Cyclododeca-1,5,9-trien

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:；SMALL FIRE: Dry chemical, CO2 or water spray.；LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.；FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.；· Keep unauthorized personnel away.；· Stay upwind, uphill and/or upstream.；· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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.

Get medical attention.；INHALATION: Remove to fresh air. If breathing has stopped, give artificial respiration. If breathing is difficult, give oxygen.；EYES: Flush with water for at least 15 min., lifting lids occasionally.；SKIN: Remove contaminated clothing and shoes. Flush with water. (USCG, 1999)

General First Aid:；· Call 911 or emergency medical service.；· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.；· Move victim to fresh air if it can be done safely.；· Administer oxygen if breathing is difficult.；· If victim is not breathing:；-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.；-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).；-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.；· Remove and isolate contaminated clothing and shoes.；· For minor skin contact, avoid spreading material on unaffected skin.；· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.；· For severe burns, immediate medical attention is required.；· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.；· Keep victim calm and warm.；· Keep victim under observation.；· For further assistance, contact your local Poison Control Center.；· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.；Specific First Aid:；· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

· Wear positive pressure self-contained breathing apparatus (SCBA).；· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.；· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

All isomers of cyclododecatriene and their hydrogenation products are preferably stored in tanks and transported in pipelines or stainless steel or aluminum containers as a liquid. If the all-trans product is a major isomer, tanks, pipelines and containers must be heated slightly. Generally, the unsaturated compounds are covered with an inert gas to avoid oxidation reactions, and should contain an inhibitor unless they are to be processed immediately.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a POTW is acceptable only after review by the governing authority. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must meet Hazardous Material Criteria for disposal.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:；ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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, 2024)

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.

Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Keep upwind. Avoid breathing vapors. Do not handle broken packages unless wearing appropriate personal protective equipment. Avoid bodily contact with the material.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:；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 the immediate precautionary measure distance, in the downwind direction, as necessary.；FIRE: If tank, rail tank car or highway tank 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, 2024)

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；· For highlighted materials: see Table 1 - Initial Isolation and Protective Action Distances.；· For non-highlighted materials: increase the immediate precautionary measure distance, in the downwind direction, as necessary.；Fire；· If tank, rail tank car or highway tank 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.

Full impervious protective clothing, including boots and gloves. Where splashing is possible wear full face shield or chemical safety goggles. Use approved respirator to protect against vapors. (USCG, 1999)

Wear appropriate chemical protective gloves, boots and goggles. Wear positive pressure self-contained breathing apparatus.

LC50; Species: Xenopus laevis (African clawed frog, age 3-4 wk); Conditions: freshwater, static, 20 °C; Concentration: 1600 ug/L for 48 hr /formulated product/

LC50; Species: Carassius auratus (Goldfish, weight 3.3 g); Conditions: freshwater, static, 20 °C, pH 7.0, dissolved oxygen >4.0 mg/L; Concentration: 4000 ug/L for 24 hr

LC50; Species: Cyprinodon variegatus (Sheepshead minnow); Conditions: static bioassay, 22 °C, dissolved oxygen 40-60%, 16 hours daylight (light intensity 40-100 fc), 8 hours darkness; Concentration: 2.02 mg/L for 96 hours

LC50; Species: Mysidopsis bahia (Opossum shrimp); Conditions: static bioassay, 22 °C, dissolved oxygen 40-60%, 16 hours daylight (light intensity 40-100 fc), 8 hours darkness; Concentration: 0.47 mg/L for 96 hours

For more Ecotoxicity Values (Complete) data for 1,5,9-CYCLODODECATRIENE (7 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5,300(SRC), determined from a structure estimation method(2), indicates that 1,5,9-cyclododecatriene is expected to be immobile in soil(SRC). Volatilization of 1,5,9-cyclododecatriene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.03 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 1,5,9-Cyclododecatriene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.07 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation of 1,5,9-cyclododecatriene is not expected based on BOD studies where 0-1% was biodegraded(5-7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5,300(SRC), determined from a structure estimation method(2), indicates that 1,5,9-cyclododecatriene is 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 0.03 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3.8 hours and 5.0 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 35 days if adsorption is considered(5). According to a classification scheme(6), BCFs of 2,630-12,500 and 1,920-14,800, measured in carp (Cyprinus carpio) exposed to 10 and 1 ppb of 1,5,9-cyclododecatriene over an 10-week period(7), suggest the bioconcentration in aquatic organisms is very high(SRC). 1,5,9-Cyclododecatriene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Biodegradation of 1,5,9-cyclododecatriene is not expected based on BOD studies where 0-1% was biodegraded(7-9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,5,9-cyclododecatriene, which has an estimated vapor pressure of 0.07 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 1,5,9-cyclododecatriene 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 2.2 hours(SRC), calculated from its rate constant of 1.8X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase 1,5,9-cyclododecatriene is also degraded in the atmosphere by reaction with ozone; the half-life for this reaction in air is estimated to be 0.5 hours(SRC), calculated from its rate constant of 6.0X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

/AQUATIC SPECIES/ Sheepshead minnows were tested in a static bioassy. The definitive test consisted of exposing groups of 20 sheepshead minnows (10 randomly selected organisms for 2 replicates per concentration) to nominal concentrations of 0.3125, 0.625, 1.25, 2.5, or 5.0 mg/L 1,5,9-cyclododecatriene, a dilution water control (Manasquan Inlet control), and a solvent control (2.5 mL/L acetone). Additionally, test concentrations of 10 and 50 mg/L and solvent controls of 5 and 25 mL/L were tested. Observations for biological response and appropriate water quality parameters were made at 24-hour intervals. The organisms were tested for 96 hours under controlled conditions, including a temperature of 22 +/- 1 °C and a photoperiod of approximately 16 hours of daylight and 8 hours of darkness. Light intensity during the daylight hours was 40-100 fc. Dissolved oxygen (ppm), pH, temperature (C), conductivity (umhos/cm), and salinity (ppt) were measured in all test chambers at 0, 24, 48, 72, and 96 hours. Alkalinity was determined for each concentration at the beginning and end of the test. The diluent was aerated to maximum oxygen saturation for several hours prior to the preparation of the test solutions. Organisms were not fed during the definitive test. The LC50 value was determined using probit analysis ... All dissolved oxygen (DO) values were measured above 60% saturation in all chambers for the 1st 48 hours, and above 40% saturation thereafter, until the end of the test. Temperature was maintained within the prescribed limits of 22 +/-1 °C. Conductivity, salinity, and pH were similar between concentrations. Mortality ratios were 0/20, 0/20, 0/20, 0/20, 2/20, 14/20, and 20/20 at 0 (control), 0 (solvent control), 0.3125, 0.625, 1.25, 2.5, and 5.0 mg/L, respectively. All deaths occurred within 24 hours. At 2.5 mg/L, erratic swimming was observed in all organisms shortly after introduction to the test solution. Shortly after introduction in the 5.0 mg/L test concentrati

/AQUATIC SPECIES/ Opossum shrimp /(Mysidopsis bahia)/ were tested in a static system. The definitive test consisted of exposing groups of 20 opossum shrimp (10 randomly selected organisms for 2 replicates per concentration) to nominal concentrations of 0.0625, 0.125, 0.25, 0.5, or 1.0 mg/L 1,5,9-cyclododecatriene, a dilution water control (Manasquan Inlet control), and a solvent control (5.0 mL/L acetone). Observations for biological response and appropriate water quality parameters were made a 24-hour intervals. The organisms were tested for 96 hours under controlled conditions, including a temperature of 22 deg +/- 1 °C and photoperiod of approximately 16 hours of daylight and 8 hours of darkness. Light intensity during the daylight hours was 40-100 fc. Dissolved oxygen (ppm), pH, temperature (C), conductivity (umhos/cm), and salinity (ppt) were measured in all test chambers at 0, 24, 48, 72, and 96 hours. Alkalinity was determined for each concentration at the beginning and end of the test. The diluent was aerated to maximum oxygen saturation for several hours prior to the preparation of the test solutions. The mysids were fed a diet of brine shrimp nauplii twice each day for the duration of the test ... All dissolved oxygen (DO) values were measured above 60% saturation in all chambers for the 1st 48 hours, and above 40% saturation thereafter, until the end of the test. Temperature was maintained within the prescribed limits of 22 deg +/- 1 °C. Conductivity, salinity, and pH were similar between concentrations. Mortality ratios were 1/20, 0/20, 0/20, 1/20, 0/20, 12/20, and 20/20 at 0 (control), 0.0625, 0.125, 0.25, 0.50, and 1.0 mg/L, respectively. All deaths occurred within 48 hours. Shortly after introduction, twitching was observed in all organisms at 1.0 mg/L.

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1,5,9-cyclododecatriene can be estimated to be 5300(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,5,9-cyclododecatriene is expected to be immobile in soil.

AEROBIC: 1,5,9-Cyclododecatriene, present at 100 mg/L, reached 0% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1). 1,5,9-Cyclododecatriene reached 1% of the theoretical oxygen demand in a 5 day BOD test(2,3).

The Henry's Law constant for 1,5,9-cyclododecatriene is estimated as 0.03 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,5,9-cyclododecatriene is expected to volatilize rapidly from water surfaces(2). 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)(2) is estimated as 3.8 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 5.1 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The volatilization half-life from a model pond is about 35 days when adsorption is considered(3). 1,5,9-Cyclododecatriene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 1,5,9-Cyclododecatriene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.07 mm Hg(SRC), determined from a fragment constant method(4).

/LABORATORY ANIMALS: Acute Exposure/ When applied to the intact and abraded skin of rabbits 1,5,9-cyclododecatriene produced minimal erythema in all of the rabbits. In the case of 2 rabbits, minimal edema of the abraded skin was observed in 24 hours. Subsequent observations revealed a gradual return to normal, which was complete after 1 week.

/LABORATORY ANIMALS: Acute Exposure/ Undiluted (0.1 mL) 1,5,9-cyclododecatriene produced erythema of the palpebral conjunctiva, obvious swelling of the lids and nictitating membrane, and lacrimation within 1 hour. Subsequent observations revealed improvement within 24 hours and a return to normal by 1 week. Average numerical evaluation at the end of 1, 24, 48, 72 hours, and 1 week were 6.6, 2.3, 1.0, 1.0, and 0, respectively, with 110.0 the maximum score attainable. /Species not specified/

/LABORATORY ANIMALS: Acute Exposure/ 1,5,9-Cyclododecatriene was a rapidly acting, strong irritant, but was not a sensitizer of guinea pig skin. On intact skin, the undiluted material produced generally strong erythema with edema through 2 days. Fifty percent, 25%, and 10% solutions in fat-acetone-dioxane produced erythema with dose-related edema during the 1st hour. After 24 hours, the reaction to 50% was slightly less, but that to 25% and 10% solutions had become negligible. On abraded skin, a 50% solution caused strong irritation at 10 minutes, which generally developed into partial necrosis at 1 day. Strong irritation at 10 minutes from a 25% solution diminished slightly by 1 day and markedly by 2 days. At 10%, reaction on abraded skin was not appreciably different from that observed on intact skin. Occluded application of a 10% solution on both intact and abraded skin did not result in significantly increased response.

/LABORATORY ANIMALS: Acute Exposure/ 30 minutes after application /of 4150-4664 mg/kg bw 1,5,9-cyclododecatriene, rats/ showed abnormal symptoms (restlessness, rough skin, decrease in responsiveness, hunched posture, diarrhea, moderate to severe tremors, convulsions, sedation, prone position). Those animals surviving the test appeared normal after 5 days at the latest. In the higher dosage groups animals died after 6 to 48 hours after the application. When submitted to autopsy those animals which died during the test showed redness of the mucosa of the gut and stomach and an accumulation of liquir. Animals which survived the study showed no pathological changes.

For more Non-Human Toxicity Excerpts (Complete) data for 1,5,9-CYCLODODECATRIENE (16 total), please visit the HSDB record page.

The rate constant for the vapor-phase reaction of 1,5,9-cyclododecatriene with photochemically-produced hydroxyl radicals has been estimated as 1.8X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2.2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 1,5,9-cyclododecatriene with ozone has been estimated as 6.0X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 0.5 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). 1,5,9-Cyclododecatriene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3).

Status: Active Update: 13-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27656；Status: Active Update: 28-02-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/13136；Status: Cease Manufacture Update: 05-07-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/8032

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