基本情報
- 標準SMILES
CCCCCCCCC- InChIKey
BKIMMITUMNQMOS-UHFFFAOYSA-N- 分子式
- C9H20
- 平均分子量
- 128.25 g/mol
- 単同位体質量
- 128.15650064
概要
N-nonane appears as a clear colorless liquid with a sharp odor. Flash point 86 °F. Insoluble in water and less dense than water. Contact may irritate eyes and possibly injury the cornea. May irritate skin. Vapor inhalation may cause irritation. Prolonged inhalation may lead to breathing difficulty. Ingestion causes abdominal discomfort, nausea and diarrhea.
名称と識別子
- 優先名称
- Nonane
- IUPAC
- nonane
- 現地名
- ノナン
- 英語名
- n-Nonane
- 分子式
- C9H20
- 分子量
- 128.26
名称と別名
名称をさらに表示
データベース識別子
- CAS
111-84-2、61193-19-9、66039-00-7- PubChem CID
- 8141
- DTXSID
DTXSID9025796- ChEMBL
CHEMBL335900- ChEBI
CHEBI:32892- UNII
- T9W3VH6G10
- EC Number
- 203-913-4
- Nikkaji
- J34.957G
物性
構造計算による物性
- XLogP
- 4.5
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 6
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 33.3
実験および物理化学的性質
LogP
log Kow = 5.65
5.65
5.65
Density
0.718 at 68 °F (USCG, 1999) - Less dense than water; will float
0.7176 g/cu cm at 20 °C
Relative density (water = 1): 0.7
0.718
0.7192 @ 20°C
0.72
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
In water, 0.220 mg/L at 25 °C
Very soluble in ethanol and ether; miscible with acetone, benzene, chloroform, hydrogen peroxide
0.00022 mg/mL at 25 °C
Solubility in water, g/100ml at 25 °C: 0.00002 (very poor)
Insoluble
Flash Point
88 °F (NTP, 1992)
31 °C
88 °F (31 °C) (Closed Cup)
31 °C c.c.
88 °F
88 °F
物理化学的性質
- 融点
- -53 °C · -53 °C
- 沸点
- 151 °C · 151 °C(lit.)
- 比重(密度)
- 0.72 g/mL · 0.72 g/mL at 20 °C
- 蒸気密度
- 4.41 · 4.41 (vs air)
- 蒸気圧
- 0.18 psi · 0.18 psi ( 37.7 °C)
- 屈折率
- 20 · n20/D 1.407
- 闪点
- 88 °F · 88 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 5 °C · メタノールへの溶解度 g/L: 5 °C で 84、10 °C で 95、15 °C で 105、20 °C で 116、25 °C で 129、30 °C で 142、35 °C で 155、170 40 °C で (Kiser et al., 1961)。多くの脂肪族炭化水素と混和します。
- 酸解離定数(Pka)
- 14 · >14 (Schwarzenbach et al., 1993)
- 外見
- 液体
- 比重
- 0.72 · 0.72 (20/4℃)
- 色
- 無色透明
- 臭い (Odor)
- ガソリン
- 臭気閾値(Odor Threshold)
- 2.2 ppm · 2.2ppm
- 爆発限界(explosive limit)
- 0.7 · 0.7-5.6%(V)
- 水溶解度
- エタノール、エーテル、アセトン、ベンゼン、クロロホルム、過酸化水素と混和します。水と混和しない。
- 比熱容量
- 2.22 J/ · Cp(liquid): 2.22 J/(g·K), at 25℃
- BRN
- 1696917 · 1696917
- Henry's Law Constant
- 2.32 at · 2.32 at 25 °C (Jnsson et al., 1982)
- Dielectric constant
- 2 · 2.0(20℃)
- 安定性
- 安定。とても燃えやすい。強力な酸化剤とは相容れない。
- 化粧品成分の機能
- スキンコンディショニング - その他溶媒
- InChI
- 1S/C9H20/c1-3-5-7-9-8-6-4-2/h3-9H2,1-2H3
- InChIKey
- BKIMMITUMNQMOS-UHFFFAOYSA-N
- SMILES
- CCCCCCCCC
- LogP
- 5.293 · 5.293 (est)
- 表面張力
- 23.04 mN/m · 23.04mN/m at 293.15K
- CAS データベース
- 111 · 111-84-2(CAS DataBase Reference)
- EPAの化学物質情報
- Nonane (111-84-2)
化学的性質
化学的特性ノナンは化学式でC9H20と表される有機化合物です炭素数が9個のアルカンであり無色で油状の液体ですその名前はギリシャ語の「ノン」から来ており「9」を意味しますこの化合物は特有の臭いを持ち工業的には溶剤燃料の添加物化学合成の原料として利用されます
化学的特性n-Nonane, C9H20, is a colorless, highly flammable liquid. Nonane is a constituent in the paraffin fraction of crude oil and natural gas. It is released to the environment via the manufacture, use, and disposal of many products associated with the petroleum and gasoline industries.
化学性质ノナンは非極性の化合物であり水とは混ざりにくいですが有機溶剤とは良く混ざります化学的には比較的反応性が低く空気中の酸素と反応して酸化されることがありますがこの反応は通常触媒や高温が必要ですまたノナンは燃焼時に二酸化炭素と水を生成する完全燃焼が可能です
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 0.2% (3 of 1344) of reports.
Danger
H226 (65.8%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P331, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1344 reports by companies from 39 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
危険有害性情報
Regulatory Information
Chemical: Nonane
Nonane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Nonane are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
T - indicates a substance that is the subject of a final TSCA section 4 test rule.
Status: Active Update: 01-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11446
Nonane: HSNO Approval: HSR001208 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Flammable. Above 31 °C explosive vapour/air mixtures may be formed.
Health Hazards
Inhalation of concentrated vapor causes depression, irritation of respiratory tract, and pulmonary edema. Liquid can irritate eyes and (on prolonged contact) skin. Ingestion causes irritation of mouth and stomach. Aspiration causes severe lung irritation, rapidly developing pulmonary edema, and central nervous system excitement followed by depression. (USCG, 1999)
Hazards Summary
A skin, eye, and respiratory tract irritant; Inhalation of high concentrations can cause CNS depression; [ICSC] TLV Basis = CNS impairment; In animals, inhalation causes reversible CNS effects at >2500 ppm; In a 13-week inhalation study of rats, NOAEL = 590 ppm, and LOAEL = 1600 ppm; [ACGIH]
TSCA Requirements
Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Nonane is included on this list. Effective date: 1/26/94; Sunset date: 6/30/98.
安全と保護具
Fire Fighting
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Use foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Refer for medical attention.
Rinse and then wash skin with water and soap. Refer for medical attention if skin irritation occurs.
Rinse with plenty of water (remove contact lenses if easily possible).
Rinse mouth. Do NOT induce vomiting. Refer for medical attention .
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
(General first aid procedures)
Fire Fighting Procedures
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very larg quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water.
Wear self contained breathing apparatus for fire fighting if necessary.
Storage Conditions
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive.
Fireproof. Separated from strong oxidants. Store in an area without drain or sewer access.
Cleanup Methods
Personal protection: filter respirator for organic gases and vapors adapted to the airborne concentration of the substance. Ventilation. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations.
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations...
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.
Disposal Methods
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material.
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 permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. 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 be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations.
Preventive Measures
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.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.
The worker should wash daily at the end of each work shift, and prior to eating, drinking, smoking, etc.
Work clothing that becomes wet should be immediately removed due to its flammability hazard (i.e., for liquids with a flash point <100 °F).
Use protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulation to form explosive concentrations. Vapors can accumulate in low areas.
毒性情報
Body Burden
n-Nonane was detected in 8 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(1). The air expired from humans contained n-nonane in 36.7% of the 387 samples collected from 54 subjects(2). The average n-nonane concentration of 0.308 ng/L was expressed as the geometric mean with upper and lower limits of 1.37 and 0.069 ng/L, respectively(2).
The median concentration of n-nonane in personal air and breath samples were 3.2 and 0.3 ug/cu m, respectively, for 50 individuals in Los Angeles during the winter of 1987, 2.3 and not detected (<0.1-0.3) ug/cu m, respectively, for 40 individuals in Los Angeles during the summer of 1987, and 2.8 and 0.5 ug/cu m, respectively, for 75 individuals in Baltimore, MD during the spring of 1987(1). The at home median exposure of 26 individuals living in smoking homes to n-nonane was reported to be 0.82-0.89 ug-day/cu m(2). The at-home median exposure of 51 individuals living in nonsmoking homes to n-nonane was reported to be 0.76 ug-day/cu m(2). Median concentrations of n-nonane were 3.16, 2.71, 3.05, and 1.08 ug/cu m in personal, kitchen, living area, and outdoor air samples, respectively, collected from 50 individuals in Los Angeles, CA during the Total Exposure Assessment Methodology (TEAM) study(4). During the second German Environmental Survey, n-nonane was detected above 1 ug/cu m in 109 out of 113 personal exposure samples collected from individuals in the Western part of Germany(3). The 95th percentile and geometric mean concentrations in these samples were 26 and 3.3 ug/cu m, respectively(4).[
Interactions
The penetration enhancing effects of nonane on the in vivo penetration of 1 mg propranolol hydrochloride applied under topical occlusive conditions with and without the presence of 4% nonane to 12 human volunteers are described. Propranolol penetration increased from 0.705 to 1.402% of the applied dose in the presence of nonane. All 7 subjects receiving the enhancer sustained moderate to severe erythema with slight edema at the application site, with slight eschar formation observed in 2 subjects after 24 hr exposure. In in vitro studies propranolol bioavailability was increased from 1.03 to 2.28% of the applied dose.
Alkaline phosphatase activity in liver, spleen, and bone marrow were increased in female rats exposed to n-octane or n-nonane for 2 and 7 days. The increase in splenic alkaline phosphatase activity persisted for up to 42 days after a single dose of either solvent. Pretreatment with protein formation inhibitors, cycloheximide or ethionine, removed this observed increase of alkaline phosphatase activity in liver and spleen.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 8.0X10+4(SRC), determined from a log Kow of 5.65(2) and a regression-derived equation(3), indicates that n-nonane is expected to be immobile in soil(SRC). Volatilization of n-nonane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.4 atm-cu m/mole(SRC), derived from its vapor pressure, 4.45 mm Hg(4), and water solubility, 22 mg/L)(5). n-Nonane is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Evaporation was considered to be the primary removal mechanism during a study where n-nonane was completely removed from both sterile and non-sterile soils after 5 days(6). Under conditions where volatilization is hindered, biodegradation of n-nonane is expected to be an important fate process based on 100% degradation after 5 and 25 days in screening tests using seawater sediment and activated sewage sludge inocula, respectively(7,8), suggesting that biodegradation may be an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 8.0X10+4(SRC), determined from a log Kow of 5.65(2) and a regression-derived equation(3), indicates that n-nonane is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 3.4 atm-cu m/mole(SRC), derived from its vapor pressure, 4.45 mm Hg(5), and water solubility, 22 mg/L)(6). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 3.3 hours and 4.5 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 155 days if adsorption is considered(7). According to a classification scheme(8), an estimated BCF of 100(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Based on 100% degradation after 5 days in water inoculated with seawater sediment(9) and 100% degradation after 25 days in water inoculated with activated sewage sludge(10), biodegradation is expected to be an important fate process for n-nonane in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-nonane, which has a vapor pressure of 4.45 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-nonane 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 1.7 days(SRC), calculated from its rate constant of 1.02X10-11 cu cm/molecule-sec at 25 °C(3). n-Nonane does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
Food Survey Values
n-Nonane has been detected in dry-cured hams at different stages of the manufacturing process; however, the concentrations were not specified(1). n-Nonane was identified as a volatile component of roasted filberts(2), and beaufort cheese(3). n-Nonane has been identified in headspace samples of heated peanut oil(4). n-Nonane has been detected in the headspace of floured chickpea seed(5).
Exposure Routes
The substance can be absorbed into the body by inhalation of its vapour and by ingestion.
inhalation, ingestion, skin and/or eye contact
Milk Concentrations
n-Nonane was detected in 8 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(1). n-Nonane has also been detected in samples of mother's milk collected from Pittsburgh, PA(2). The concentrations of n-nonane in the samples from these studies were not reported.
Plant Concentrations
n-Nonane was identified as a volatile constituent in kiwi fruit flowers collected in Kawanishishi, Hyogo, Japan(1). The compound has also been reported in the essential oil of Common St Johnswort (Hyericum perfortum), ginger (Zingiber officale), and in the fruit of black pepper (Piper nigrum)(2). n-Nonane has been identified in the volatile fractions obtained from the edible Korean chamchwi plant (Aster scber Thunb)(3).
Signs and Symptoms
Cough. Sore throat. Drowsiness. Dizziness. Ataxia Convulsions. Unconsciousness.
Dry skin. Redness.
Redness.
Nausea. Vomiting. Aspiration hazard! Further see Inhalation.
irritation eyes, skin, nose, throat; headache, drowsiness, dizziness, confusion, nausea, tremor, incoordination; chemical pneumonitis (aspiration liquid)
Effluent Concentrations
n-Nonane has been detected in 4 of 63 industrial wastewater effluents at concentrations less than 10 ug/L(1). Underwater hydrocarbon vents and formation water discharges from offshore oil production platforms were found to contain n-nonane concentration in the vapor phase at 1 umol/L and in the liquid state at 50 ng/L(2). Formation water contained n-nonane at a concentration of 520 ug/L(2). n-Nonane was detected in influent samples collected at the Jones Island, Akron, OH, Gary, IN, and Wadottee public-owned treatment works at concentrations ranging from <1-9 ppb(3). It was detected in only one effluent sample (Jones Island) at a concentration of <1 ppb(3).
n-Nonane has been identified as a trace component (0.064% vol) of landfill gas from a municiple landfill in Palos Verdes, CA(1). The average concentration of n-nonane measured in landfill gas samples from the Fresh Kills Municipal Solid-Waste Landfill in New York City has been reported as 3.57 ppmv(2). The concentration of n-nonane in the active compost blower exhaust from the Peninsula Composting Facility in Virginia has been measured to be 19 ug/cu m(3). n-Nonane was detected in greater than 25% of air samples collected at three sites at a municipal landfill in Dupont-Alpha Oxon, UK(4). The actual concentrations were not specified(4). n-Nonane has been detected in waste disposal site landfill gas in the UK; however, concentrations were not provided(5). A clay pit landfill in England that received municipal, industrial and liquid wastes emitted n-nonane gas at a concentration of 116 mg/L(4). The percentage of n-nonane in the emissions of volatile organic compounds in the UK during 1990 has been reported as 1.1%(6). The concentrations of n-nonane in the biogas released from a waste disposal site in Augsburg, Germany, a waste disposal site in Munich, Germany, and two sewage treatment plants in Munich, Germany were 14.9-18.3, 15.8-17.8, 0.8-1.3 mg/cu m, respectively(7). The concentration of n-nonane in the emissions of a municipal waste incineration plant located in Germany was 0.57 ug/cu m(8). The annual emission rate of n-nonane from the city of Athens, Greece has been calculated to be 1.396 kt/yr(9).
n-Nonane is emitted during the combustion of plastics(1). Building materials such as petroleum based solvents such as floor adhesives and waxes, wood stains, polyurethane finish and air fresheners emit n-nonane to indoor air(2). The concentrations of n-nonane released from tufted textile floor covering with styrene-butadiene rubber backing at 23 and 30 °C were 14.6 and 14.0 g/L, respectively(3). The average gaseous concentration of n-nonane in emissions from simulated asphalt roofing kettle tests ranged from not detected to 0.0854 mg/cu m(4). The emissions of n-nonane per area ranged from 36-1311 mg/sq m-hr for the tests in which n-nonane was detected(4).
Data collected from Aug 25 to Sept 7, 1979 showed that for a speed of 80 km/hr on straight and level highway, gasoline powered vehicles emitted n-nonane at an average rate of 3.6 mg/km, and diesel trucks emitted n-nonane at an average of 5.1 mg/km(1). The average exhaust from 67 gasoline fueled vehicles was found to contain n-nonane at a concentration 0.2% by weight(2). The concentrations of n-nonane measured in the tailpipe emissions of catalyst-equipped and noncatalyst-equipped gasoline-powered motor vehicles were 430 and 45,300 ug/km, respectively(3). The concentration of n-nonane measured in the emissions of diesel-powered medium duty trucks was reported to be 160 ug/km(4). The mean concentration of n-nonane in six car exhaust samples collected in the UK was 262 ppbV(5). n-Nonane concentrations measured in the emissions of diesel engines and petrol vehicles have been reported as 17 and 520 ug/cu m, respectively(6). The concentrations of n-nonane in samples of exhaust air from the Elbtunnel in Hamburg, Germany ranged from 2.04-2.44 ug/cu m(7). Motorboats emitted n-nonane to canal water with resultant concentration ranging from 1 to 14 ng/L with an average of 6 ng/L in 8 samples(8). The average mass emission rate of n-nonane from ten four-stroke lawnmower engines was 0.50-0.58% of total organic gases(9).
For more Effluent Concentrations (Complete) data for N-NONANE (6 total), please visit the HSDB record page.
法規制情報
TSCA Requirements
Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Nonane is included on this list. Effective date: 1/26/94; Sunset date: 6/30/98.
安全データ
- OEB
- A
- OEL
- TWA: 200 ppm (1050 mg/m3)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- RA6115000
- ridadr
- UN 1920
- 毒性
- LC50 (inhalation) for rats 3,200 ppm/4-h (quoted, RTECS, 1985).
- hs_code
- 2901 10 00
- risk_code
- 10-67-65-53-20-36-36/38
- 化審法
- (2)-9
- 安衛法
- 57,57-2
- 消防法
- 危-4-2-III
- hazard_code
- Xn
- safety_code
- 62-24/25-23-26
- hazard_class
- 3
- packing_group
- III
- 自然発火温度
- 401 °F
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1Asp. Tox. 1Flam. Liq. 3Skin Irrit. 2STOT SE 3
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 111-84-2(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
Jet propellant 8 (JP-8) jet fuel is a complex mixture of aromatic and aliphatic hydrocarbons. The aim of this study was to determine in vitro metabolic rate constants for semivolatile n-alkanes, nonane (C9), decane (C10), and tetradecane (C14), by rat liver microsomal oxidation. The metabolism was assessed by measuring the disappearance of parent compound by gas chromatography. Various concentrations of n-alkanes were incubated with liver microsomes from adult male F-344 rats. Nonlinear kinetic constants for nonane and decane were V(max) (nmol/mg protein/min) = 7.26 +/- 0.20 and 2.80 +/- 0.35, respectively, and K(M) (uM) = 294.83 +/- 68.67 and 398.70 +/- 42.70, respectively. Metabolic capacity as assessed by intrinsic clearance (V(max)/K(M)) was approximately four-fold higher for nonane (0.03 +/- 0.005) than for decane (0.007 +/- 0.001)... These results show a negative correlation between metabolic clearance and chain length of n-alkanes. These metabolic rate constants will be used to update existing physiologically based pharmacokinetic (PBPK) models for nonane and decane as part of developing a PBPK model for JP-8.
Nonane, a component of jet-propulsion fuel 8 (JP-8), is metabolized to 2-nonanol and 2-nonanone by pooled human liver microsomes (pHLM). Cytochrome P450 (CYP) isoforms 1A2, 2B6 and 2E1 metabolize nonane to 2-nonanol, whereas alcohol dehydrogenase, CYPs 2B6 and 2E1 metabolize 2-nonanol to 2-nonanone. Nonane and 2-nonanol showed no significant effect on the metabolism of testosterone, estradiol or N,N-diethyl-m-toluamide (DEET), but did inhibit carbaryl metabolism. JP-8 showed modest inhibition of testosterone, estradiol and carbaryl metabolism, but had a more significant effect on the metabolism of DEET. JP-8 was shown to inhibit CYPs 1A2 and 2B6 mediated metabolism of DEET, suggesting that at least some of the components of JP-8 might be metabolized by CYPs 1A2and/or 2B6.
Nonane is metabolized in the rat at relatively high rates to hydroxyl derivatives prior to conversion into the corresponding keto form, as determined with a cytochrome P450 containing mixed function oxidase system.
Previous studies have established that chlorpyrifos (CPS), fipronil, and nonane can all be metabolized by human liver microsomes (HLM) and a number of cytochrome P450 (CYP) isoforms. However, metabolic interactions between these three substrates have not been described. In this study the effect of either coincubation or preincubation of CPS with HLM or CYP isoforms with either fipronil or nonane as substrate was investigated. In both co- and preincubation experiments, CPS significantly inhibited the metabolism of fipronil or nonane by HLM although CPS inhibited the metabolism of fipronil more effectively than that of nonane. CPS significantly inhibited the metabolism of fipronil by CYP3A4 as well as the metabolism of nonane by CYP2B6. In both cases, preincubation with CPS caused greater inhibition than coincubation, suggesting that the inhibition is mechanism based.
The urinary metabolites of n-nonane in male Fischer 344 rats, after administering the hydrocarbon by gavage, included gamma-valerolactone, delta-hexanolactone, 2,5-hexanedione, delta-heptanolactone, 1-heptanol, 2-nonanol, 3-nonanol, 4-nonanol, 4-nonanone and 5-methyl-2-(3-oxobutyl)furan. Metabolism strongly favored the formation of monoalcohols and lactones, which are the products of appropriately substituted hydroxy carboxylic acids. The metabolites were identified using gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). High pressure liquid chromatography (HPLC) permitted the detection of the dicarboxylic acids malonic acid and glutaric acid in the n-nonane dosed rat urines.
Absorption, Distribution and Excretion
The percutaneous absorption of topically applied jet fuel hydrocarbons (HC) through skin previously exposed to JP-8 has not been investigated, although this exposure scenario is the occupational norm. Pigs were exposed to JP-8 soaked cotton fabrics for 1 and 4 days with repeated daily exposures. Pre-treated and untreated skin was then dermatomed and placed in in-vitro diffusion cells. Five cells with exposed skin and four cells with unexposed skin were dosed with a mixture of 14 different HC consisting of nonane, decane, undecane, dodecane, tridecane, tetradecane, pentadecane, hexadecane, ethyl benzene, o-xylene, trimethyl benzene (TMB), cyclohexyl benzene (CHB), naphthalene, and dimethyl naphthalene (DMN) in water + ethanol (50:50) as diluent. Another five cells containing JP-8 exposed skin were dosed with diluent only in order to determine the residue potential of jet fuel HC in skin. The data indicated that there was 2-3-fold and 3-4-fold increase in absorption of nonane, undecane, dodecane and tridecane through 1 and 4 days JP-8 pre-exposed skin respectively... The absorption parameters of flux, diffusivity and permeability were calculated for the studied HC. The possible mechanism of increased HC absorption in fuel pre-exposed skin may be via lipid extraction from stratum corneum as indicated by electron microscopy. This study suggests that single dose application data for jet fuel HC cannot be used to predict the toxic potential for repeated exposures and that for certain compounds, persistent absorption may occur days post-exposure.
Respiratory absorption ... represents the major route by which nonane enters systemic circulation. ... The dermal bioavailability of nonane is expected to be very low. ... Adipose tissue, liver, and brain appear to have the greatest affinity for long chain alkanes such as nonane ... .
用途と製造
Uses
Used as solvents, in jet fuel research, the manufacture of paraffin products, a component of gasoline, in organic synthesis, as a distillation chaser, and in biodegradable detergents; [HSDB] Major ingredients in VM & P naphtha and Stoddard solvents; [ACGIH]
Petroleum Production and Refining [Category: Industry]
Organic synthesis, biodegradable detergents, distallation chaser.
Solvent
Standardized hydrocarbon; jet fuel research; manufacture of paraffin products; rubber industry; paper processing industry; fuel additive
U.S. Production
2023: 100,000,000 - <500,000,000 lb
(1975) PROBABLY GREATER THAN 4.54X10+5 G
(1984) 7.83X10+11 g /n-Paraffins/
(1986) >10 thousand - 500 thousand pounds
(1990) >1 million to 10 million pounds
For more U.S. Production (Complete) data for N-NONANE (10 total), please visit the HSDB record page.
Methods of Manufacturing
Hydrogenation of 1-nonene
Nonane is obtained from the fractional distillation or refining of petroleum.
n-Alkanes having more than six carbon atoms are not isolated individually but as mixtures of several homologues. Suitable sources are the appropriate petroleum distillate fractions, from which the n-paraffins can be isolated in high isomeric purity (greater than or equal to 95% linearity) by selective separation (eg, molecular sieve separation or urea extractive crystallization). /Higher n-Alkanes/
General Manufacturing Information
Oil and Gas Drilling, Extraction, and Support activities
Nonane: ACTIVE
Nonanes are major ingredients of petroleum fractions such as VM & P naphtha & 140 flash and Stoddard solvents.
n-Nonane is present in jet fuel at a weight percent of 5.69
n-Nonane, n-heptane and n-octane are components at 18.35% by weight of naphtha which is used as a diluent in processing of bitumen from oil sands
応用分野
解説ノナン.脂肪族飽和炭化水素(アルカン)の一つ.炭素数9のアルカンには,現在までに物理定数の知られている構造異性体が35種類存在する.これら異性体の総称として用いられる場合もあるが,このうち直鎖状のものをとくにノナンという.n-ノナンとよぶことも多い.原油中に存在する.製法は,実験室的には,ノナン酸をヨウ化水素とリンとともに加熱するか,C9 不飽和炭化水素を水素化すると得られる.工業的には,ナフサから分留する.甘い芳香を有する無色の液体.融点-53.52 ℃,沸点150.80 ℃.d2540.71381.n25D1.40311.爆発範囲(下限)0.83体積%.エタノールに可溶,水に不溶.有機合成原料として用いられる.
用途ダイオキシン類分析の際の試料調整溶媒として使用
用途溶剤、有機合成原料、機器分析の標準。
用途無臭溶剤として機械洗浄用、ドライクリーニング用、ラッカー希釈剤、ペイント用シンナー
使用Organic synthesis, biodegradable detergents, distillation chaser.
一般的な説明A clear colorless liquid with a sharp odor. Flash point 86°F. Insoluble in water and less dense than water. Contact may irritate eyes and possibly injury the cornea. May irritate skin. Vapor inhalation may cause irritation. Prolonged inhalation may lead to breathing difficulty. Ingestion causes abdominal discomfort, nausea and diarrhea.
使用用途ノナンは、主に石油産業や化学工業で利用されます。生分解性洗剤の原料や有機溶媒として使用されることが多く、有機溶媒として塗料や樹脂、脂肪、ワックスの抽出や希釈にも有用です。 また、ガソリンやディーゼル燃料の一部として、実験室では非極性溶媒として使われることがあります。なお、ノナンは原油の分留によって150℃~270℃の範囲で得られるケロシンと呼ばれる重油に含まれています。 ケロシンは、触媒の作用によって分解するクラッキングという反応を行い、水素添加によって還元するなどの操作を行った後、さまざまな燃料として使用されます。最も一般的な用途は、家庭などで使われる灯油です。そのほか、ジェット燃料などに使われる場合もあります。
調製方法
製造方法ノナンは、石油を原料として、複数の方法で製造されます。 1. 石油精製 ノナンは、石油の精製過程から直接得られます。原油は、さまざまな炭化水素の混合物で構成されており、これを蒸留によって異なる沸点を持つ成分に分離します。 ノナンは、留出物から分離される軽油 (石油エーテルやナフサなど) に存在する物質です。分別蒸留により、ノナンを他のアルカン類や成分から分離することができます。 2. 触媒的分解 触媒的分解は、石油精製過程で炭化水素の大きな分子を小さな分子に分解する方法です。この過程では、通常は酸性ゼオライト触媒の存在下で、炭化水素の高分子量成分が熱分解されます。 3. アルキル化 イソブタンとオレフィンとの反応を酸触媒存在下で行うことで、より大きなアルカン分子を生成する方法です。例えば、イソブタンとヘキセンを反応させることで、ノナンが生成される場合があります。 しかし、この方法は珍しく、実験室レベルで報告されている手法に留まります。 4. フィッシャー・トロプシュ法 合成ガスを触媒の存在下で反応させて、ノナンや他のアルカン類を生成する方法です。炭素数の異なるアルカンが生成されるため、後続の分別蒸留によって、ノナンを得ることができます。
純化方法Fractionally distil n-nonane, then stir it with successive volumes of conc H2SO4 for 12hours each until no further coloration is observed in the acid layer. Then wash it with water, dry with MgSO4 and fractionally distil it. Alternatively, it is purified by azeotropic distillation with 2-ethoxyethanol, followed by washing out the alcohol with water, drying and distilling it. [Forziati et al. J Res Nat Bur Stand 36 129 1946, Beilstein 1 IV 447.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: A straight chain alkane composed of 9 carbon atoms.
関連反応
関連ノート
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