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5-ノナノン

5-Nonanone

HCID 10405
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
502-56-7
標準SMILES
CCCCC(=O)CCCC
InChIKey
WSGCRAOTEDLMFQ-UHFFFAOYSA-N
分子式
C9H18O
平均分子量
142.24 g/mol
単同位体質量
142.1357652

概要

Di-n-butyl ketone is a colorless to light yellow liquid. Floats on water. Freezing point is 21 °F. (USCG, 1999)

名称と識別子

優先名称
5-Nonanone
IUPAC
nonan-5-one
現地名
5-ノナノン
英語名
5-Nonanone
分子式
C9H18O
分子量
142.24

名称と別名

5-NonanoneNonan-5-one502-56-7DIBUTYL KETONEButyl ketoneDi-n-butyl ketone5-OxononaneV8B2Y1BZ3SNSC-14761DTXSID7022045RefChem:103283DTXCID402045
名称をさらに表示
5-ノナノンノナン-5-オンジブチルケトンジ-n-ブチルケトンバレロンジ-n-ブチルケトン(5-ノナノン)5‐ノナノン5-ノナノン, 98%Nonanone5-NononeVALERONE5-Nonanon(n-C4H9)2CObutylketone
207-946-5MFCD00009484HSDB 921EINECS 207-946-5NSC 14761UNII-V8B2Y1BZ3SBRN 1743583dibutylketon

データベース識別子

CAS
502-56-7
PubChem CID
10405
DTXSID
DTXSID7022045
UNII
V8B2Y1BZ3S
EC Number
207-946-5
Nikkaji
J6.203K

物性

構造計算による物性補完中

XLogP
2.7
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
6
重原子数
10
形式電荷
0
複雑度
76.7

実験および物理化学的性質

SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesBoiling point
LogP · 2 件

log Kow = 2.88

2.88

Density · 2 件

0.822 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8217 at 20 °C/4 °C

Color/FormColorless to light yellow liquid
Solubility · 2 件

Soluble in ethanol; very soluble in ether and chloroform

In water, 363 mg/L at 30 °C

Flash Point60 °C (closed cup)
Boiling Point · 2 件

370 °F at 760 mmHg (USCG, 1999)

188.4 °C

DecompositionWhen heated to decomp it emits acrid smoke & irritating fumes.
Melting Point · 2 件

21 °F (USCG, 1999)

-3.8 °C

Vapor Pressure

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Regulatory Information · 2 件

Chemical: 5-Nonanone

5-Nonanone: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelFlammable Liquid
Fire HazardsExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Health HazardsInhalation causes irritation of nose and throat. Ingestion causes irritation of mouth and stomach. Contact with eyes or skin causes irritation. (USCG, 1999)
Hazards Summary · 2 件

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.

化学と産業

薬理情報

Mechanism of ActionThe toxicity of 5-nonanone appears to be directly related to its metabolic conversion to 2,5-hexanedione; thus its mechanism of action is expected to be similar to gamma-diketones.
Metabolism/Metabolites · 2 件

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.

Absorption, Distribution and Excretion5-Nonanone is absorbed from the gastrointestinal tract of the rat. ... Radioactivity excreted in the urine accounted for approx 50% of the dose after 72 hr.

用途と製造

Uses · 2 件

Used as a solvent; [HSDB]

Used as a solvent

U.S. ProductionNo information on production and use of 5-nonanone was identified.
General Manufacturing Information5-Nonanone: ACTIVE

応用分野

使用5-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.

一般的な説明Colorless to light yellow liquid. Floats on water. Freezing point is 21°F.

関連反応

35 件
反応記録を作成
HRID 189500 の反応式
HRID 189500生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 285539 の反応式
HRID 285539反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 289613 の反応式
HRID 289613生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 310341 の反応式
HRID 310341生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 432900 の反応式
HRID 432900反応物としてuspto-grants-2003_12
HRID 468582 の反応式
HRID 468582反応物としてuspto-grants-2014_01
HRID 849310 の反応式
HRID 849310反応物としてuspto-grants-2000_01
HRID 941805 の反応式
HRID 941805生成物としてValidation data from https://doi.org/10.1039/C8SC04228D
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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ノートを作成反応を作成見積依頼を出す
· 2 件

0.55 [mmHg]

0.552 mm Hg at 25 °C

Refractive IndexIndex of refraction: 1.4195 at 20 °C/D

物理化学的性質

融点
-50 °C · -50 °C (lit.)
沸点
186 · 186-187 °C (lit.)
比重(密度)
0.826 g/mL · 0.826 g/mL at 25 °C (lit.)
屈折率
20 · n20/D 1.419(lit.)
闪点
141 °F · 141 °F
貯蔵温度
Sealed in dry,Room Temperature
溶解性
Slightly soluble in water, soluble in alcohol and oils.
外見
液体
色
無色透明~微黄色透明
臭い (Odor)
Sweet Oakmoss-like penetrating odor with floral undertones.
水溶解度
256 mg/L · 256mg/L(25℃)
比熱容量
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
CAS データベース
502 · 502-56-7(CAS DataBase Reference)
NISTの化学物質情報
5 · 5-Nonanone(502-56-7)
EPAの化学物質情報
5 · 5-Nonanone (502-56-7)
化学的性質 · 1 件

化学的特性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 .

Reactive GroupKetones
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 件

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).

Flammable LimitsA flammable liquid.
Air and Water ReactionsHighly flammable.
Hazard Classes and CategoriesFlam. Liq. 3 (25%)

安全と保護具

Fire FightingFire Extinguishing Agents Not to Be Used: Water may be ineffective.
First AidINHALATION: remove to fresh air; administer artificial respiration if needed.
Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Disposal Methods · 1 件

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.

Isolation and EvacuationExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Personal Protective Equipment (PPE)Rubber gloves; goggles or face shield (USCG, 1999)

毒性情報

Interactions · 2 件

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.

Ecotoxicity ValuesLC50 Pimephales promelas (fathead minnow) 30 days old 31.0 mg/L/96 hr (confidence limit: 29.4-32.6 mg/L) at 25.2 °C (hardness 44.5 mg/L calcium carbonate, pH 7.70) /Purity 98%; flow through bioassay/
Environmental Fate · 3 件

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).

Food Survey ValuesDibutyl ketone was detected, not quantified, in the volatiles of cooked beef(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Ecotoxicity Excerpts · 2 件

/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 · 1 件

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 · 1 件

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.

Human Toxicity Excerpts/OTHER TOXICITY INFORMATION/ No adverse effects to humans due to 5-nonanone have been reported.
Artificial Pollution SourcesDibutyl ketone's former production and use as a solvent(1) and as a byproduct during the synthesis of other ketones(2) may have resulted in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: Using a standard BOD dilution technique and a sludge inoculum, a theoretical BOD of 7.9% was measured for dibutyl ketone over a 24 hour incubation period(1).
Environmental Bioconcentration · 1 件

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).

安全データ

wgk
3
tsca
TSCA listed
rtecs
RA8230000
ridadr
UN 1224 3/PG 3
毒性
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_code
29141990
化審法
(2)-572, (2)-2475
消防法
危-4-2-III
safety_code
23-24/25
hazard_class
3
packing_group
III
ストレージクラス
3 - Flammable liquids
有毒物質データの
502-56-7(Hazardous Substances Data)

上流・下流製品情報

上流原料

1,3-Dioxolane, 2,2-dibutyl-5-ノナノールγバレロラクトン

下流製品

テトラヒドロピラン吉草酸ブチル