Ethyl cyanoacrylate

125.13

125.13

230-391-5

2G95FOH7SF

1358

1993

DTXSID1025279

Clear, colorless, liquid

2926909090

50.1

0.23

Clear colorless to slightly yellow liquid

1.0565 g/cm³ @ Temp: 20 °C

-20 to -25°

54-56 °C

85 °C

1.434

soluble in methyl ethyl ketone, toluene, acetone, DMF /N,N-dimethylformamide/, nitromethane

2-8°C

<2 mmHg at 25°C

Strong , acrid odor

The 2-cyanoacrylic esters polymerize nearly instantaneously on contact with moisture or other weakly basic substances.|Polymerizes rapidly in various media including water|When heated to decomposition it emits toxic vapors of NOx

1993

1

36/37/38

22-24/25-26-23

UD3330000

Xi

Cool.

Unstable - polymerizes rapidly, especially in the presence of moisture. Combustible. Incompatible with strong oxidizing agents, moisture.

P280-P305 + P351 + P338-P337 + P313

H315-H319-H335

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.

WHO; Concise International Chemical Assessment Document 36, Methyl Cyanoacrylate and Ethyl Cyanoacrylate (2001). CICADs are concise documents that provide summaries of the relevant scientific information concerning the potential effects of chemicals upon human health and/or the environment. The primary objective of CICADs is characterization of hazard and dose-response from exposure to a chemical.[Available from, as of February 15, 2011: http://www.inchem.org/documents/cicads/cicads/cicad36.htm]

Combustible. Above 75 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree, Reactive - 2nd degree

|Warning|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|Aggregated GHS information provided by 732 companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P261, P264, P271, P280, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501|P210, P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P333+P313, P337+P313, P363, P370+P378, P403+P233, P403+P235, P405, and P501|P210, P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Hand protection: Handle with gloves. Eye protection: Face shield and safety glasses Skin and body protection: Choose body protection according to the amount and concentration of the dangerous substance at the work place.|Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type AXBEK (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. Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.

Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|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.

Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Cool.

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.

The substance is severely irritating to the eyes and skin.

Repeated or prolonged contact may cause skin sensitization.

NO open flames. Above 75 °C use a closed system, ventilation and explosion-proof electrical equipment.

Use ventilation.

Protective gloves. Protective clothing.

Wear safety goggles.

LD50 Rat (male) oral (gavage) 5000 mg/kg|LD50 Rabbit (New Zealand white, male) dermal (occlusive) 2000 mg/kg|LC50 Rat (Wistar, male and female) inhalation 21.11 mg/L (1 hr/14days)

Ethyl cyanoacrylate's production and use as an adhesive(1,2) 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 6.8(SRC), determined from a structure estimation method(2), indicates that ethyl cyanoacrylate is expected to have very high mobility in soil(SRC). However, movement of ethyl cyanoacrylate through soil will be hindered by its rapid polymerization as it comes into contact with moisture or other weakly basic substances(3,4). Since ethyl cyanoacrylate polymerizes rapidly on contact with moisture, volatilization from moist soil surfaces is not a relevant environmental process for this substance. Ethyl cyanoacrylate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.31 mm Hg at 20 °C(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 6.8(SRC), determined from a structure estimation method(2), indicates that ethyl cyanoacrylate is not expected to adsorb to suspended solids and sediment(SRC). However, the 2-cyanoacrylate esters polymerize rapidly on contact with moisture or other weakly basic substances(3,4). Therefore, environmental processes such as biodegradation, volatilization from water surfaces and bioconcentration in aquatic organisms are not relevant for this substance(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl cyanoacrylate, which has a vapor pressure of 0.31 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl cyanoacrylate 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 3.5 days(SRC), calculated from its rate constant of 4.5X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Ethyl cyanoacrylate contains chromophores that absorb strongly at wavelengths >290 nm, and therefore may be susceptible to direct photolysis by sunlight(4).

The rate constant for the vapor-phase reaction of ethyl cyanoacrylate with photochemically-produced hydroxyl radicals has been estimated as 4.5X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3.5 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The 2-cyanoacrylic esters are highly reactive and polymerize nearly instantaneously through an anionic mechanism on contact with moisture or other weakly basic substances(2,3). Therefore, rapid polymerization is expected to be the dominant fate process for ethyl cyanoacrylate in soil and water. Ethyl cyanoacrylate contains chromophores that absorb strongly at wavelengths >290 nm, and therefore may be susceptible to direct photolysis by sunlight(4).

Ethyl cyanoacrylate polymerizes rapidly on contact with moisture(1,2). Therefore, bioconcentration in aquatic organisms is not a relevant environmental process for this substance(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of ethyl cyanoacrylate can be estimated to be 6.8(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethyl cyanoacrylate is expected to have very high mobility in soil. However, movement of ethyl cyanoacrylate through soil will be hindered by its rapid polymerization as it comes into contact with moisture or other weakly basic substances(3,4).

Ethyl cyanoacrylate polymerizes rapidly on contact with moisture (1,2). Therefore, volatilization from moist soil and water surfaces is not a relevant transport process for this substance. Ethyl cyanoacrylate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.31 mm Hg at 20 °C(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 ethyl cyanoacrylate is 1,000 or greater; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 65,862 workers (24,791 of these were female) were potentially exposed to ethyl cyanoacrylate in the US(1). Occupational exposure to ethyl cyanoacrylate may occur through inhalation and dermal contact with this compound at workplaces where ethyl cyanoacrylate is produced or used. Ethyl cyanoacrylate was detected in the workspace air at one out of 22 nail sculpturing salons sampled in south-eastern Norway with a reported concentration of 0.003 ppm(2). Members of the general population may be exposed to ethyl cyanoacrylate via inhalation or dermal contact when using commercial cyanoacrylate adhesives(SRC).

Adhesives, Dental bonding|... Use as biological tissue adhesives, especially to arrest bleeding and to close wounds without sutures. ... In the process of healing, the adhesive barrier is thought to break down and to be replaced by the body's own tissue. ... Formaldehyde may be partly responsible for the self-sterilizing properties of the adhesives.|/Experimental therapy/ Cyanoacrylate adhesive has been suggested as an alternative to suturing when repairing severed peripheral nerves.|Glues based on cyanoacrylates are widely used as contact adhesives for metal, glass, rubber, plastics and textiles, as well for biological materials, including binding tissues and sealing wounds in surgery. /Cyanoacrylates/|Cyanoacrylate has been used in medicine and dentistry for many years. It has been used as a postextraction dressing and retrograde filling material in endodontic surgery. /Cyanoacrylate/

Agents acting to arrest the flow of blood. Absorbable hemostatics arrest bleeding either by the formation of an artificial clot or by providing a mechanical matrix that facilitates clotting when applied directly to the bleeding surface. These agents function more at the capillary level and are not effective at stemming arterial or venous bleeding under any significant intravascular pressure. (See all compounds classified as Hemostatics.)

ECA is ... hydrolyzed to yield formaldehyde and alkyl cyanoacetate. ... The cyanoacetate may be further degraded to yield calcium malonate, and the cyano group converted to cyanide and excreted as thiocyanate.

Fresh air, rest. Refer for medical attention.

Refer for medical attention .

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

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 as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on 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. /Esters and related compounds/|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 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 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 ... . Treat frostbite by rapid rewarming ... . /Esters and related compounds/|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 ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /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. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/

/HUMAN EXPOSURE STUDIES/ 27 patients (26 women and 1 man), all in contact with artificial nails, were tested for acrylic compounds, known to be present in nail cosmetics. The patch test results obtained in these patients demonstrated that 2-hydroxyethyl methacrylate and ethyl cyanoacrylate were the only 2 allergens needed to diagnose contact allergy to acrylic-containing nail cosmetics, except for 1 patient who reacted only to her nail preparation...|/CASE REPORTS/ ... A young hairdresser ... developed an occupational allergic contact dermatitis to 2 "instant glues" used to attach false hair. The eczematous eruption involved the fingers and face slightly but mainly the eyelids. Patch test reactions were strongly positive to ethyl cyanoacrylate adhesives.|/CASE REPORTS/ An apprentice cobbler with an occupational allergic contact dermatitis from an ethyl cyanoacrylate glue, in which the major monomer was shown to be the sensitizer, is reported. Initial patch testing with the cyanoacrylate glue dissolved in acetone with the Finn Chamber (aluminium) technique yielded false-negative reactions. Positive test reactions were obtained with the same preparations using Van der Bend chambers. With petrolatum as vehicle for the glue, there was no difference between Finn Chamber technique and Van der Bend chamber technique. The role of aluminium in the false-negative reactions is discussed.|/CASE REPORTS/ ... An individual ... showed a skin reaction associated with occupational exposure to an ethyl cyanoacrylate (ECA)-based adhesive (90% ECA), initially on the backs of hands but later progressing to all of the hands, lower arms, and abdomen. The only positive skin reaction in a patch testing series was to ECA. Negative reactions were reported for a group of 20 control subjects patch-tested with 100% adhesive.|For more Human Toxicity Excerpts (Complete) data for Ethyl cyanoacrylate (29 total), please visit the HSDB record page.

Cyacrine

The substance can be absorbed into the body by inhalation of its vapour.

Redness. Pain.

Redness. Pain.

Adhesive manufacturing|2-Propenoic acid, 2-cyano-, ethyl ester: ACTIVE|2-Propenoic acid, 2-cyano-, ethyl ester, homopolymer: INACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).|Prepn: Ardis US Patent 2,467,927 (1949 to B.F. Goodrich); McKeever US Patent 2,912,454 (1959 to Rohm & Haas)|Main constituent of super glue

Method: OSHA 55; Procedure: high pressure liquid chromatography with ultraviolet detection; Analyte: ethyl 2-cyanoacrylate; Matrix: air; Detection Limit: 14 ppb (0.07 mg/cu m).

Fire Hazards -> Flammable - 2nd degree, Reactive - 2nd degree|Cosmetics -> Film forming