: Fire may produce irritating and/or toxic gases. Contact may cause burns to skin and eyes. Contact with molten substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.|/GUIDE 133: FLAMMABLE SOLIDS/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 25 meters (75 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas.|/GUIDE 133: FLAMMABLE SOLIDS/ Protection Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for 1-NITRONAPHTHALENE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

| 1 - Materials that, under emergency conditions, can cause significant irritation.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.

The major hazards encountered in the use and handling of 1-nitronaphthalene stem from its toxicologic properties. Toxic by inhalation and dermal contact, exposure to this yellow, crystalline substance may occur during its manufacture, from its use as a corrosion inhibitor or as an intermediate in the production of drugs, perfumes, rubber chemicals, tanning agents, rodenticides, 1-naphthylamine, and commercial explosives. Effects from exposure may include contact burns to the skin and eyes, cyanosis, and anemia. In activities and situations where over-exposure may occur, wear a self-contained breathing apparatus and personal protective clothing. If contact should occur, immediately flush affected eyes and skin with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. 1-Nitronaphthalene may be ignited by heat, sparks, or flames, and may proceed rapidly with a flare-burning effect, producing irritating or poisonous gases. For fires involving 1-nitronaphthalene, extinguish with dry chemical, CO2, sand, water spray, fog, or standard foam (water and foam should be applied gently with caution because it may cause frothing). Small dry spills of 1-nitronaphthalene may be taken up with a clean shovel and placed into a clean, dry, covered container. Large spills should be wetted down and diked for later disposal. Before implementing land disposal of waste 1-nitronaphthalene, consult with environmental regulatory agencies for guidance.

1-Nitronaphthalene was emitted from diesel fueled vehicles at concn of 0.77 and 0.47 ug/g particulate matter for a high engine load of 100% at moderate speed of 1200 rpm and for a low engine load of 75% at high speed of 1800 rpm, respectively(1). The compound has been detected in emissions from unvented kerosene space heaters at rates of 8.0, 33, and 3 ng/kJ from two radiant and one maltuned convective space heaters, respectively(2).

URBAN/SUBURBAN: 1-Nitronaphthalene was detected in the ambient air of 2 sites in Singapore at concn of 0.34 and 0.51 ug/ 1000 cu m(1). In Aug 1986, 1-nitronaphthalene was detected in the day and night-time atmospheres of Glendora, CA at average concn of 2.5 and 3.9 ng/cu m(2). 1-Nitronaphthalene was also detected in the air of St. Louis, MO(3). On Feb 25, 1986, the ambient air concn of 1-nitronaphthalene was 3.0 ng/cu m for Torrance, CA(4). 1-Nitronaphthalene was also detected in the air of Southern CA at concn of 1.6, 0.53, 0.12, 0.01 and 2.3 ng/cu m(5). 1-Nitronaphthalene (vapor) was detected in the city atmosphere of central Birmingham, UK at concns 0.089 ng/cu m, mean, 0.033-0.207 ng/cu m, range in samples collected from Nov, 1995 - Feb, 1996(6). The samples were collected at a rooftop location(6). Concentrations in Deer Park, TX air (suburb of Houston) sampled over a 12 month period (8/90 to 8/91) were 403 (summer), 751 (fall), 113 (winter) and 102 pg/cu m (spring), combined vapor and particulate phase concns(7).|SOURCE DOMINATED: 1-Nitronaphthalene (vapor) was detected in the Queensway road tunnel, Birmingham, UK at concentrations of 1.59 ng/cu m, mean and a range of 0.56-1.22 ng/cu m in samples collected from Nov, 1995 - Feb, 1996(1).

Toxicity

LD50 Rat oral 150 mg/kg|LD50 Rat ip 86 mg/kg

A bioassay of technical grade 1-nitronaphthalene for possible carcinogenicity was conducted using Fischer 344 rats and B6C3F1 mice. /The cmpd/ was administered in the feed, at either of two concentrations, to groups of 50 male and 50 female animals of each species. The high and low time weighted avg concentrations used ... were, respectively, 0.18 and 0.06% for rats and 0.12 and 0.06% for mice. After a 78 wk period of cmpd administration, the rats were observed for an additional period of up to 31 wk and the mice for an additional period of up to 20 wk. For rats 50 animals of each sex were placed on test as controls for low dose groups and 25 of each sex for the high dose groups. For mice 50 animals of each sex were placed on test as controls for each dosed group. Under the conditions of this bioassay 1-nitronaphthalene was not demonstrated to be carcinogenic in Fischer 344 rats or B6C3F1 mice. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

1-Nitronaphthalene's production and use in deblooming petroleum oils (agent added to mask fluorescence(2)) and in the manufacture of dyes and intermediates(1) may result in its release to the environment through various waste streams(SRC). 1-Nitronaphthalene is also released to the environment as an emission of diesel fuel combustion(3).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,295(SRC), determined from a log Kow of 3.19(2) and a regression-derived equation(3), indicates that 1-nitronaphthalene is expected to have low mobility in soil(SRC). Volatilization of 1-nitronaphthalene from moist soil surfaces is expected to be an important fate process(SRC) given a estimated Henry's Law constant of 1.76X10-6 atm-cu m/mole(4). 1-Nitronaphthalene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 4.8X10-4 mm Hg(5). A mineralization rate of 0.21 ug/g day-1 after a lag of 4-5 weeks in flooded soil(6) suggests that anaerobic biodegradation is not an important environmental fate process in soil.|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,295(SRC), determined from a log Kow of 3.19(2) and a regression-derived equation(3), indicates that 1-nitronaphthalene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.76X10-6 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 27 and 204 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 57(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). A mineralization rate of 0.21 ug/g day-1 after a lag of 4-5 weeks in flooded soil(7) suggests that anaerobic biodegradation is not an important environmental fate process in water.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-nitronaphthalene, which has a vapor pressure of 4.8X10-4 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 1-nitronaphthalene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6 days(SRC), calculated from its rate constant of 5.4X10-12 cu cm/molecule-sec at 25 °C(3). Particulate-phase 1-nitronaphthalene may be removed from the air by wet and dry deposition(SRC). Gas-phase photolysis is the major degradation pathway for 1-nitronaphthalene as indicated by a measured photolysis half-life of 0.5 hrs(4).

The rate constant for the vapor-phase reaction of 1-nitronaphthalene with photochemically-produced hydroxyl radicals is 5.4X10-12 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 3 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1-Nitronaphthalene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Gas-phase photolysis is the major degradation pathway for 1-nitronaphthalene as indicated by a measured photolysis half-life of 0.5 hrs(3).

An estimated BCF of 57 was calculated for 1-nitronaphthalene(SRC), using a log Kow of 3.19(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

The Koc of 1-nitronaphthalene is estimated as 1,295(SRC), using a log Kow of 3.19(1) and a regression-derived equation(2). A Koc value of 1,047 was calculated from measured Kf value of 82.1 derived using a clayey loam containing 28% sand, 33% silt sand, 39% clay, 1.6% organic carbon, 3.96% organic matter, and pH 7.27(3). According to a classification scheme(4), these estimated Koc values suggest that 1-nitronaphthalene is expected to have low mobility in soil.

The Henry's Law constant for 1-nitronaphthalene is 1.76X10-6 atm-cu m/mole(1). This Henry's Law constant indicates that 1-nitronaphthalene is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 27 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 204 days(SRC). 1-Nitronaphthalene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 1-Nitronaphthalene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 4.8X10-4 mm Hg(3).

Occupational exposure to 1-nitronaphthalene may occur through inhalation and dermal contact with this compound at workplaces where 1-nitronaphthalene is produced or used. Monitoring data indicate that the general population may be exposed to 1-nitronaphthalene via inhalation of ambient air. (SRC)

Drug Information

Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included. (See all compounds classified as Carcinogens.)

After i.p. administration of (14)C1-NN (100 mg/kg; 60 microCi/kg) /to male Sprague Dawley rats/, 84% of the dose was eliminated in the urine and feces by 48 hr. At 96 hr, 60% of the dose was recovered in the urine, 32% in the feces, and 1% collectively in the tissues, blood, and gastrointestinal contents. The terminal phase rate constant (k(term)) of 1-NN was 0.21 hr(-1), the terminal phase half-life (T(1/2,term)) was 3.40 hr, and the systemic bioavailability was 0.67. When administered i.v. (10 mg/kg; 120 microCi/kg), 85% of the dose was eliminated in the urine and feces by 24 hr. At the end of the study (96 hr), 56% of the dose was recovered in the urine, 36% in the feces, and 1% collectively in the tissues, blood, and gastrointestinal contents. Interestingly, 88% of the dose was secreted into bile by 8 hr. The k(term) was 0.94 hr(-1) and the T(1/2,term) was 0.77 hr.|Lung and liver microsomes from male Swiss-Webster mice metabolized 1-nitronaphthalene to products that bound microsomal macromolecules. The binding was NADPH- and oxygen-dependent and was inhibited by carbon monoxide, nitrogen and SKF-525A. Little binding was detected with kidney microsomes. Pretreatment of the mice with beta-naphthoflavone enhanced the binding to lung microsomal macromolecules; phenobarbital pretreatment increased the binding to liver microsomes. Incubations were also conducted with lung slices and isolated lung cells. Autoradiographs of the lung slices showed that most of the binding occurred in the epithelial cells of the bronchioles and smaller airways. With the isolated lung cells, there was preferential binding of 1-nitronaphthalene to cell populations enriched in Clara cells. beta-Naphthoflavone pretreatment increased the binding of 1-nitronaphthalene in both the lung slices and isolated lung cells.

When incubated at 37 °C with rabbit liver microsome suspensions, 1-nitronaphthalene was reduced to 1-hydroxyaminonaphthalene.|1-Naphthylamine was urinary metabolite of 1-nitronaphthalene in rats.|Incubation of 1-nitronaphthalene under anaerobic conditions with a postmitochondrial supernatant from the livers of male Fischer rats resulted in the stoichiometric formation of 1-naphthylamine. Under aerobic conditions, a rat liver metabolic system converted 1-nitronaphthalene into dihydrodiol and phenol metabolites.|N-Hydroxy-1-naphthylamine (which has been shown to induce tumors in experimental animals) has been detected as a metabolite of 1-nitronaphthalene in vitro.|For more Metabolism/Metabolites (Complete) data for 1-NITRONAPHTHALENE (6 total), please visit the HSDB record page.

Male Sprague-Dawley rats, iv, 0.77 hr.|Male Sprague-Dawley rats, ip, 3.4 hr, terminal phase.

Excerpt from ERG Guide 133 [Flammable Solids]: Fire may produce irritating and/or toxic gases. Contact may cause burns to skin and eyes. Contact with molten substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution. (ERG, 2016)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

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 shock and treat if necessary ... . Anticipate seizures 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 ... . /Naphthalene and Related Compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Start an IV with lactated Ringer's. Adequate hydration must be maintained to prevent renal failure secondary to myoglobinuria unless signs of cerebral or pulmonary edema are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Treat seizures with diazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Naphthalene and related compounds/|Maintain an open air way and assist ventilation if necessary. Treat coma and seizures if they occur. Treat hemolysis and resulting hemoglobinuria if they occur by intravenous hydration and urinary alkalinization. There is no specific antidote. Administer activated charcoal if available. Do not induce vomiting, because of the risk of lethargy and seizures. Do not administer milk, fats or oils, which may enhance absorption|NAPHTHALENE toxicosis caused by vapor inhalation can usually be managed simply by removing the individual to fresh air. Skin contamination should be removed promptly by washing with soap and water. Eye contamination should be removed by flushing with copious amounts of clear water. Irritation may be severe, and if it persists, should receive medical attention. SRP: /It may be helpful to empty stomach and administer dose of activated charcoal/ Examine the plasma for evidence of hemolysis: a reddish-brown tinge. Examine the blood smear for "ghosts" and Heinz bodies. If /hemolysis is/ present, monitor red blood cell count and hematocrit for anemia, urine for protein, and cells. Measure direct- and indirect-reacting bilirubin in the plasma. Monitor fluid balance and blood electrolytes. If possible, monitor urinary excretion of naphthol to assess severity of poisoning and clinical progress. If hemolysis is clinically significnt, administer intravenous fluids to accelerate urinary excretion of the naphthol metabolite and protect the kidney from products of hemolysis. Use Ringer's-lactate or sodium bicarbonate to keep urine pH above 7.5. Consider use of mannitol, or furosemide, to promote diuresis. If urine flow declines, intravenous infusions must be carefully monitored to avoid fluid overload. Institute hemodialysis. Consider charcoal hemoperfusion in tandem to extract naphthalene and end-products. If anemia is severe, blood transfusions may be needed. Hydrocortisone may be of some benefit if significant hemolysis is present. /Fumigant poisoning/

/HUMAN EXPOSURE STUDIES/ Acute health hazard of aromatic nitrocompounds is cyanosis and chronic manifestation is anemia ... /Nitrocompounds, aromatic/|/HUMAN EXPOSURE STUDIES/ Nitronaphthalene vapors have been thought to cause special type of keratitis. However, it is not entirely certain that nitronaphthalene is responsible ... /nitronaphthalene/

1-nitronaphthalene

Nitronaphthalene Use and Manufacturing

Methods of Manufacturing

Prepared by the action of nitric and sulfuric acids on finely ground naphthalene.|Naphthalene is charged to sulfuric acid alternately with mixed acid /(sulfuric and nitric acid)/ at 40-50 °C over 8 hours, with the final temperature being 55 °C. The acid strength used allows the molten product to be separated as an oil and washed. Continuous operation at 50-60 °C with mixed acid /(sulfuric and nitric acid)/ gives a comparable product. The crude reaction product is obtained in 90-95% yield and is purified by vacuum distillation.

Production

(1972) PROBABLY GREATER THAN 4.54X10+5 G|(1975) PROBABLY GREATER THAN 2.27X10+6 G

1-Nitronaphthalene is available for research purposes at 99% purity. It is also available in a certified purity of 99.61% as a reference material.

Naphthalene, 1-nitro-: ACTIVE

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:173.17
XLogP3:3.2
Hydrogen Bond Acceptor Count:2
Exact Mass:173.047678466
Monoisotopic Mass:173.047678466
Topological Polar Surface Area:45.8
Heavy Atom Count:13
Complexity:200
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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