4,4-Dimethyloxazolidine

101.14700

101.15

257-048-2

96J42P99ZA

DTXSID0032314

Colorless to slightly yellow liquid

2934999090

21.26000

0.67110

0.885g/cm3

126-130 °C

32.7ºC

n20/D 1.432

In water, miscible at 25 °C (1.0X10+6 mg/L) (est)|Miscible with water in all proportions|Miscible with methanol, ethanol, propanol and acetone

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.

7.58 mm Hg at 25 °C (est)

Henry's Law constant = 3.02X10-6 atm-cu m/mol at 25 °C (est)

pKa = 9.35|pKa = 8.95 (est)

log Kow = 0.73|When heated to decomposition it emits toxic fumes of NOx|Hydroxyl radical reaction rate constant = 1.02X10-10 cu cm/molec-sec at 25 °C (est)

III

3.2

UN 1993

R10; R20/21/22; R36/37/38

Xn

Stable under recommended storage conditions.

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|Product: Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material; Contaminated packaging: Dispose of as unused product.

Incompatible materials: Strong oxidizing agents

USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - 4,4-Dimethyloxazolidine, EPA 738-R-96-007 (August 1996). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the USA.[Available from, as of April 4, 2016: http://www.epa.gov/pesticides/reregistration/status.htm]

|Danger|H226 (97.82%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 1405 companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P333+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Eye/face protection: Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Skin protection: Handle with gloves.|Body Protection: Complete suit protecting against chemicals. Flame retardant antistatic protective clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.|Use water spray to cool unopened containers.

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. 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.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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.|Precautions for safe handling: 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.|Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

Dimethyloxazolidine has been placed in Toxicity Category I (the highest of four categories) for its effects as a severe eye irritant.

IDENTIFICATION AND USE: 4,4-Dimethyl oxazolidine is a colorless to slightly yellow liquid. It is registered for pesticide use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses. 4,4-Dimethyl oxazolidine is used as an antimicrobial to control bacteria and fungi in oil recovery drilling muds, packer fluids, secondary oil recovery injection water, adhesives, metalworking cutting fluids, latex paints, resin emulsions, wet-end additives and industrial processing chemicals or in specialty industrial products. HUMAN EXPOSURE AND TOXICITY: There are no data available. ANIMAL STUDIES: In rats and rabbits it produced skin irritation, combined with reduced bodyweight gain in rats. In rats microscopic examination of treated skin revealed inflammation, ulceration, and acanthosis in both males and females, confirming the clinical observations of scabs on the skin and necrotic patches. Rats in the 195 mg/kg/day dosage group (dermal) showed moderate and severe skin reaction that included thickening and ulcerations, and histopathology revealed severe ulcerative response in the skin. In addition, these animals had enlarged lung, heart, liver, spleen and adrenals.Two studies showed that 4,4-dimethyl oxazolidine was tested in the Ames test with no apparent mutagenic potential in S. typhimurium strains TA-1535, TA-1537, TA-1538, TA-98 and TA-100 up to 10 ug/plate, both with or without activation. 4,4-dimethyl oxazolidine was tested in the L5178Y Mouse lymphoma assay with mutagenic potential with or without activation. Another study used 4,4-dimethyl oxazolidine in the chromosomal aberration assay in Chinese hamster ovary cells finding mutagenic potential with or without activation. When tested in the micronucleus test in mouse bone marrow, 4,4-dimethyl oxazolidine had no apparent mutagenic potential at 500 mg/kg.

LD50 Rat oral 950 mg/kg|LD50 Rabbit skin 1400 mg/kg|LD50 Rat (male) oral 1308 mg/kg|LD50 Rat (female) oral 1037 mg/kg|LD50 Rat dermal >2000 mg/kg

4,4-Dimethyl oxazolidine's production and use in some floor wax(1) and latex paint(2) products may result in its release to the environment through various waste streams; its use as an antimicrobial in industrial processes and water systems(3) will result in its direct release to the environment(SRC). Products containing this compound include oil recovery drilling muds, packer fluids, secondary oil recovery injection water, adhesives, metalworking cutting fluids, latex paints, resin emulsions and wet-end additives(2).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9(SRC), determined from a structure estimation method(2), indicates that 4,4-dimethyl oxazolidine is expected to have very high mobility in soil(SRC). However, adsorption is affected by the acidity of the soil/substrate(SRC). The pKa of 4,4-dimethyl oxazolidine is 9.35(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. 4,4-Dimethyl oxazolidine is expected to volatilize from dry soil surfaces(SRC) based upon a estimated vapor pressure of 7.58 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). Biodegradation data in soil were not available(SRC, 2015).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9(SRC), determined from a structure estimation method(2), indicates that 4,4-dimethyl oxazolidine is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 9.35(3) indicates 4,4-dimethyl oxazolidine will exist almost entirely in the cation form at pH values of 5 to 9 and, therefore, volatilization from water and moist soil surfaces is not expected to be an important fate process(SRC). Bioconcentration in aquatic organisms is not expected as 4,4-dimethyl oxazolidine hydrolyzes extremely rapidly in water(3). Biodegradation data in water were not available(SRC, 2015).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4,4-dimethyl oxazolidine, which has an estimated vapor pressure of 7.58 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 4,4-dimethyl oxazolidine 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 1.3 hrs(SRC), calculated from its rate constant of 1.0X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 4,4-Dimethyl oxazolidine 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 4,4-dimethyl oxazolidine with photochemically-produced hydroxyl radicals has been estimated as 1.0X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.3 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 4,4-Dimethyl oxazolidine hydrolyzes rapidly to formaldehyde and 2-amino-2-methyl-1-propanol(2). 4,4-Dimethyl oxazolidine 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).

4,4-Dimethyl oxazolidine hydrolyzes extremely rapidly in water(1). Therefore, bioconcentation is not expected to be an important environmental fate process(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 4,4-dimethyl oxazolidine can be estimated to be 9(SRC). According to a classification scheme(2), this estimated Koc value suggests that 4,4-dimethyl oxazolidine is expected to have very high mobility in soil. The pKa of 4,4-dimethyl oxazolidine is 9.35(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). However, adsorption is affected by the acidity of the soil/substrate(SRC).

4,4-Dimethyl oxazolidine hydrolyzes extremely rapidly in water such that a half-life could not be determined(1). A pKa of 9.35(1) indicates 4,4-dimethyl oxazolidine will exist almost entirely in the cation form at pH values of 5 to 9(SRC). Therefore, volatilization from water and moist soil surfaces is not expected to be an important fate process(SRC). 4,4-Dimethyl oxazolidine is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.58 mm Hg(SRC), determined from a fragment constant method(2).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 72,070 workers (9.363 of these are female) were potentially exposed to 4,4-dimethyl oxazolidine in the US(1). Occupational exposure to 4,4-dimethyl oxazolidine may occur through inhalation and dermal contact with this compound at workplaces where 4,4-dimethyl oxazolidine is produced or used(SRC).

/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. /Poisons A and B/|/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 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 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 skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. 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 ... . /Poisons A and B/

4,4-dimethyl-1,3-oxazolidine

Bioban CS-1135 Antimicrobial (Dow Chemical Company, The): Active ingredient: 4,4-dimethyloxazolidine 76.0%.|Troysan 186 Formula II (Troy Chemical Corporation): Active ingredient: 4,4-dimethyloxazolidine 68.0%.|Mergal 187 (Troy Chemical Corporation): Active ingredient: 4,4-dimethyloxazolidine 59.0%.|Troysan 192 II (Troy Chemical Corporation): Active ingredient: 4,4-dimethyloxazolidine 73.7%.|Soluble concentrate/liquid.

All other basic organic chemical manufacturing|Oxazolidine, 4,4-dimethyl-: ACTIVE

The technical grade active ingredient can be determined by the use of gas chromatography method using a column packed with 20% carbowax 20M. The method consists of adding measured amounts of 2-amino-2-methyl-1-propanol (AMP) to an aliquot of the sample and determining the excess AMP by gas chromatography. Uncombined formaldehyde in the sample reacts on an equal molar basis with the AMP to form oxazolidine. When uncombined formaldehyde is present, the difference between the amount of AMP added to the sample and the amount found after addition is calculated as uncombined formaldehyde.

Cosmetics -> Preservative