기본 정보
- 표준 SMILES
CCCCC(=O)CCCC- InChIKey
WSGCRAOTEDLMFQ-UHFFFAOYSA-N- 분자식
- C9H18O
- 평균 분자량
- 142.24 g/mol
- 단동위원소 질량
- 142.1357652
개요
Di-n-butyl ketone is a colorless to light yellow liquid. Floats on water. Freezing point is 21 °F. (USCG, 1999)
이름 및 식별자
- 우선 이름
- 5-Nonanone
- IUPAC
- nonan-5-one
- 현지명
- 노나논(5-)
- 영어명
- 5-Nonanone
- 분자식
- C9H18O
- 분자량
- 142.24
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
502-56-7- PubChem CID
- 10405
- DTXSID
DTXSID7022045- UNII
- V8B2Y1BZ3S
- EC Number
- 207-946-5
- Nikkaji
- J6.203K
물성
구조 계산 물성
- XLogP
- 2.7
- 극성 표면적
- 17.1 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 6
- 무거운 원자 수
- 10
- 형식 전하
- 0
- 복잡도
- 76.7
실험 및 물리화학적 성질
LogP
log Kow = 2.88
2.88
Density
0.822 at 68 °F (USCG, 1999) - Less dense than water; will float
0.8217 at 20 °C/4 °C
Solubility
Soluble in ethanol; very soluble in ether and chloroform
In water, 363 mg/L at 30 °C
Boiling Point
370 °F at 760 mmHg (USCG, 1999)
188.4 °C
Melting Point
21 °F (USCG, 1999)
-3.8 °C
Vapor Pressure
0.55 [mmHg]
0.552 mm Hg at 25 °C
물리화학적 성질
- 녹는점
- -50 °C · -50 °C (lit.)
- 끓는 점
- 186 · 186-187 °C (lit.)
- 밀도
- 0.826 g/mL · 0.826 g/mL at 25 °C (lit.)
- 굴절률
- 20 · n20/D 1.419(lit.)
- 인화점
- 141 °F · 141 °F
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- Slightly soluble in water, soluble in alcohol and oils.
- 물리적 상태
- 액체
- 색상
- 무색투명~미황색
- 냄새
- Sweet Oakmoss-like penetrating odor with floral undertones.
- 수용성
- 256 mg/L · 256mg/L(25℃)
- 비열
- 2.13 J/ · Cp(liquid): 2.13 J/(g·K), at 25℃
- BRN
- 1743583 · 1743583
- Henry's Law Constant
- 4 · 4.0×10-2 mol/(m3Pa) at 25℃, Brockbank (2013)
- Dielectric constant
- 10.6 · 10.6
- InChI
- 1S/C9H18O/c1-3-5-7-9(10)8-6-4-2/h3-8H2,1-2H3
- InChIKey
- WSGCRAOTEDLMFQ-UHFFFAOYSA-N
- SMILES
- CCCCC(=O)CCCC
- NIST
- 5 · 5-Nonanone(502-56-7)
- EPA
- 5 · 5-Nonanone (502-56-7)
화학적 성질
5-Nonanone is a stable and colorless-to-light yellow liquid.No human odor threshold was identified for 5-nonanone. However, Laska et al. demonstrated using a conditioning paradigm that the olfactory threshold of squirrel monkeys and pigtail caques for 5-nonanone is below 1 ppb .
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.
Danger
H226 (25%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: 5-Nonanone
5-Nonanone: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A skin, eye, nose, and throat irritant; [CAMEO] Effects in high-dose animal studies include change in righting reflex and spastic paralysis; [RTECS] May cause irritation; [MSDSonline]
The major hazards encountered in the use and handling of dibutyl ketone stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal contact), exposure to this colorless to light yellow liquid may occur from its presence as a contaminant in some solvents. Effects from exposure may include ocular pain and corneal damage, shortness of breath, nausea, headache, dizziness, fainting, coma and death. When heated to decomposition, dibutyl ketone emits acrid fumes. Before implementing land disposal of waste dibutyl ketone, consult with environmental regulatory agencies for guidance.
Reactivity Profile
Ketones, such as DI-N-BUTYL KETONE, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. May attack some forms of plastics (USCG, 1999).
안전 및 보호
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
독성 정보
Interactions
The toxicity of 5-nonanone in rats is enhanced by simultaneous exposure to the microsomal enzyme inducing agent methyl ethyl ketone.
An oral dose of 233 mg/kg 5-nonanone admin to rats 5 days/wk for 13 wk produced a minor subclinical neuropathy. When the same amt of 5-nonanone (233 mg/kg) was present as an 11% contaminant in a commercial lot of 5-methyl-2-octanone, neuropathy developed in less than 90 days.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a water solubility of 363 mg/L(2) and a regression-derived equation(3), indicates that dibutyl ketone is expected to have moderate mobility in soil(SRC). Volatilization of dibutyl ketone from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.8X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 0.55 mm Hg(4), and its water solubility(2). Dibutyl ketone is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Dibutyl ketone is expected to biodegrade under aerobic conditions(5).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a water solubility of 363 mg/L(2) and a regression-derived equation(3), indicates that dibutyl ketone 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 2.8X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 0.55 mm Hg(4), and its water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7 hours and 5.8 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 22(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Dibutyl ketone is expected to biodegrade under aerobic conditions(6).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dibutyl ketone, which has a vapor pressure of 0.55 mm Hg at 25deg C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dibutyl ketone 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 29 hours(SRC), calculated from its rate constant of 1.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Dibutyl ketone contains chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(4).
Ecotoxicity Excerpts
/AQUATIC SPECIES/ Affected fish /fathead minnow/ became hypoactive, stopped schooling, and lost equilibrium prior to death. /Purity 98%/
/OTHER TERRESTRIAL SPECIES/ Ketones, incl dibutyl ketone, tested in releasing alarm pheromones in ants. The most active cmpd were of a size and geometry similar to 4-methyl-3-heptanone.
Effluent Concentrations
Dibutyl ketone has been qualitatively detected in trench leachates collected from commercially operated low-level radioactive waste disposal sites at Maxey Flats, KY and at West Valley, NY(1). Dibutyl ketone has been identified, not quantified, in wastewater effluents from domestic sewage treatment(2). Dibutyl ketone was detected in 2 of 63 industrial waters (concn less than 10 ppb) which were sampled from a wide range of chemical manufacturers in areas across the United States(3).
Soil Adsorption/Mobility
The Koc of dibutyl ketone is estimated as 170(SRC), using a water solubility of 363 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dibutyl ketone is expected to have moderate mobility in soil.
Environmental Bioconcentration
An estimated BCF of 22 was calculated in fish for dibutyl ketone(SRC), using a water solubility of 363 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- RA8230000
- ridadr
- UN 1224 3/PG 3
- 독성
- mouse,LD50,intravenous,138mg/kg (138mg/kg),BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX),Acta Pharmacologica et Toxicologica. Vol. 37, Pg. 56, 1975.
- HS 번호
- 29141990
- safety_code
- 23-24/25
- 포장분류
- III
- 위험 등급
- 3
- 기존화학 물질
- KE-26192
- 스토리지 클래스
- 3 - Flammable liquids
- 유해 물질 데이터
- 502-56-7(Hazardous Substances Data)
화학 및 산업
약리 정보
Metabolism/Metabolites
Metabolic studies confirmed the in vivo conversion of 5-nonanone to 2,5-nonanedione, methyl-n-butyl ketone, and 2,5-hexanedione, the latter of which is the most active neurotoxic metabolite of n-hexane and methyl-n-butyl ketone. The neurotoxicities of n-hexane, methyl-n-butyl ketone, and 5-nonanone are linked by virtue of their metabolism to a gamma -diketone, 2,5-hexanedione.
Metabolic transformations incl omega-1 oxidation to 2,5-nonoanedione with subsequent oxidative and decarboxylative steps to produce methyl n-butyl ketone and 2,5-hexanedione. In addition, 5-nonanone is oxidized to carbon dioxide (38% of the dose). ... No unchanged 5-nonanone was detected in the urine, but both methyl n-butyl ketone and 2,5-hexanedione were present.
용도 및 제조
Uses
Used as a solvent; [HSDB]
Used as a solvent
응용 분야
용도5-Nonanone is used in preparation of 6-(1,2,4-oxadiazol-5-yl)chroman-4-one derivatives as S1P1 receptor modulators and methods for preparing them.
일반 설명Colorless to light yellow liquid. Floats on water. Freezing point is 21°F.
상·하류 제품 정보
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하류 제품
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