1-Undecene
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1-Undecene
structure -
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CAS No:
821-95-4
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Formula:
C11H22
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Chemical Name:
1-Undecene
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Synonyms:
1-Undecene;n-1-Undecene;α-Undecene;NSC 73983
- Categories:
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CAS No:
Description
ChEBI: An alkene that is undecane containing one double bond located at position 1.
1-undecene appears as a colorless liquid with a mild odor. Less dense than water and insoluble in water. Hence floats on water. (USCG, 1999)|Liquid
1-undecene appears as a colorless liquid with a mild odor. Less dense than water and insoluble in water. Hence floats on water. (USCG, 1999)|1-undecene is an alkene that is undecane containing one double bond located at position 1. It has a role as a plant metabolite.
1-Undecene Basic Attributes
154.297
154.29
271-214-1
1446756A8F
73983
DTXSID5061168
COLORLESS LIQUID
29012990
Characteristics
0
6.09
1-undecene appears as a colorless liquid with a mild odor. Less dense than water and insoluble in water. Hence floats on water. (USCG, 1999)
0.7503 g/cm3 @ Temp: 20 °C
-49.2 °C
192.7 °C @ Press: 760 Torr
160 DEG F OC
1.427
Sol in ether, chloroform, ligroin; insol in water
0.493 mm Hg @ 25 deg C
MILD
Flammable. Insoluble in water.
Hydrocarbons, Aliphatic Unsaturated
1-UNDECENE may react vigorously with strong oxidizers. May react exothermically with reducing agents to release gaseous hydrogen.
-19.084 BTU/LB= -10.062 CAL/G= -443.89X10+5 JOULES/KG
154 BTU/LB = 85.8 CAL/G = 3.59X10+5 JOULES/KG
Critical temperature: 365 °C; critical pressure: 2030 kPa
Safety Information
3
20/22-36/37/38
S26-S36
Xn,F
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 47 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Goggles or face shield; rubber gloves. (USCG, 1999)|GOGGLES OR FACE SHIELD; RUBBER GLOVES.
EXTINGUISH WITH FOAM, DRY CHEMICAL, OR CARBON DIOXIDE. WATER MAY BE INEFFECTIVE ON FIRE. COOL EXPOSED CONTAINERS WITH WATER.
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.
LIQUID IRRITATING TO SKIN AND EYES.
The hydrocarbon content of the exhaust of two different turbojet engines operated at simulated supersonic flight conditions was determined. During the experiment, jet engine model YJ93-GE-3 contained 1-undecene in its exhaust ranging from 1.6-3.0 ppm while jet engine model J85-GE-5B contained 1-undecene in its exhaust ranging from 0.14-0.39 ppm(1). The use of various types of plastic films for mulch purposes(ground moisture and weed control) on farmlands can lead to the release of 1-undecene into the ambient environment through its disposal. Typically, these plastic films are burned either in situ in the crop row or gathered into large piles and incinerated. In one controlled study, 1-undecene was detected(concentration not specified) in the gas released during the burning of this type of plastic(2). Landfill gas from eight different sites in the United Kingdom was analyzed for trace compounds, including 1-undecene. In one crude municipal landfill located in a stone quarry, with an age of 5-6 years, 1-undecene was detected at 34 mg/cu m, 3 m below the surface of the landfill and at 13.3 mg/cu m, 15 cm above the landfill(3).
Toxicity
1-Undecene is a naturally occurring compound found as part of the volatile organic compounds emitted during the heating of rapeseed, peanut and Canola oil(1).
Although 1-undecene does not have any formal use, it has appeared in various waste streams throughout the country(SRC). This may be in part due to its presence in various types of oils(1,2). Companies which manufacture peanut products or Canola oil may be potential sources of 1-undecene contamination into the environment. Also, the burning of plastic films used in agriculture(3) and the combustion of jet fuel(4) have been shown to release 1-undecene into the environment.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3180(SRC), determined from a structure estimation method(2), indicates that 1-undecene is expected to have slight mobility in soil(SRC). Volatilization of 1-undecene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.48 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1-Undecene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.493 mm Hg(4). However, adsorption to soil is expected to attenuate volatilization(SRC). 1-Undecene's linear hydrocarbon structure would suggest that biodegradation is an important process in soil(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3180(SRC), determined from a structure estimation method(2), indicates that 1-undecene is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.48 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 1 hr and 5 days, respectively(SRC). However, this model underestimates the volatilization half-life of 1-undecene since it does not take into account the effects of adsorption. This is apparent from the results of two EXAMS model runs, one in which the effect of adsorption was considered (half-life = 21 days in a model pond) and one in which adsorption was ignored (half-life = 42 hours in a model pond)(5). 1-Undecene's linear hydrocarbon structure would suggest that biodegradation is an important process in water(6). According to a classification scheme(7), an estimated BCF of 414(SRC), from an estimated log Kow(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is high.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-undecene, which has a vapor pressure of 0.493 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-undecene 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 10 hrs(SRC), calculated from its rate constant of 3.72X10-11 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3). Vapor-phase 1-undecene is also degraded in the atmosphere by reaction with ozone; the half-life for this reaction in air is estimated to be 23 hrs(SRC), calculated from its rate constant of 1.2X10-17 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Reaction of vapor-phase 1-undecene with nitrate radical may be an important night-time loss process based on its molecular structure(4).
The rate constant for the vapor-phase reaction of 1-undecene with photochemically-produced hydroxyl radicals has been estimated as 3.72X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 10 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 1-undecene with photochemically-produced ozone radicals has been estimated as 1.2X10-17 cu cm/molecule-sec at 25 °C(SRC), using a structure estimation method(1). This corresponds to an atmospheric half-life of about 23 hrs(SRC) at an atmospheric concentration of 7.0X10+11 molec/cu cm(2). Reaction of vapor-phase 1-undecene with nitrate radical may be an important night-time loss process based on its molecular structure(3). 1-Undecene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(4) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum.
An estimated BCF of 414 was calculated for 1-undecene(SRC), using an estimated log Kow of 5.61(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high.
Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1-undecene can be estimated to be about 3180(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-undecene is expected to have slight mobility in soil.
The Henry's Law constant for 1-undecene is estimated as 1.48 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1-undecene 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 1 hr(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 days(SRC). However, the volatilization half-life does not take into account the effects of adsorption. This is apparent from the results of two EXAMS model runs, one in which the effect of adsorption was considered, yielding an estimated half-life of 21 days in a model pond 2 m deep, and one in which the effect of adsorption was ignored, yielding an estimated half-life of 42 hrs in a model pond 2 m deep(3). 1-Undecene's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). 1-Undecene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.493 mm Hg(4).
DRINKING WATER: 1-Undecene was qualitatively detected(concentration not specified) in advanced waste treatment water samples taken throughout the United States from June 1977 to November 1980(1).|SURFACE WATER: In a study of surface waters in the United Kingdoms, 1-undecene was detected in three river water samples (locations and concentrations not specified) collected from March to December 1976(1).
The volatile vapor fraction emitted during the heating of four oils (rapeseed, Canola, peanut and soybean) was analyzed to determine the concentrations of volatile organic compounds. 1-Undecene was detected, concentration not specified, in heated rapeseed, Canola and peanut oil(1). In another study of peanut oil, 1-undecene was detected in head space air samples when peanut oil was heated from 50-200 °C(2). The highest concentration of 1-undecene occurred at 200 °C.
Occupational exposure to 1-undecene may occur through inhalation and dermal contact with this compound at workplaces where peanut, rapeseed, or Canola oils are used(1,2), at landfill operations(3), on farmlands(4), or where 1-undecene is produced or used(SRC). Chinese restaurants are known for their use of peanut and rapeseed oils and may therefore present a potential source of 1-undecene exposure to the cooks(1). The general population may be exposed to 1-undecene via ingestion of food(1,2) and drinking water(5), and through the use of oil products(1) containing 1-undecene.
The concentrations of various pollutants were studied in human milk. 1-Undecene was detected, concentration not specified, in 5 out of 8 human milk samples from women living in Bayonne, NJ, Jersey City, NJ, and Baton Rouge, LA(1). In a study of expired air released by non-smoking individuals, it was found that 1-undecene was detected, concentrations not specified, in non diabetics(28 individuals) and diabetics(20 individuals)(2). However, 1-undecene was not detected in expired air samples from pre-diabetic (14 individuals)(2).
Drug Information
1.23 Days
Aspiration hazard if ingested. Slight skin and eye irritation. No inhalation hazard expected. (USCG, 1999)
INHALATION: remove victim to fresh air. INGESTION: do NOT lavage or induce vomiting; give vegetable oil and demulcents; call a doctor. EYES: flush with water for 15 min. SKIN: wipe off, wash with soap and water. (USCG, 1999)
LIQUID IRRITATING TO SKIN AND EYES. ... ASPIRATION HAZARD IF INGESTED.
1-Undecene Use and Manufacturing
CATALYTIC OLIGOMERIZATION OF ETHYLENE FOLLOWED BY ISOMERIZATION & DISPROPORTIONATION OF C4-C8 & C20+ FRACTIONS TO C11-C14 INTERNAL OLEFINS; THERMAL CRACKING OF PARAFFIN WAXES FOLLOWED BY FRACTIONATION TO C11-C14 LINEAR ALPHA-OLEFINS
1-Undecene: ACTIVE
Fatty Acyls [FA] -> Hydrocarbons [FA11]
Computed Properties
Molecular Weight:154.29
XLogP3:6.2
Rotatable Bond Count:8
Exact Mass:154.172150702
Monoisotopic Mass:154.172150702
Heavy Atom Count:11
Complexity:74.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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