Butyl glycidyl ether

130.18

130.18

103668

219-376-4

0115

83413

1993

TSCA listed

DTXSID9024691

Clear colorless

29109000

21.76000

1.20190

N-butyl glycidyl ether appears as colorless to pale yellow liquid with a strong, slightly unpleasant odor. Flash point approximately 164°F. Denser than water. Vapors are heavier than air. Vapors may irritate the nose, throat and respiratory tract. Ingestion or inhalation may cause central nervous system depression. Liquid contact may severely irritate the eyes and skin. Prolonged contact with the skin may cause defatting and drying.

0.91 g/mL at 25 °C(lit.)

59 °C

164-166 °C(lit.)

132 °F

n20/D1.418(lit.)

2 g/100 mL

Keep tightly closed in a cool place in a tightly closed container.

5 hPa (20 °C)

Relative vapour density (air = 1): 3.78

LD50 orally in Rabbit: 1660 mg/kg LD50 dermal Rabbit 2520 mg/kg

Flammable

Explosive limits , vol% in air: see Notes

Irritating odor

4.0×10-1mol/(m3Pa) at 25℃, Duchowicz et al. (2020)

Concentration in saturated air at 25 °C = 0.42%|1 ppm = 5.32 mg/ cu m at 25 °C, 760 mm Hg; 1 mg/L = 188 ppm at 25 °C and 760 mm Hg.|Hydroxyl radical reaction rate constant 2.0X10-11 cu cm/molec-sec at 25 °C (est)

Highly flammable. Butyl glycidyl ether may be sensitive to prolonged exposure to air, may form explosive peroxide in contact with air.

Ethers

Highly Flammable

Butyl glycidyl ether, an ether, can act as a base. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

215 °C

Class II Combustible Liquid: Fl.P. at or above 100°F and below 140°F.

Store below +30°C.

III

3

UN 3271

2

Xn,T

24/25-36/37-61-45-53-26

TX4200000

Xn

Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with this chemical you should be trainedon its proper handling and storage. Before entering confinedspace where n-butyl glycidyl ether may be present, check tomake sure that an explosive concentration does not exist.Store in a fireproof refrigerator in tightly closed containersunder an inert atmosphere, separated from strong oxidants, strong bases, strong acids. Metal containers involvingthe transfer of this chemical should be grounded andbonded. Where possible, automatically pump liquid fromdrums or other storage containers to process containers.Drums must be equipped with self-closing valves, pressurevacuum bungs, and flame arresters. Use only nonsparkingtools and equipment, especially when opening and closingcontainers of this chemical. Sources of ignition, such assmoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could createa potential fire or explosion hazard. A regulated, markedarea should be established where this chemical is handled,used, or stored in compliance with OSHA Standard1910.1045.

Stable. May form explosive peroxides on contact with air. Store under inert gas.

P201-P261-P273-P280-P305 + P351 + P338-P310

A mild skin and eye irritant. Sensitization and reproduction effects.

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.

May form explosive mixture with air. Air and light form unstable and explosive peroxides. Contact with strong oxidizers may cause fire and explosions. Contact with strong caustics may cause polymerization. Attacks some plastics and rubber

UN 3271 3/PG 3

Special Hazards of Combustion Products: May form explosive peroxides upon contact with air. Toxic fumes such as carbon monoxide may be produced. Behavior in Fire: May polymerize, generating heat and causing the container to burst. (USCG, 1999)|Flammable. Above 54 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree

|Warning|H226: Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P308+P313, P312, P321, P330, P333+P313, P363, P370+P378, P403+P233, P403+P235, P405, and P501|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|Aggregated GHS information provided by 1134 companies from 34 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Danger|P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P272, P280, P281, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P322, P332+P313, P333+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 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)

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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 under refrigerated temperatures. (NTP, 1992)

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. (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Respirator Recommendations: Up to 56 ppm: (Assigned Protection Factor = 10) Any chemical cartridge respirator with organic vapor cartridge(s). Substance reported to cause eye irritation or damage; may require eye protection./(Assigned Protection Factor = 10) Any supplied-air respirator. Substance reported to cause eye irritation or damage; may require eye protection.|Respirator Recommendations: Up to 140 ppm: (Assigned Protection Factor = 25) Any supplied-air respirator operated in a continuous-flow mode. Substance reported to cause eye irritation or damage; may require eye protection./(Assigned Protection Factor = 25) Any powered, air-purifying respirator with organic vapor cartridge(s). Substance reported to cause eye irritation or damage; may require eye protection.|For more Personal Protective Equipment (PPE) (Complete) data for N-BUTYL GLYCIDYL ETHER (9 total), please visit the HSDB record page.|(See protection codes)

Flammable

Above 54 °C explosive vapor/air mixtures may be formed. ...The substance can presumably form explosive peroxides in contact with air.|Explosive limits , vol% in air:

In case of fire: keep drums, etc., cool by spraying with water.|/Use/ water spray, foam, powder, carbon dioxide|If material on fire or involved in fire: Use water in flooding quantities. Use foam, dry chemical, or carbon dioxide. Apply water from as far a distance as possible. Cool all affected containers with flooding quantities of water. Solid streams of water may spread fire. Keep run-off water out of sewers and water sources.

Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water.|Environmental considerations: Land Spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. Dike surface flow using soil. sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.|Environmental considerations: Water Spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction.|Environmental considerations: Air spill: Apply water spray or mist to knock down vapors.

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 eyes being exposed to BGE, an eye-wash fountain should be provided within the immediate work area for emergency use. ...|Where there is any possibility of a worker's body being exposed to BGE, facilities for quick drenching of the body should be provided within the immediate work area for emergency use. ...|The worker should immediately wash the skin when it becomes contaminated.|For more Preventive Measures (Complete) data for N-BUTYL GLYCIDYL ETHER (10 total), please visit the HSDB record page.

A mild skin and eye irritant.|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/|Irritating to the eyes and skin. Vapors irritating to the respiratory tract.

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 50 ppm (270 mg/cu m).|Vacated 1989 OSHA PEL TWA 25 ppm (135 mg/cu m) is still enforced in some states.

Recommended Exposure Limit: 15 Min Ceiling value: 5.6 ppm (30 mg/cu m)

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in covered containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from strong oxidants, strong bases, strong acids and amines. Cool. Keep in the dark.

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

The substance is irritating to the eyes, skin and respiratory tract.

Repeated or prolonged contact may cause skin sensitization. May cause heritable genetic damage to human germ cells.

NO open flames, NO sparks and NO smoking. Above 54 °C use a closed system, ventilation and explosion-proof electrical equipment.

A reactive diluent used to reduce viscosity of epoxy resins Bisphenol A type.

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear safety goggles or eye protection in combination with breathing protection.

LC50 Mouse inhalation > 3500 ppm/4 hr|LC50 Rat inhalation > 670 ppm/8 hr|LD50 Mouse intragastric 1.52 g/kg|LD50 Rat intragastric 2.26 g/kg|For more Non-Human Toxicity Values (Complete) data for N-BUTYL GLYCIDYL ETHER (10 total), please visit the HSDB record page.

n-Butyl glycidyl ether's production and use as a viscosity reducing agent, stabilizer for chlorinated solvents(1), reactive diluent for epxoy resins(2), and chemical intermediate (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 52(SRC), determined from a log Kow of 0.63(2) and a regression-derived equation(3), indicates that n-butyl glycidyl ether is expected to have high mobility in soil(SRC). Volatilization of n-butyl glycidyl ether from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.5X10-5 atm-cu m/mole(SRC), derived from its vapor pressure of 3.2 mm Hg(4), and water solubility of 2X10+4 mg/L(5). The potential for volatilization of n-butyl glycidyl ether from dry soil surfaces exists(SRC) based upon its vapor pressure(4). Biodegradation data were not available(SRC, 2005).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 52(SRC), determined from a log Kow of 0.63(2) and a regression derived equation(3), indicates that n-butyl glycidyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.5X10-5 atm-cu m/mole(SRC), derived from its vapor pressure of 3.2 mm Hg(4), and water solubility of 2X10+4 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1 and 16 days, respectively (SRC). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). n-Butyl glycidyl ether contains an epoxide functional group which is susceptible to hydrolysis, but the rate of this reaction is very slow based upon an estimated half-life of over 60 years at pH 7(8). Biodegradation data were not available(SRC, 2005).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-butyl glycidyl ether, which has a vapor pressure of 3.2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-butyl glycidyl 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 19 hours(SRC), calculated from its rate constant of 2X10-11 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 n-butyl glycidyl ether with photochemically-produced hydroxyl radicals has been estimated as 2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 19 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). n-Butyl glycidyl ether is not expected to undergo direct photolysis in the environment since it does not contain functional groups that absorb light in the environmental UV spectrum(SRC). Epoxide containing compounds are susceptible to hydrolysis in the environment(2); however, the rate of this reaction for n-butyl glycidyl ether is very slow with an estimated half-life of 62 years at pH 7(3).

An estimated BCF of 3 was calculated for n-butyl glycidyl ether(SRC), using a log Kow of 0.63(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 Koc of n-butyl glycidyl ether is estimated as 52(SRC), using a log Kow of 0.63(1) and a regression-derived equation(2). According to a classification scheme(2), this estimated Koc value suggests that n-butyl glycidyl ether is expected to have high mobility in soil(SRC).

The Henry's Law constant for n-butyl glycidyl ether is estimated as 2.5X10-5 atm-cu m/mole(SRC) derived from its vapor pressure of 3.2 mm Hg(1), and water solubility of 2X10+4 mg/L(2). This Henry's Law constant indicates that n-butyl glycidyl ether is expected to volatilize from water surfaces(3). 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)(3) is estimated as 1 day(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 16 days(SRC). n-Butyl glycidyl ether's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of n-butyl glycidyl ether from dry soil surfaces exists(SRC) based upon its vapor pressure(1).

ACGIH: TWA 3 ppm (Skin)OSHA: TWA 50 ppm(270 mg/m3)NIOSH: IDLH 250 ppm; Ceiling 5.6 ppm(30 mg/m3)

When 14C-BGE was administered orally to male rats and rabbits (20 mg/kg), it was rapidly absorbed and metabolized. Most of the compound, 87% in the rat and 78% in the rabbit, was eliminated in the 0- to 24-hr urine.

BGE is rapidly absorbed and metabolized in both rats and rabbits. The major metabolite in urine was butoxyacetic acid; 23% of an oral (20 mg/kg) dose appeared in rat urine as 3-butoxy-2-acetylaminoproprionic acid. The latter metabolite was not detected in the rabbit.|The metabolism and urinary elimination of n-butyl-glycidyl-ether (2426086) were studied in male Wistar-rats and male New-Zealand-white-rabbits. Each of five rats received a single oral dose of corn-oil containing 20 milligrams per kilogram radiolabeled n-butyl-glycidyl-ether. Two rabbits received the equivalent dose in a gelatin capsule. Excretion was followed by scintillation counting over a period of 96 hours. Analytical methods applied to determine n-butyl-glycidyl-ether and metabolites in urine included thin layer chromatography, autoradiography, nuclear magnetic resonance spectroscopy, and mass spectrometry. Within 24 hours of administration, rats and rabbits excreted 87 percent and 78 percent of the n-butyl-glycidyl-ether dose, respectively. Further elimination was minimal. After 96 hours, total excretion was 92 percent for rats and 80 percent for rabbits. Major urinary metabolites in the rat were 3-butoxy-2-hydroxypropionic-acid, representing 9 percent of total metabolites, 3-butoxy-2-acetylaminopropionic-acid, representing 23 percent of total metabolites, and butoxyacetic-acid (2516930), representing 10 percent of total metabolites measured. In rabbits, the major metabolites included 3-butoxy-2-hydroxypropionic-acid, representing 35 percent of total metabolites, and butoxyacetic-acid, representing 5 percent of the metabolites measured. In both species, a major route of biotransformation was via the hydrolytic opening of the epoxide ring followed by oxidation of the resulting diol to 3-butoxy-2-hydroxypropionic-acid and subsequent oxidative decarboxylation to yield butoxyacetic-acid. The metabolite 3-butoxy-2-acetylaminopropionic-acid may have involved cleavage of the epoxide ring by ammonia (7664417) or an amine or may have occurred by animation of a keto acid. The authors note that these reactions represent efficient detoxication of n-butyl-glycidyl-ether.

Exposure can cause mild irritation of skin, eyes, nose, and respiratory tract. Chronic exposure may cause inflammation and sensitization of the skin.

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)|(See procedures)

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

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

/SIGNS AND SYMPTOMS/ Appreciable skin irritation and sensitization have been reported in humans.|/SIGNS AND SYMPTOMS/ 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/|/SIGNS AND SYMPTOMS/ Long-term (chronic): Exposure to BGE can cause inflammation and sensitization of the skin.|/SIGNS AND SYMPTOMS/ N-butyl glycidyl ether possesses satisfactory warning properties. Odor of vapors is not unpleasant but leads to irritation.|For more Human Toxicity Excerpts (Complete) data for N-BUTYL GLYCIDYL ETHER (8 total), please visit the HSDB record page.

1-n-butoxy-2,3-epoxypropane

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

irritation eyes, skin, nose; skin sensitization; narcosis; possible hematopoietic effects; central nervous system depression

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

Eyes, skin, respiratory system, central nervous system, blood

APPROX 100% AS A REACTIVE DILUENT FOR EPOXY RESINS (1973)

All other chemical product and preparation manufacturing|Oxirane, 2-(butoxymethyl)-: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

NIOSH Method S81. Analyte: n-butyl glycidyl ether. Matrix: Air. Procedure: Gas chromatography/Flame ionization detector. Method Evaluation: Method was validated over the range of 133 to 542 mg/cu m using a 10-l sample. Precision (CVt): 0.074. Applicability: Under the conditions of sample size (10-1) the useful range is 30 to 810 mg/cu m.|Determination of n-butyl glycidyl ether in air using gas chromatographic analysis.|Solid sorbent sampling and chromatographic determination of glycidyl ethers in air.|Method: NIOSH 1616, Issue 1; Procedure: Gas chromatography with flame ionization detector; Analyte: n-butyl glycidyl ether; Matrix: air; Detection Limit: not provided.|Method: OSHA 7; Procedure: Gas chromatography with flame ionization detector; Analyte: n-butyl glycidyl ether; Matrix: air; Detection Limit: not provided.

Fire Hazards -> Flammable - 2nd degree