1,5-Diaminonaphthalene

158.2

158.20

907947

218-817-8

13PD3J52LK

0668

401110

3077

DTXSID3020916

Colorless prisms

29215990

52

2.1

Gray to dark brown Powder

1.4 g/cm³ @ Temp: 25 °C

190 °C

200-210°C5mm

200-210°C/5mm

1.757

H2O: <0.1 g/100 mL at 20.5 ºC

Store below +30°C.

Vapour pressure, Pa at 20°C: 0.0000023

pKa1 = 4.44 (conjugate acid)

This chemical is sensitive to prolonged exposure to air. Insoluble in water.

Amines, Aromatic

1,5-NAPHTHALENEDIAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

580 °C

Ⅲ

9

UN 3077 9/PG 3

2

40-50/53

36/37-60-61

QJ3400000

Xn,N

Well closed.

P273-P281-P501

H351-H410

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.

DHEW/NCI; Bioassay of 1,5-Naphthalenediamine for Possible Carcinogenicity (1978) Technical Rpt Series No. 143 DHEW Pub No. (NIH) 78-1398

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Warning|H351: Suspected of causing cancer [Warning Carcinogenicity]|P201, P202, P273, P281, P308+P313, P391, P405, and P501|H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]|Aggregated GHS information provided by 86 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P273, P280, P301+P312, P302+P352, P304+P340, P309+P311, P312, P321, P330, P333+P313, P363, P391, P403+P233, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)|Use water spray, foam, powder, carbon dioxide.

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. 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)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). RECOMMENDED GLOVE MATERIALS: If this chemical makes direct contact with your gloves, or if a tear, puncture or hole develops, replace them at once. Glove Type Model Number Thickness Bkthru Time PVA Edmont 25-545 Unknown 480 min Unknown North 0.10 mm 480 min Silvershield PE/EVOH/PE Safety4 4H 0.07 mm 240 min (NTP, 1992)

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.

Well closed.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

Repeated or prolonged contact may cause skin sensitization.

NO open flames.

PREVENT DISPERSION OF DUST! STRICT HYGIENE!

Use local exhaust.

Protective gloves. Protective clothing.

Wear safety spectacles.

LD50 Rat oral 634 mg/kg bw

A bioassay of 1,5-naphthalenediamine for possible carcinogenicity was conducted using Fischer 344 rats and B6C3F1 mice. l,5-Naphthalenediamine was admin in the feed, at either of two concn, to groups of 50 male and 50 female animals of each species. The high and low dietary concn utilized in the chronic bioassay were, respectively, 0.1 and 0.05 % for rats and 0.2 and 0.1 % for mice. The cmpd was admin in the diet for 103 wk, followed by up to 4 wk of observation. Fifty mice of each sex and 25 rats of each sex were placed on test as controls. These animals were observed for up to 110 wk. There were no significant positive associations between the admin concn of 1,5-naphthalenediamine and mortality in either sex of rats or mice. In all groups adequate numbers of animals survived sufficiently long to be at risk from late developing tumors. ... Under the conditions of this bioassay, 1,5-naphthalenediamine was carcinogenic in female Fischer 344 rats, causing clitoral and uterine neoplasms. 1,5-Naphthalenediamine was also carcinogenic for B6C3F1 mice, producing thyroid neoplasms in males and neoplasms of the thyroid, liver, and lung in females. Insufficient evidence was provided for the carcinogenicity of the cmpd in male Fischer 344 rats. ...Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Positive; Male Mice: Positive; Female Mice: Positive.

1,5-Naphthalenediamine's production and use as an organic synthesis reagent(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5,000(SRC), determined from a structure estimation method(2), indicates that 1,5-naphthalenediamine is expected to have slight mobility in soil(SRC). 1,5-Naphthalenediamine is a weak base with a pKa of 4.44(3) indicating it will partially exist in the protonated form under acidic conditions. Volatilization from moist surfaces is not expected to be an important fate process because cations do not volatilize and the estimated Henry's Law constant of the free base is 6.6X10-11 atm-cu m/mole(SRC), calculated using a fragment constant estimation method(4). 1,5-Naphthalenediamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9X10-5 mm Hg(SRC), determined from a fragment constant method(5). 1,5-Naphthalenediamine was not degraded in a single screening study using an activated sludge inoculum; however, no data were located regarding the biodegradation of 1,5-naphthalenediamine in soil(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5,000(SRC), determined from a structure estimation method(2), indicates that 1,5-naphthalenediamine is expected to adsorb to suspended solids and sediment(SRC). 1,5-Naphthalenediamine is a weak base with a pKa of 4.44(3) indicating it will partially exist in the protonated form under acidic conditions. Volatilization from water surfaces is not expected to be an important fate process because cations do not volatilize and the estimated Henry's Law constant of the free base is 6.6X10-11 atm-cu m/mole(SRC), calculated using a fragment constant estimation method(4). According to a classification scheme(5), a BCF of 1.5 measured in carp(6), suggests bioconcentration in aquatic organisms is low(SRC). 1,5-Naphthalenediamine was not degraded in a single screening study using an activated sludge inoculum(5); however, no data were located regarding the biodegradation of 1,5-naphthalenediamine in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,5-naphthalenediamine, which has an estimated vapor pressure of 2.9X10-5 mm Hg at 25 °C (SRC), determined from a fragment constant method(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 1,5-naphthalenediamine 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 2 hours(SRC), calculated from its rate constant of 2X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 1,5-naphthalenediamine may be removed from the air by wet and dry deposition(SRC). Naphthalene and structurally related chemicals absorb light greater than 290 nm and may be susceptible to photolysis(4); however the rate of this potential reaction is not known for 1,5-naphthalenediamine(SRC).

The rate constant for the vapor-phase reaction of 1,5-naphthalenediamine with photochemically-produced hydroxyl radicals has been estimated as 2X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Naphthalene and structurally related chemicals absorb light greater than 290 nm and may be susceptible to photolysis(2); however the rate of this potential reaction is not known for 1,5-naphthalenediamine(SRC). 1,5-Naphthalenediamine has a pKa of 4.44(3) and will partially exist in the protonated form under acidic conditions(SRC). Other than the protonation of the amino groups, 1,5-naphthalenediamine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(4).

4.47|A BCF of 1.5 was measured for carp exposed to 0.02 mg/l of 1,5-naphthalenediamine for 6 weeks(1). According to a classification scheme(2), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1,5-naphthalenediamine can be estimated to be 5,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,5-naphthalenediamine is expected to have slight mobility in soil. The pKa of 1,5-naphthalenediamine is 4.44(3), indicating that this compound will partially exist in the protonated form in the environment under acidic conditions and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts(4). Primary and secondary aromatic amines are also susceptible to strong irreversible binding to humic material due to the high reactivity of the aromatic amino group(5).

1,5-Naphthalenediamine is a weak base with a pKa of 4.44(1) indicating it will partially exist in the protonated form under acidic conditions. Volatilization from water and moist soil surfaces is not expected to be an important fate process because cations do not volatilize and the estimated Henry's Law constant of the free base is 6.6X10-11 atm-cu m/mole(SRC), calculated using a fragment constant estimation method(2). 1,5-Naphthalenediamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(3).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 28 workers (none of these are female) are potentially exposed to 1,5-naphthalenediamine in the US(1). Occupational exposure to 1,5-naphthalenediamine may occur through inhalation and dermal contact with this compound at workplaces where 1,5-naphthalenediamine is produced or used(SRC).

0.30 Days

SYMPTOMS: This compound is an irritant. ACUTE/CHRONIC HAZARDS: When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide, and NOx. (NTP, 1992)

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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. 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. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

Fresh air, rest. Refer for medical attention.

Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. 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 ... . 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as 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 ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

1,5-naphthalenediamine

The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.

NOT PRODUCED COMMERCIALLY IN THE US

Method: EPA-EAD 1625, Semivolatile Organic Compounds by Isotope Dilution GC/MS; Analyte: 1,5-Naphthalenediamine; Matrix: Water.