2,2′-[Oxybis(methylene)]bis[oxirane]

130.14200

130.14

218-802-6

8M5933D775

0145

54739

2922

DTXSID4051871

Colorless liquid

29109000

34.29000

-0.5

Diglycidyl ether is a colorless liquid with a pronounced irritating odor. Used as a reactive dilutent for epoxy resin , as a chemical intermediate, as a stabilizer of chlorinated organic compounds, and as a textile-treating agent. (EPA, 1998)

1.1195 g/cm³ @ Temp: 20 °C

260 °C @ Press: 760 Torr

64 °C

1.446-1.448

Solubility in water: see Notes

Seperated from strong oxidants. Ventilation along the floor.

(77°F): 0.09 mmHg

3.78

LD50 oral in rat: 450mg/kg

Class IIIA Combustible Liquid: Fl.P. at or above 140°F and below 200°F.

Explosive limits , vol% in air: see Notes

Strong, irritating odor

Henry's Law constant = 1.3X10-8 atm-cu m/mol at 25 °C (est)

Hydroxyl radical reaction rate constant = 1.5X10-11 cu cm/molec-sec at 25 °C (est)

Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164].

Ethers

Polymerizable

Epoxides, such as DIGLYCIDYL ETHER, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Combustible|Class IIIA Combustible Liquid: Fl.P. at or above 140°F and below 200°F.

III

6.1(b)

2922

3

R34

45-36/37/39-26

KN2350000

Xi

Separated from strong oxidants. Ventilation along the floor.

P210, P260, P261, P264, P270, P271, P280, P284, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P307+P311, P310, P312, P314, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501

H227

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.

Strong oxidizers.

(Non-Specific -- Poison, Flammable Liquid, n.o.s.) May be ignited by heat, sparks, or flames. Container may explode in heat of fire. Vapor explosion and poison hazard indoors, outdoors or in sewers. Avoid strong oxidizers. (EPA, 1998)|Combustible. Above 64 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree

|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|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, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P260, P261, P264, P270, P271, P280, P284, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P307+P311, P310, P312, P314, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, 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)

(Non-Specific -- Poison, Flammable Liquid, n.o.s.) Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Shut off ignition sources; no flares, smoking, or flames in hazard area. Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors. Small spills: absorb with sand or other noncombustible absorbent material and place into containers for later disposal. Large spills: dike far ahead of spill for later disposal. (EPA, 1998)

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. The worker should wash daily at the end of each work shift. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. 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)|Employees should be provided with and required to use impervious clothing, gloves, face shields (eight-inch minimum), and other appropriate protective clothing, necessary to prevent repeated or prolonged skin contact with liquid glycidol. /Glycidol/|Nonimpervious clothing which becomes contaminated with liquid glycidol should be removed promptly and not reworn until the glycidol is removed from the clothing. /Glycidol/|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|For more Personal Protective Equipment (PPE) (Complete) data for DIGLYCIDYL ETHER (9 total), please visit the HSDB record page.|(See protection codes)

The substance can presumably form explosive peroxides. May explode on heating.|Explosive limits , vol% in air:

Dry chemical, carbon dioxide, alcohol foam.

Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water.

Diglycidyl ether is to be regarded as hazardous cmpd, and personnel should be protected from all contact with liquid or its vapor.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|Where there is any possibility of a worker's body being exposed to DGE, facilities for quick drenching of the body should be provided within the immediate work area for emergency use. ...|Where there is any possibility of a worker's eyes being exposed to DGE, an eye-wash fountain should be provided within the immediate work area for emergency use. ...|For more Preventive Measures (Complete) data for DIGLYCIDYL ETHER (9 total), please visit the HSDB record page.

Diglycidyl ether is a severe irritant to skin, eyes, and respiratory tract. It is a strong skin sensitizer.|Dermal contact is the usual mode of exposure, but droplets in mist can also attack the eyes and respiratory tract. Glycidyl & diglycidyl ethers tend to be irritants and sensitizing agents.

Permissible Exposure Limit: Table Z-1 Ceiling value: 0.5 ppm (2.8 mg/cu m).|Vacated 1989 OSHA PEL TWA 0.1 ppm (0.5 mg/cu m) is still enforced in some states.

15 Min Ceiling Value Recommended Exposure Limit (REL): 0.2 ppm (1 mg/cu m)|NIOSH recommends that diglycidyl ether be regulated as a potential human carcinogen.|NIOSH usually recommends that occupational exposures to carcinogens be limited to the lowest feasible concn.|Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 0.1 ppm (0.5 mg/cu m).

Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water.

Separated from strong oxidants. Ventilation along the floor.

A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.

The substance is severely irritating to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The substance may cause effects on the blood, kidneys, liver and testes. Exposure could cause lowering of consciousness. Medical observation is indicated.

Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged contact may cause skin sensitization. Animal tests show that this substance possibly causes toxic effects upon human reproduction.

NO open flames. Above 64 °C use a closed system, ventilation and explosion-proof electrical equipment.

STRICT HYGIENE!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Diglycidyl ether is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1,000 lbs.

LD50 Mouse iv 100 mg/kg|LD50 Rabbit iv 141 mg/kg|LC50 Rabbit inhalation 13.3 ppm/24 hr|LC50 Mouse inhalation 86 ppm/4 hr|For more Non-Human Toxicity Values (Complete) data for DIGLYCIDYL ETHER (10 total), please visit the HSDB record page.

Diglycidyl ether's production and use as an ingredient in epoxy resins(1), textile treating agent(2), and chemical intermediate(3) 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 1(SRC), determined from a structure estimation method(2), indicates that diglycidyl ether is expected to have very high mobility in soil(SRC). Volatilization of diglycidyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Epoxides in general hydrolyze rapidly at 25 °C and pH 7(4) through neutral, acid, or base-mediated reactions(5). Diglycidyl ether may volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9 mm Hg(SRC), determined from a fragment constant method(6). Biodegradation data were not available(SRC, 2006).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that diglycidyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.3X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC) from an estimated log Kow of 8.5X10-1(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Epoxides in general hydrolyze rapidly at 25 °C and pH 7(7) through neutral, acid, or base-mediated reactions(8). Hydrolysis products are usually the corresponding diol and sometimes re-arranged products(8). While data specific to diglycidyl ether were not located(SRC, 2006), the hydrolysis half-life for an analogous compound glycidyl alcohol is 28 days at pH 7(7). Biodegradation data were not available(SRC, 2006).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diglycidyl ether, which has an estimated vapor pressure of 2.9 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 diglycidyl 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 1.1 days(SRC), calculated from its rate constant of 1.5X10-11 cu cm/molecule-sec at 25 °C(SRC), that was derived using a structure estimation method(3).

The rate constant for the vapor-phase reaction of diglycidyl ether with photochemically-produced hydroxyl radicals has been estimated as 1.5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.1 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Glycidyl ethers, such as diglycidyl ether, can react readily with water and with nucleophiles such as proteins and nucleic acids(2). Epoxides in general hydrolyze rapidly at 25 °C and pH 7(3) through neutral, acid, or base-mediated reactions(4). Hydrolysis products are usually the corresponding diol and sometimes re-arranged products(4). While data specific to diglycidyl ether were not located(SRC, 2006), the hydrolysis half-life for an analogous compound glycidyl alcohol is 28 days at pH 7(3).

An estimated BCF of 3 was calculated for diglycidyl ether(SRC), using an estimated log Kow of -0.85(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.

Using a structure estimation method based on molecular connectivity indices(1), the Koc of diglycidyl ether can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that diglycidyl ether is expected to have very high mobility in soil.

The Henry's Law constant for diglycidyl ether is estimated as 1.3X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that diglycidyl ether is expected to be essentially nonvolatile from water surfaces(2). Diglycidyl ether's Henry's Law constant indicates that volatilization from moist soil surfaces may not occur(SRC). Diglycidyl ether is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9 mm Hg(SRC), determined from a fragment constant method(3).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 86 workers are potentially exposed to diglycidyl ether in the US(1). Occupational exposure to diglycidyl ether may occur through dermal contact with this compound at workplaces where diglycidyl ether is produced or used. The general population may be exposed to diglycidyl ether dermal contact with epoxy resins and other products containing diglycidyl ether(SRC).

This compound can cause death or permanent injury via oral and inhalation routes during exposure that comes from normal use. It is incapacitating and poisonous and requires special handling. It can cause considerable discomfort by the dermal route. (EPA, 1998)

Caution: Diglycidyl ether can cause permanent injury via oral and inhalation exposure. Signs and Symptoms of Diglycidyl Ether Exposure: Acute exposure to diglycidyl ether may produce irritation to skin, eyes, and mucous membranes. Irritation of the gastrointestinal tract may occur. Respiratory signs may include pulmonary edema and irritation of the respiratory tract, which may progress to pulmonary edema. Emergency Life-Support Procedures: Acute exposure to diglycidyl ether may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to diglycidyl ether. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to diglycidyl ether. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Remove and isolate contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas thoroughly with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 3. DO NOT induce vomiting or attempt to neutralize! 4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water. 5. Promote excretion by administering a saline cathartic or sorbitol to conscious and alert victims. Children require 15 to 30 g (1/2 to 1 oz) of cathartic; 50 to 100 g (1-3/4 to 3-1/2 oz) is recommended for adults. 6. Transport to a health care facility. (EPA, 1998)|(See procedures)

Fresh air, rest. Half-upright position. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. 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 necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Provide a low-stimulus environment. 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. Treat frostbite by rapid rewarming ... . /Ethers and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. 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. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors for hypotension with a normal fluid volume. Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Ethers and related compounds/

/SIGNS AND SYMPTOMS/ Short-term (acute): Exposure to DGE can cause skin burns and severe irritation of the skin, eyes, and respiratory tract. Long-term (chronic): Exposure to DGE can cause dermatitis and skin sensitization.|/SIGNS AND SYMPTOMS/ Inhalation: Dizziness. Shortness of breath. Sore throat. Unconsciousness. Weakness. Skin: ... Dry skin. Redness. Roughness. Skin burns. Pain. Blisters. Eyes: Redness. Pain. Blurred vision. Ingestion: Nausea. Vomiting.|/SIGNS AND SYMPTOMS/ Effects observed in man. Skin burns, slow in healing. Acute irritation of eyes and respiratory tract.|/OTHER TOXICITY INFORMATION/ Dermal contact is the usual mode of exposure, but droplets in mist can also attack the eyes and respiratory tract. Glycidyl and diglycidyl ethers tend to be irritants and sensitizing agents. /Glycidyl and diglycidyl ethers/|/OTHER TOXICITY INFORMATION/ /Diglycidyl ether/ exhibits radiomimetic effects following acute and chronic exposure as evidenced by depression of bone marrow and other rapidly growing cells.

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.|inhalation, skin absorption, ingestion, skin and/or eye contact

irritation eyes, skin, respiratory system; skin burns; In Animals: hematopoietic system, lung, liver, kidney damage; reproductive effects; [potential occupational carcinogen]

Dizziness. Shortness of breath. Sore throat. Unconsciousness. Weakness.

MAY BE ABSORBED! Dry skin. Redness. Roughness. Skin burns. Pain. Blisters.

Redness. Pain. Blurred vision.

Eyes, skin, respiratory system, reproductive system

Oxirane, 2,2'-[oxybis(methylene)]bis-: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.|By-product in the manufacture of epichlorohydrin.

Fire Hazards -> Flammable - 2nd degree