Dotriacontane
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Dotriacontane
structure -
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CAS No:
544-85-4
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Formula:
C32H66
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Chemical Name:
Dotriacontane
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Synonyms:
Dotriacontane;Bicetyl;n-Dotriacontane;NSC 6361
- Categories:
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CAS No:
Dotriacontane Basic Attributes
450.87
450.87
1783260
208-881-5
7KSV90RN23
6361
DTXSID5052202
Plates from benzene, chloroform, acetic acid, ether
2901100000
Characteristics
0
16.06 (est)
White to slightly gray Shiny Flakes
0.9162 g/cm3 @ Temp: 60 °C
69.7 °C
467 °C
247 °C
1.452
soluble in hot toluene, diethyl ether, benzene and ethanol. Insoluble in water.
Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
<1 mm Hg ( 20 °C)
15.6 (vs air)
Henry's Law constant: 2.0X10-7 atm-cu m/mole at 25 °C (est)
Hydroxyl radical reaction rate constant: 4.22X10-11 cu cm/molecule-sec at 25 °C (est)
Safety Information
NONH for all modes of transport
3
24/25
JT2360000
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: Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging: Dispose of as unused product.
Incompatible materials: Strong oxidizing agents
Skin protection: Handle with gloves.|Eye/face protection: Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Body Protection: Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place.|Respiratory protection: Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Wear self contained breathing apparatus for fire fighting if necessary.|Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Sweep up and shovel. Keep in suitable, closed containers for disposal.
Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.|ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Environmental precautions: Do not let product enter drains.|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.|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.
/Higher alkanes/ may cause eye and skin irritation.
Alkanes (C20-C32) were the most abundant trace organic compounds found in vehicle exhaust particulate matter with an emission factor of <0.1 ug/km for dotriacontane from diesel driven light-duty vehicles(1).
SEDIMENT: Dotriacontane concentrations ranged from 2.0 to 400 ng/g dry weight in sediments samples collected from 14 sites from the Shinano River in Niigata Japan from November 2005 to April 2006(1).
URBAN/SUBURBAN: Dotriacontane was detected in particulate air samples from Georgia Tech campus, GA at mean concentrations of 0.5 and 0.9 ng/cu m for summer 2005 and winter 2006, respectively(1). A mean dotriacontane concentration of approximately 5 ng/cu m was reported in the particulate phase of air samples collected in an urban and industrialized area in Prato, Italy during 2002(2). Dotriacontane concentration were 7.3 and 5.1 ng/cu m in particulate phase in the summer and winter, respectively; concentrations of 0.7 and 0.6 ng/cu m were detected in the vapor phase in summer and winter, respectively; samples were collected in an urban area in Nagoya, Japan in 1991(3).|RURAL/REMOTE: Dotriacontane was detected in particulate air samples from a rural area of Yorkville, GA at mean concentrations of 0.08 and 0.38 ng/cu m for summer and winter, respectively(1).|SOURCE DOMINATED: Dotriacontane was detected in particulate air samples from an interstate highway in Georgia at a mean concentration of 0.61 and 1.27 ng/cu m for summer and winter, respectively(1). Dotriacontane was detected at 25-190 pg/cu m with a mean of 93 pg/cu m in particulate air samples collected near a highway in Raleigh, NC; concentrations in samples collected 275 meters from the highway contained 20-240 pg/cu m with a mean of 80 pg/cu m(2).
Occupational exposure to dotriacontane may occur through inhalation and dermal contact with this compound at workplaces where petroleum products are used or processed. Monitoring data indicate that the general population may be exposed to dotriacontane via inhalation of polluted air, ingestion of food and contact with water contaminated by combustion effluents. (SRC)
Toxicity
IDENTIFICATION AND USE: Dotricantane is a higher n-alkane containing 32 carbon atoms (C32). It is used in research. HUMAN EXPOSURE AND TOXICITY: There are no data available. ANIMAL STUDIES: Inhalation studies in cigarette-smoking baboons have been performed using (14)C-dotriacontane as a label for particulate matter. (14)C-dotriacontane was recovered from the lungs lavage. Samples of the pork, veal and chicken contained n-alkanes ranged from C12-C33.
LD50 Mice iv 100 mg/kg
Dotriacontane is detected in various plants used in food and medicinal applications(1).
Alkanes such as dotriacontane may be components in petroleum products(1) and may be released to the environment through the processing and combustion of petroleum products(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 7.9X10+8(SRC), determined from a structure estimation method(2), indicates that dotriacontane is expected to be immobile in soil(SRC). Volatilization of dotriacontane from moist soil surfaces is expected to be a fate process(SRC) given an estimated Henry's Law constant of 2700 atm-cu m/mole(SRC), using a fragment constant estimation method(2). However, adsorption to soil is expected to attenuate volatilization(SRC). Dotriacontane is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). A biodegradation oxygen consumption value of 7.8 ug/mL using a soil suspension(3) indicates that biodegradation of dotriacontane may be a slow environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7.9X10+8(SRC), determined from a structure estimation method(2), indicates that dotriacontane 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 2700 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6.2 hours and 8.4 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is more than 2 years if adsorption is considered (4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 16.06(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A biodegradation oxygen consumption value of 7.8 ug/mL using a soil suspension(5) indicates that biodegradation of dotriacontane may be a slow environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dotriacontane, which has an estimated vapor pressure of 2X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dotriacontane 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 9 hours (SRC), calculated from its rate constant of 4.22X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Particulate-phase dotriacontane may be removed from the air by wet and dry deposition(SRC). Dotriacontane 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).
The rate constant for the vapor-phase reaction of dotriacontane with photochemically-produced hydroxyl radicals has been estimated as 4.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Dotriacontane is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Dotriacontane does not contain chromophores that absorb at wavelengths >290 nm(2) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
An estimated BCF of 3 was calculated in fish for dotriacontane(SRC), using an estimated log Kow of 16.06(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc of dotriacontane can be estimated to be 7.9X10+8(SRC). According to a classification scheme(2), this estimated Koc value suggests that dotriacontane is expected to be immobile in soil.
The Henry's Law constant for dotriacontane is estimated as 2700 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that dotriacontane is expected to volatilize 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 6.2 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 8.4 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 greater than 2 years when adsorption is considered(3). Dotriacontane's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Dotriacontane is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2X10-7 mm Hg(SRC), determined from a fragment constant method(4).
SURFACE WATER: Dotriacontane concentrations ranged from 0.01 to 0.4 ug/L in eight stations located in the Guanabara Bay Basin, Rio de Janeiro, Brazil, sampled from September 2011 to August 2012(1).
Drug Information
Samples of the pork, veal and chicken imported into Italy from other countries were analyzed to ascertain saturated and unsaturated hydrocarbon levels. Gas chromatography-mass spectrometry analysis showed overall n-alkane levels to be in the range of 0.3-10.5 ppm. n-Alkanes ranged from C12-C33. Phytenes were found only in bovine tissue. No alkenes were present in any of the samples analyzed. /n-Alkanes/|Nose only inhalation exposure and intratracheal inoculation were described as methods which allow lung only exposures to hazardous materials. For nose only inhalation studies, animals were restrained in stocklike holders or whole body tubes and the nose of each animal protruded into either a chamber or channel where the aerosols were delivered. Over 70% of the material was deposited in the lung of the exposed animals, compared to 13% obtained by traditional exposure methods. There was little external body exposure and therefore little ingestion through preening. Particulate deposition and distribution were quite reproducible, with animal to animal variation of less than 20%. The major disadvantage to the nose only exposure system was that the animals were restrained and not allowed access to food or water during exposure. Results obtained using dotriacontane and catechol were described. For intratracheal inoculation, the material being studied was placed in the lung to allow direct interaction with lung cells. A blunt needle was carefully inserted down the throat of the animal, past the tracheal rings to the bifurcation of the lung where the material was injected. The technique was similar for rats, mice, and hamsters. The procedure was fairly simple and rapid, allowing injection of many animals per day. A wide range of treatment doses could be given and repeated over long periods of time; the chemicals bypassed the upper respiratory tract. The disadvantages to the method included the fact that this was not a normal route of exposure, anesthesia was required, the particle size delivered to the lung may not be uniform, and special care was needed to insure that animals survived the procedure.
283.99 Days
/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. /Aliphatic hydrocarbons and related compounds/|/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 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/|/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 ... . 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 (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aliphatic hydrocarbons and related compounds/|Emergency and supportive measures. 1. General. Provide basic supportive care for all symptomatic patients. Maintain an open airway and assist ventilation if necessary. Administer supplemental oxygen. Monitor arterial blood gases or oximetry, chest radiographs, and ECG and admit symptomatic patients to an intensive care setting. Use epinephrine and other beta-adrenergic medications with caution in patients with significant hydrocarbon intoxication because arrhythmias may be induced. 2. Pulmonary aspiration. Patients who remain completely asymptomatic after 4-6 hours of observation may be discharged. In contrast, if the patient is coughing on arrival, aspiration probably has occurred. Administer supplemental oxygen and treat bronchospasm and hypoxia if they occur. Do not use steroids or prophylactic antibiotics. 3. Ingestion. In the vast majority of accidental childhood ingestions, less than 5-10 mL is actually swallowed and systemic toxicity is rare. Treatment is primarily supportive. Injection. For injections into the fingertip or hand, especially those involving a high-pressure paint gun, consult with a plastic or hand surgeon immediately, as prompt wide exposure, irrigation, and debridement are often required. /Hydrocarbons/|For more Antidote and Emergency Treatment (Complete) data for n-Dotriacontane (7 total), please visit the HSDB record page.
dotriacontane
Dotriacontane Use and Manufacturing
The liquefaction of coal provides the greatest variety of saturated hydrocarbons. The Fischer-Tropsch synthesis produces alkanes from syngas (CO + H2) in the range C1 to C30 or higher depending on the process variant: depending on the catalyst employed, the synthesis yields predominantly liquid hydrocarbons in the gasoline range, along with gases from C1 to C4 when iron-based catalysts are used, while cobalt-based catalysts produce longer chain hydrocarbons in the diesel and wax range that often undergo, depending of the desired product slate, further processing, especially for gasoline generation. While iron-based Fischer-Tropsch catalysts generate complex mixtures that also include branched and olefinic hydrocarbons, cobalt-based catalysts produce streams that are rich in n-alkanes and are therefore suitable raw materials for detergents and for wax products. /Saturated Hydrocarbons/|Suitable sources for n-alkanes with more than six carbon atoms are the appropriate petroleum distillate fractions, from which the n-paraffins can be isolated in high isomeric purity (= 95% linearity) by selective separation techniques, especially fractional distillation. /Higher n-Alkanes/
Research|They are used mainly in applications for which isoalkanes are not acceptable for biological reasons, e.g., the production of detergents or proteins. /Higher n-Alkanes/|Solid n-alkanes (paraffin waxes) are used in a variety of applications, e.g., ... oxidation, and chlorination reactions. /Higher n-Alkanes/
Dotriacontane: ACTIVE|Dotriacontane is found in coconut. Dotriacontane is a constituent of Mentha aquatica (water mint).|Gas-phase dehydrogenation of n-alkanes over noble-metal catalysts yield the corresponding n-alkenes at low conversion rates (ca. 10%) with predominantly internal double bonds. The corresponding alkenes can be isolated in high purity by selective molecular-sieve processes. /Higher n-Alkanes/
The chloroform-extractable lipid fraction of dissolved organic matter in seawater was analyzed by gravimetry, liquid chromatography, gas chromatography (GC), and gas chromatography-mass spectrometry (GC-MS). Gravimetric concentrations of dissolved lipids in the Gulf of Mexico were in the range of 60-160 mg/L in near-surface waters and 61-116 ug/L in near bottom waters and accounted for approximately 4% of the dissolved organic C. Over a 12-hr sampling period and a 5-day sampling period extensive variability in dissolved lipid quantity and quality were observed. The major percentage of extractable weight was collected in the polar liquid chromatographic fraction (55-95%). Gas chromatographic concentrations of the aliphatic fractions were in the range of 0.014-0.187 ug/L. Concentrations derived from gas chromatography were consistently lower than gravimetrically-derived concentrations. A number of compounds were tentatively identified by a combination of GC, GC-MS, and authentic standards. The major components of the analyzable dissolved lipids were n-alkanes (C16-C32), pristane, phytane, methyl, ethyl and propyl esters of fatty acids. Minor components included olefins and cycloalkanes, aromatics, short-chained acids, and possibly a lactone and an alcohol. All concentrations and compounds were indicative of a fairly pristine environment. The n-alkane distribution appears to be the result of marine and terrestrial inputs superimposed on a chronic low-level background of oil pollution. The fatty acid esters and other fragment molecules may be the result of the degradation of humic substances. A number of potential indicators of source were isolated. /n-Alkanes/|Petroleum-related contaminants in seafoods were analyzed. A GC (SIM) method was developed for the determination of contaminants, which covered 7 n-alkanes (C20-C32) and 7 polycyclic aromatic hydrocarbons (PAH), including benzo(a)pyrene, and dibenzothiophene (DBT). The detection limits were 2-3 ppb for n-alkane, 0.1-0.2 ppb for PAH and 0.2 ppb for DBT. The concentrations of petroleum-related contaminants in seafoods, collected either from waters that were outside the spill area or before the oil spill, were determined by the GC/MS (SIM) method. Levels of total n-alkanes ranged from nd (not detected) to 532 ppb and those of PAH and DBT ranged from nd to 15.5 ppb. The concentrations of n-alkanes and PAH in the visceral mass of squid and scallops were higher than those in their muscle tissues. /n-Alkanes/
Fatty Acyls [FA] -> Hydrocarbons [FA11]
Computed Properties
Molecular Weight:450.9
XLogP3:16.9
Rotatable Bond Count:29
Exact Mass:450.516452105
Monoisotopic Mass:450.516452105
Heavy Atom Count:32
Complexity:264
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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