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Nonane

HCID 8141CAS 111-84-2

기본 정보

표준 SMILES
CCCCCCCCC
InChIKey
BKIMMITUMNQMOS-UHFFFAOYSA-N
분자식
C9H20
평균 분자량
128.25 g/mol
단동위원소 질량
128.15650064

개요

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.

이름 및 식별자

우선 이름
Nonane
IUPAC
nonane
현지명
노르말노난
영어명
n-Nonane
분자식
C9H20
분자량
128.26

이름 및 동의어

NONANEn-Nonane111-84-2Nonyl hydrideShellsol 140DTXSID9025796T9W3VH6G10NSC-72430DTXCID005796CHEBI:32892RefChem:6073203-913-4
이름 더 보기
N-노네인노난노르말노난노네인n-노난1-NONANEn-Nonane, 99% 500MLNonane( 99%, HyDry, with molecular sieves, Water≤50 ppm (by K.F.))n-C9H20nonanesALKANE C9Nonane>NONANE(SG)
Lodyne SLodyne S 10066039-00-7nonanHeptane, ethyl-Nonane, analytical standardIotrochotinCAS-111-84-2

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
4.5
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
6
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesFlammable agents - 3rd degree
LipidsFatty Acyls [FA] -> Hydrocarbons [FA11]
SolventsSolvents -> Aliphatics, Saturated (<C12)
SpringerMaterials PropertiesGibbs energy
FragrancesFragrance Ingredient (Nonane) -> IFRA transparency List
LogP · 3건

log Kow = 5.65

5.65

5.65

물리화학적 성질

녹는점
-53 °C · -53 °C
끓는 점
151 °C · 151 °C(lit.)
밀도
0.72 g/mL · 0.72 g/mL at 20 °C
증기 밀도
4.41 · 4.41 (vs air)
증기압
0.18 psi · 0.18 psi ( 37.7 °C)
굴절률
20 · n20/D 1.407
화학적 성질 · 1건

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.

안전 및 규제

GHS 분류

GHS Classification · 6건

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

유해성 정보

Regulatory Information · 6건

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.)

DOT LabelFlammable Liquid
Fire Hazards · 2건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Flammable. Above 31 °C explosive vapour/air mixtures may be formed.

Fire PotentialA very dangerous fire hazard when exposed to heat or flame.
Health Hazards · 1건

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 · 1건

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]

안전 및 보호

Fire Fighting · 2건

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 · 4건

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 · 2건

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)

Safe StorageFireproof. Separated from strong oxidants. Store in an area without drain or sewer access.
Fire Fighting Procedures · 2건

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 · 2건

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.

독성 정보

Body Burden · 2건

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 · 2건

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.

Target OrgansEyes, skin, respiratory system, central nervous system
Environmental Fate · 3건

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 · 1건

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).

Adverse EffectsNeurotoxin - Acute solvent syndrome

규제 정보

TSCA Requirements · 2건

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.

안전 데이터

OEB
A
OEL
TWA: 200 ppm (1050 mg/m3)
wgk
3
tsca
TSCA listed
rtecs
RA6115000
ridadr
UN 1920

화학 및 산업

약리 정보

Metabolism/Metabolites · 5건

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 · 2건

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 ... .

Cellular LocationsMembrane

용도 및 제조

Uses · 5건

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 · 6건

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.

Consumer UsesFuel
Industry UsesFuel agents
Methods of Manufacturing · 3건

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/

Formulations/PreparationsGrades: Technical (95%); 99%; research.
응용 분야 · 2건

용도Organic synthesis, biodegradable detergents, distillation chaser.

일반 설명A 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.

추가 설명

정의ChEBI: A straight chain alkane composed of 9 carbon atoms.

관련 반응

54건

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