1,5,9-Cyclododecatriene

162.271

162.27

225-533-8

2518

DTXSID8027581|DTXSID6040791|DTXSID20872347

Colorless|Liquid

0 Ų

5.50

1,5,9-cyclododecatriene appears as a colorless liquid. Toxic by skin absorption and ingestion and irritating to skin and eyes. Used to make other chemicals.

0.8910 g/cm³ @ Temp: 20 °C

-18 °C

100-101 °C

87.8±0.0 °C

1.474

In water, 0.47 mg/L at 25 °C (est)

2-8ºC

0.07 mm Hg at 25 °C (est)

Terpene-like odor

Henry's Law constant = 0.03 atm-cu m/mol at 25 °C (est)

BP: 110 °C at 2.7 kPa; MP: 34 °C. Relative density: 0.864 at 40 °C/4 °C|BP: 116 °C at 2.7 kPa; 240 °C at 101.3 kPa. MP: -17 °C. Relative density: 0.892 at 20 °C/4 °C. Refractive index: 1.508 at 20 °C/D /cis,trans,trans-1,5,9-Cyclododecatriene/|BP: 117 °C at 2.7 kPa; 244 °C at 101.3 kPa. MP: -8 °C. Refractive index: 1.513 at 20 °C/D /cis,cis,trans-1,5,9-Cyclododecatriene/|BP: 110 °C at 2.7 kPa. MP: -1 °C. Refractive index: 1.510 at 25 °C/D /cis,cis,cis-1,5,9-Cyclododecatriene/|Hydroxyl radical reaction rate constant = 1.8X10-10 cu cm/molec-sec at 25 °C (est)

No rapid reaction with air. No rapid reaction with water.

Hydrocarbons, Aliphatic Unsaturated

Polymerizable

1,5,9-CYCLODODECATRIENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.

244 °C

UN 2518 6.1/PG 3

3

R34

26-36/37/39-45

GU2310000

C: Corrosive;

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.

European Chemicals Bureau; IUCLID Dataset, Cyclododeca-1,5,9-triene (4904-61-4) (2000 CD-ROM edition) contains information on use, toxicology, and environmental effects of this chemical as supplied to the European Union by industry.|EPA/Office of Pollution prevention and toxics; High production Volume Information System (HPVIS) Detailed chemical results for 1,5,9-Cyclododecatriene (4904-61-4).[Available from, as of July 10, 2009: http://iaspub.epa.gov/oppthpv/quicksearch.chemical?pvalue=4904-61-4]

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire. Behavior in Fire: Vapors can flow along surfaces to distant ignition source and flash back. (USCG, 1999)|Flammable - 2nd degree, Reactive - 1st degree

|Danger|H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]|P261, P271, P273, P304+P340, P311, P321, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (11.63%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P311, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H304 (100%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]|P273, P301+P310, P331, P391, P405, and P501|Aggregated GHS information provided by 150 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501|Aggregated GHS information provided by 42 companies from 2 notifications to the ECHA C&L Inventory.|Warning|H227: Combustible liquid [Warning Flammable liquids]|P210, P280, P370+P378, P403+P235, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (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)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in 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, 2016)

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.

Lower explosive limit: 1% by volume; Upper explosive limit: 4% by volume

Extinguish fire using agent suitable for type of surrounding fire (Material itself does not burn or burns with difficulty.) Keep run-off water out of sewers and water sources.

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.

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.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Health: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. 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. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for 1,5,9-CYCLODODECATRIENE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|Int'l Air Shipments: Chemical: 1,5,9-Cyclododecatriene. IMO Class: 6.1. UN 2518. Primary hazard label: Keep away from food (packaging group III). Additional packaging instructions listed in the table must also be followed.|International Water Shipments: Chemical: 1,5,9-cyclododecatriene. IMO Class: 6.1, poisons. UN 2518. Packaging Group: III. Label(s) required: Harmful, stow away from foodstuffs.

1,5,9-Cyclododecatriene was identified, not quantified in isolated stock effluent from rubber tire vulcanization(1).

LD50 Rat oral 1780-2300 mg/kg|LC50 Rat inhalation 7.5-8.9 mg/L for 6 hours|LD50 Rat dermal >3,600 mg/kg

/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 concentration all organisms were observed twitching. In the additional 10 mg/L test concentration all organisms were observed twitching within 30 minutes, and were dead within the first hour. In the corresponding solvent control (5.0 mL/L), 10% mortality occurred between 24 and 48 hours. No additional mortality was noted in the remainder of the test period. Therefore, the 10 mg/L test concentration results were determined to be valid for use in an LC50 determination. In the additional 50 mg/L concentration, all organisms were observed twitching shortly after introduction to the test solution, and were dead within 30 minutes. However, in the corresponding solvent control (25 mL/L) all organisms were dead within 40 minutes, thus invalidating this test concentration.|/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.

1,5,9-Cyclododecatriene's production and use as a feedstock, for the manufacturing of C12-polyamides, dodecanoic acid, and in flame retardants(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 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).

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).

8.32e+03|1,5,9-Cyclododecatriene's production and use as a feedstock, for the manufacturing of C12-polyamides, dodecanoic acid, and in flame retardants(1) may result in its release to the environment through various waste streams(SRC).

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.

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).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 28 workers (none of these were female) were potentially exposed to 1,5,9-cyclododecatriene in the US(1). Occupational exposure to 1,5,9-cyclododecatriene may occur through inhalation and dermal contact with this compound at workplaces where 1,5,9-cyclododecatriene is produced or used.|1,5,9-Cyclododecatriene was measured in the atmosphere of a passenger tire curing room at concentrations of 5.61-9.22 ppb in the center and at 10.3-26.5 ppb at the periphery of the room(1).

54.95 Days

Exposure can cause irritation and burns of eyes, nose and throat. (USCG, 1999)

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)

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. /Aliphatic hydrocarbons 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. Monitor for pulmonary edema 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. Administer activated charcoal ... . Treat frostbite with rapid rewarming techniques ... ./Aliphatic hydrocarbons 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 as 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.Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aliphatic hydrocarbons and related compounds/

1,5,9-cyclododecatriene

All other basic organic chemical manufacturing|1,5,9-Cyclododecatriene: ACTIVE|1,5,9-Cyclododecatriene, (1E,5E,9Z)-: ACTIVE|The two main isomers, cis,trans,trans- and all trans-1,5,9-cyclododecatriene ... are generally characterized by their tendency to form complexes with transition metals and to undergo transannular reactions and isomerization.|... Stabilized with 30-50 mg/L p-tert-butylalcohol in order to prevent the formation of peroxides

Gas chromatography is the best method for evaluating the purity of cyclododecatriene and side products.

Fire Hazards -> Flammable - 2nd degree, Reactive - 1st degree