Bis(dimethylaminoethyl) ether

160.26

160.26

1739668

221-220-5

NL66Q36V7L

109887

2927

DTXSID5027512

Liquid

2922199090

15.7

-0.54 (est)

Bis(2-(dimethylamino)ethyl)ether appears as a clear or yellow liquid. Bp: 188°C. Toxic by inhalation, by skin absorption, ingestion, and eye contact.

0.8496 g/cm³ @ Temp: 20 °C

70 °C @ Press: 11 Torr

151 °F

1.445

In water, 1.0X10+6 /miscible/ at 25 deg C (est)

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.[Sigma-Aldrich; Material Safety Data Sheet for Bis

0.748 mm Hg at 25 deg C (est)

Oral-rat LD50; 1070mg/kg; Skin-rabbit LD50: 280ml/kg

Flammable; burning produces toxic nitrogen oxide fumes

Henry's Law constant = 1.2X10-10 atm-cu m/mol at 25 °C (est)

pKa1 = 8.14 (amine); pKa2 = 9.21 (amine) (est)

Hydroxyl radical reaction rate constant = 2.12X10-10 cu cm/molecule-sec at 25 °C (est)

No rapid reaction with air No rapid reaction with water

Amines, Phosphines, and Pyridines

Bis (2-(dimethylamino)ethyl)ether reacts as a base. Reacts exothermically with acids. May form explosive peroxides upon exposure to the air.

III

3

UN 2927 6.1/PG 2

2

20-22-24-34

26-36/37/39-45

KR9460000

T

Treasury is ventilated, low temperature and dry; stored separately from food materials

P280-P305 + P351 + P338-P310

H302-H311-H314-H332

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. For electric vehicles or equipment, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. (ERG, 2016)

|Danger|H302 (95.43%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 503 companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: 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)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. Provide: Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection. Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|Wear appropriate eye protection to prevent eye contact.|Wear appropriate personal protective clothing to prevent skin contact.|Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substances; this is irrespective of the recommendation involving the wearing of eye protection.|Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.]|For more Personal Protective Equipment (PPE) (Complete) data for Bis (2-dimethylaminoethyl) ether (7 total), please visit the HSDB record page.|(See protection codes)

For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Wear self contained breathing apparatus for fire fighting if necessary. Use water spray to cool unopened containers.[Sigma-Aldrich; Material Safety Data Sheet for Bis

Personal precautions: Wear respiratory protection. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.[Sigma-Aldrich; Material Safety Data Sheet for Bis

Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.[Sigma-Aldrich; Material Safety Data Sheet for Bis|Work clothing that becomes wet or significantly contaminated should be removed and replaced.|The worker should immediately wash the skin when it becomes contaminated.|Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling the product.[Sigma-Aldrich; Material Safety Data Sheet for Bis|For more Preventive Measures (Complete) data for Bis (2-dimethylaminoethyl) ether (7 total), please visit the HSDB record page.

A severe skin and eye irritant.

In May 1978, OSHA and NIOSH jointly published the Current Intelligence Bulletin (CIB) 26: NIAX Catalyst ESN. In this CIB, OSHA and NIOSH recommended that occupational exposure to NIAX Catalyst ESN, its components, dimethylaminopropionitrile and bis(2-(dimethylamino)ethyl)ether, as well as formulations containing either component, be minimized. Exposures should be limited to as few workers as possible, while minimizing workplace exposure concentrations with effective work practices and engineering controls. Exposed workers should be carefully monitored for potential disorders of the nervous and genitourinary system. Although substitution is a possible control measure, alternatives to NIAX Catalyst ESN or its components should be carefully evaluated with regard to possible adverse health effects.

highly toxic

LD50 Rabbit dermal 314 mg/kg 24hr occlusive|LD50 Rabbit dermal female 535 mg/kg 4hr occlusive|LD50 Rabbit dermal male 348 mg/kg 4hr occlusive|LD50 Rat oral 909 mg/kg|For more Non-Human Toxicity Values (Complete) data for Bis (2-dimethylaminoethyl) ether (10 total), please visit the HSDB record page.

Bis (2-dimethylaminoethyl) ether's production and use as a laboratory reagent(1) and as a catalyst in the manufacturing of polyurethane foams(2) 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 13(SRC), determined from a structure estimation method(2), indicates that bis (2-dimethylaminoethyl) ether is expected to have very high mobility in soil(SRC). However, the estimated pKa values of bis (2-dimethylaminoethyl) ether are 8.14 and 9.21(3), indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization from moist soil is not expected because the compound exists as a cation and cations do not volatilize. Bis (2-dimethylaminoethyl) ether is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.75 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). Utilizing the Japanese MITI test, 0% of the Theoretical BOD was reached in 4 weeks(6) indicating that biodegradation is not a rapid environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 13(SRC), determined from a structure estimation method(2), indicates that bis (2-dimethylaminoethyl) ether is not expected to adsorb to suspended solids and sediment(SRC). The estimated pKa values of 8.14 and 9.21(3) indicate that bis (2-dimethylaminoethyl) ether will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process. According to a classification scheme(4), an estimated BCF of 3(SRC), from an estimated log Kow of -0.54(5) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 0% of the Theoretical BOD was reached in 4 weeks(7) indicating that biodegradation is not expected to be a rapid environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis (2-dimethylaminoethyl) ether, which has an estimated vapor pressure of 0.75 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase bis (2-dimethylaminoethyl) ether 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 hrs(SRC), calculated from its rate constant of 2.1X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Bis (2-dimethylaminoethyl) ether does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of bis (2-dimethylaminoethyl) ether with photochemically-produced hydroxyl radicals has been estimated as 2.1X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 0.6 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Bis (2-dimethylaminoethyl) ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Bis (2-dimethylaminoethyl) ether does not contain chromophores that absorb at wavelengths >290 nm(3), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3 was calculated in fish for bis (2-dimethylaminoethyl) ether(SRC), using an estimated log Kow of -0.54(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). The compound is considered to have low bioconcentration potential using a partition coefficient test(4).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of bis (2-dimethylaminoethyl) ether can be estimated to be 13(SRC). According to a classification scheme(2), this estimated Koc value suggests that bis (2-dimethylaminoethyl) ether is expected to have very high mobility in soil. However, the pKa values of bis (2-dimethylaminoethyl) ether are pKa1 = 8.14 and pKa2 = 9.21, indicating that this compound will almost entirely exist in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).

The estimated pKa values of 8.14 and 9.21(1) indicate that bis (2-dimethylaminoethyl) ether will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process. Bis (2-dimethylaminoethyl) ether is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.75 mm Hg(SRC), determined from a fragment constant method(3).

SURFACE WATER: Bis (2-dimethylaminoethyl) ether was tested for but not detected in river water samples collected on April 2, 1980 from the highly polluted Hahashida River in Japan; the Hayashida is a tributary of the Ibo River that runs through Tatsuno City, Hyogo Prefecture, a center of leather manufacture(1).

According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of bis (2-dimethylaminoethyl) ether is 100 to 999; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 1,529 workers (165 of these were female) were potentially exposed to bis (2-dimethylaminoethyl) ether in the US(1). Occupational exposure to bis (2-dimethylaminoethyl) ether may occur through inhalation and dermal contact with this compound at workplaces where bis (2-dimethylaminoethyl) ether is produced or used(SRC).

DMAEE vapor was readily absorbed at a constant rate, slowly eliminated mainly by urinary excretion, and without preferential specific organ/tissue accumulation.

Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact Symptoms: Possible urinary disturbance, neurological disorders Target Organs: Eyes, skin, urinary tract, peripheral nervous system (NIOSH, 2016)

Eye: If this chemical contacts the eyes, immediately wash the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately. Contact lenses should not be worn when working with this chemical. Skin: If this chemical contacts the skin, immediately flush the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water. Get medical attention promptly. Breathing: If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform mouth-to-mouth resuscitation. Keep the affected person warm and at rest. Get medical attention as soon as possible. Swallow: If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2016)|(See procedures)

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Oxalate and Related Compounds/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations as needed. 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 0.9% saline (NS) 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 chemical burns with dry, sterile dressings after decontamination ... . /Oxalate and Related Compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in severe respiratory distress. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of 0.9 % saline (S) or lactated Ringer's (LR) /SRP: "To keep open", minimal flow rate/. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Oxalate and Related Compounds/

/SIGNS AND SYMPTOMS/ Exposure to vapors in the workplace has been reported to cause glaucopsia, a blue-gray haziness of vision, probably due to transient corneal edema. This change is a temporary disturbance of vision caused by exposure to ... vapors. This results from a slight increase in corneal thickness with fogging of vision and appearance of halos. On removal from exposure, vision returns to normal in a few hours without subsequent eye injury.

2,2'-oxybis(N,N-dimethylethylamine)

inhalation, skin absorption, ingestion, skin and/or eye contact

Possible urinary disturbance, neurological disorders; In Animals: irritation eyes, skin

Eyes, skin, urinary tract, peripheral nervous system

NIAX Catalyst ESN, its components, dimethylaminopropionitrile and bis(2-(dimethylamino)ethyl)ether

All other basic organic chemical manufacturing|Ethanamine, 2,2'-oxybis[N,N-dimethyl-: ACTIVE