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2-ニトロフルオレン

2-Nitrofluorene

HCID 11831
ノート反応

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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
607-57-8
標準SMILES
O=[N+]([O-])c1ccc2c(c1)Cc1ccccc1-2
InChIKey
XFOHWECQTFIEIX-UHFFFAOYSA-N
分子式
C13H9NO2
平均分子量
211.22 g/mol
単同位体質量
211.06332853

概要

2-Nitrofluorene can cause cancer according to The World Health Organization's International Agency for Research on Cancer (IARC).

名称と識別子

優先名称
2-Nitrofluorene
IUPAC
2-nitro-9H-fluorene
現地名
2-ニトロフルオレン
英語名
2-Nitrofluorene
分子式
C13H9NO2
分子量
211.22

名称と別名

2-Nitrofluorene2-NITRO-9H-FLUORENE607-57-89H-Fluorene, 2-nitro-Fluorene, 2-nitro-DTXSID2020971191LL4U4GZNSC-5182DTXCID60971CHEBI:1224RefChem:477203210-138-5
名称をさらに表示
2-ニトロフルオレン2-ニトロ-9H-フルオレン2-ニトロフルオレン標準品[[[2-ニトロフルオレン2‐ニトロフルオレン2‐ニトロフルオレン標準品2-ニトロフルオレン (100ΜG/ML トルエン溶液)2-Nitrofatinum powder2-NITROFLUOROENE2-nitro-9h-fluoren2-Nitrofluorene >2-Nitrofluorene,98%2-Nitrofluorene,99%
MFCD00001117CAS-607-57-8CCRIS 1189HSDB 2111NSC 5182EINECS 210-138-5BRN 1877983UNII-191LL4U4GZ

データベース識別子

CAS
607-57-8
PubChem CID
11831
DTXSID
DTXSID2020971
ChEMBL
CHEMBL351487

物性

構造計算による物性補完中

XLogP
3.7
極性表面積
45.8 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
0
重原子数
16
形式電荷
0
複雑度
286

実験および物理化学的性質

Chemical ClassesCarcinogens
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Color/FormNEEDLES
Solubility · 3 件

less than 1 mg/mL at 70 °F (NTP, 1992)

INSOL IN WATER

SOL IN ACETONE, BENZENE

DecompositionWhen heated to decomp it emits fumes of /nitrogen oxides/.
Melting Point · 2 件

316 °F (NTP, 1992)

158 °C

Vapor Pressure0.00000954 [mmHg]
Physical Description · 2 件

2-nitrofluorene is a cream-colored solid. (NTP, 1992)

Cream colored solid; [CAMEO] Light yellow solid; [Aldrich MSDS]

Collision Cross Section141.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID2020971]

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 · 6 件

Warning

H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

危険有害性情報

Regulatory Information · 4 件

Chemical: 9H-Fluorene, 2-nitro-

Hazard Traits - Carcinogenicity

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

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.)

Other Safety InformationIMAP assessments - 9H-Fluorene, 2-nitro-: Environment tier I assessment
Health HazardsACUTE/CHRONIC HAZARDS: Toxic. Hazardous decomposition products. Carcinogen. (NTP, 1992)
Hazards SummaryEvidence of mutagenicity; [HSDB] Causes changes in liver weight and effects on inflammation in 14 day intermittent oral study of rats; [RTECS] May cause irritation; [Aldrich MSDS] See 1-Nitropyrene
Reactive GroupHydrocarbons, Aromatic
Reactivity Profile · 1 件

Aromatic nitro compounds, such as 2-NITROFLUORENE, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. Stable under normal conditions. Protect from bases. (NTP, 1992)

化学と産業

薬理情報

Mechanism of ActionTHE REDN OF AROMATIC NITRO CMPD TO THEIR CORRESPONDING HYDROXYLAMINO DERIVATIVES MAY ... EXPLAIN THE CARCINOGENIC ACTION OF SUCH AGENTS AS 2-NITROFLUORINE ...
Metabolism/MetabolitesBacteroides vulgatus readily reduces 2-nitrofluorene to 2-aminofluorene...
MeSH Pharmacological Classification · 2 件

Any substance in the air which could, if present in high enough concentration, harm humans, animals, vegetation or materials. Substances include GASES; PARTICULATE MATTER; and volatile ORGANIC CHEMICALS.

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.

用途と製造

General Manufacturing Information9H-Fluorene, 2-nitro-: ACTIVE
応用分野 · 4 件

用途有機合成原料。

用途合成中間体、実験用発がん物質

使用2-Nitrofluorene is a genotoxic compound and also a biomaker that affects the DNA of living organisms. An environmental pollutant.

一般的な説明Cream-colored solid.

調製方法

純化方法Crystallise 2-nitrofluorene from aqueous acetic acid or Me2CO (m 158-158.5o, also 160-160.5o). [Beilstein 5 H 628, 5 III 1948.]

上流・下流製品情報

上流原料

フルオレン

関連反応

11 件
反応記録を作成
HRID 578074 の反応式
HRID 578074反応物としてuspto-grants-2015_05
HRID 578075 の反応式
HRID 578075反応物としてuspto-grants-2015_05
HRID 578076 の反応式
HRID 578076反応物としてuspto-grants-2015_05
HRID 578077 の反応式
HRID 578077反応物としてuspto-grants-2015_05
HRID 578078 の反応式
HRID 578078反応物としてuspto-grants-2015_05
HRID 630643 の反応式
HRID 630643反応物としてuspto-grants-2016_04
HRID 1476922 の反応式
HRID 1476922反応物としてuspto-grants-2016_08
HRID 1476923 の反応式
HRID 1476923反応物としてuspto-grants-2016_08
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化合物ノート

読み込み中…

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
ChEBI
CHEBI:1224
UNII
191LL4U4GZ
EC Number
210-138-5
Nikkaji
J2.988B

物理化学的性質

融点
156 · 156-158 °C (lit.)
沸点
350.9 °C · 350.9°C (rough estimate)
比重(密度)
1.1868 · 1.1868 (rough estimate)
屈折率
1.606 · 1.6060 (estimate)
貯蔵温度
Keep in dark place,Sealed in dry,Room Temperature
外見
粉
色
白から茶色
水溶解度
不溶性
Henry's Law Constant
3.4 · 3.4×101 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
安定。強力な酸化剤とは相容れない。
InChI
InChI=1S/C13H9NO2/c15-14(16)11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7H2
InChIKey
XFOHWECQTFIEIX-UHFFFAOYSA-N
SMILES
C1C2=C(C=CC=C2)C2=C1C=C([N+]([O-])=O)C=C2
CAS データベース
607 · 607-57-8(CAS DataBase Reference)
NISTの化学物質情報
2 · Fluorene, 2-nitro-(607-57-8)
EPAの化学物質情報
2 · 2-Nitrofluorene (607-57-8)

化学的性質

化学的特性cream powder

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 3 件

Carc. 2 (100%)

Acute toxicity (Oral) - Category 4

Carcinogens

安全と保護具

Fire Fighting · 1 件

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

First Aid · 1 件

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.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

毒性情報

Interactions · 1 件

MODULATION OF CHEMICAL CARCINOGENESIS BY REAGENTS HAS BEEN EXTENSIVELY STUDIED. THIS REPORT DEALS WITH MODULATORS OF MUTAGENESIS AMONG BIOLOGICAL SUBSTANCES. AN INHIBITORY EFFECT OF HEMIN ON MUTAGENICITIES OF A RANGE OF CARCINOGENS WAS FOUND BY ADDING HEMIN TO PREINCUBATION MIXTURE OF THE AMES' TEST. STRONG INHIBITIONS WAS OBSERVED FOR 2-NITROFLUORENE. GENERALLY, 50% INHIBITION WAS CAUSED BY AN AMOUNT OF HEMIN 1-2 EQUIVALENTS TO THE MUTAGEN. EXCESS OF HEMIN CAUSED COMPLETE INHIBITIONS.

Environmental Fate · 3 件

TERRESTRIAL FATE: Limited aqueous screening test data suggests the biodegradation of 2-nitro-9H-fluorene will be very slow(1,2). 2-Nitro-9H-fluorene is not expected to undergo hydrolysis in soils. A calculated Koc range of 3200 to 3450(3), indicates 2-nitro-9H-fluorene will be slightly mobile in soil(4). An estimated Henry's Law constant of 2.87X10-7 atm-cu m/mole at 25 °C(5), suggests the volatilization of 2-nitro-9H-fluorene from moist soils will not be important(3).

AQUATIC FATE: Limited aqueous screening test data suggests the biodegradation of 2-nitro-9H-fluorene in aquatic systems will be very slow. 2-Nitro-9H-fluorene is not expected to undergo hydrolysis in environmental waters. An estimated Koc ranging in the slightly mobile class for soil(1), indicates 2-nitro-9H-fluorene will partition from the water column to organic matter contained in sediments and suspended solids. 2-Nitro-9H-fluorene also has the potential to bioconcentrate in aquatic systems. A Henry's Law constant of 2.87X10-7 atm-cu m/mole at 25 °C(2) suggests volatilization of 2-nitro-9H-fluorene from environmental waters will be slow(3). Based on this Henry's Law constant, the volatilization half-life from a model river has been estimated to be 185 days(3,SRC). The volatilization half-life from an model pond, which considers the effect of adsorption, has been estimated to be over 65 years(4,SRC).

ATMOSPHERIC FATE: Based upon a calculated vapor pressure of 7.390X10-5 mm Hg at 25 °C(SRC), 2-nitro-9H-fluorene is expected to exist in both the particulate and gaseous phases in ambient air(1). The vapor phase reaction of 2-nitro-9H-fluorene with photochemically produced hydroxyl radicals is likely to be an important fate process. The rate constant for the vapor-phase reaction of 2-nitro-9H-fluorene with photochemically produced hydroxyl radicals has been estimated to be 3.7X10-12 cu cm/molecule-sec at 25 °C; which corresponds to an atmospheric half-life of about 4 days at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(2). Washout by precipitation and gravitational settling may be important atmospheric removal mechanisms for 2-nitro-9H-fluorene in particulate matter(SRC).

Adverse EffectsIARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Effluent Concentrations · 1 件

The combustion of a diesel fuel containing 2-nitro-9H-fluorene at a concn of 91.7 ng/mL emitted 2-nitro-9H-fluorene(1). 2-Nitro-9H-fluorene was emitted from a diesel fueled vehicle at concn of 0.63 and 8.8 ug/g for a high engine load of 100% at moderate speed of 1200 rpm and for a low engine load of 75% at high speed of 1800 rpm, respectively(2).

Soil Adsorption/Mobility · 1 件

Based on an estimated water solubility of 1.73 mg/L at 25 °C(1) and an estimated log Kow of 3.97(2), the Koc of 2-nitro-9H-fluorene has been calculated to range from 3200 to 3450 from various regression-derived equations(4,SRC). These Koc values indicate 2-nitro-9H-fluorene will be slightly mobile in soil(4).

Natural Pollution Sources · 1 件

2-Nitro-9H-fluorene is a natural component of crude oil(1). 2-Nitro-9H-fluorene is also a product of combustion(2) and can be released to the environment via natural fires associated with lightening, volcanic activity, and spontaneous combustion(SRC).

Atmospheric ConcentrationsURBAN: 2-Nitro-9H-fluorene was detected in the ambient air of Singapore, Singapore(1), at concns less than 0.1 mg/1000 cu m(2).
Artificial Pollution Sources · 1 件

2-Nitro-9H-fluorene may be emitted to the environment by effluents from petroleum refining and coal tar distillation(1). The combustion of peat, coal, oil, gasoline and diesel fuels may release 2-nitro-9H-fluorene to the atmosphere(2). 2-Nitro-9H-fluorene is not commercially produced in the USA(3); however, 2-nitro-9H-fluorene may be released to the environment through industrial effluents and waste incinerators where 2-nitro-9H-fluorene may be produced as a product of combustion(SRC).

Environmental Biodegradation · 1 件

Levels of oxygen uptake for 500 mg/l of 2-nitro-9H-fluorene oxidized in activated sewage sludge suspensions with suspended solid concn of 2,500 ng/l did not differ from the controls(1,2). After 144 hours, oxygen consumptions were about 1800, 1700 and 300 mg/L for Franklin, Nashville and Ashland sludge, respectively(1), whereas, corresponding controls accounted for losses of approximately 1650, 1500 and 450 mg of oxygen per liter(1).

Sediment/Soil ConcentrationsSediment from the Suimon River, Japan contained 2-nitro-9H-fluorene at an average concn of 1.5 ppb(1).
Carcinogen Classification · 5 件

2-Nitrofluorene

Group 2B: Possibly carcinogenic to humans

Volume 46: (1989) Diesel and Gasoline Engine Exhausts and Some Nitroarenes

2014

2012

Environmental Bioconcentration · 1 件

Based on an estimated water solubility of 1.73 mg/L at 25 °C(1) and an estimated log Kow of 3.97(2), the log BCF of 2-nitro-9H-fluorene has been calculated to range from 2.66 to 2.79 from various regression-derived equations(3,SRC). These log BCF values suggest 2-nitro-9H-fluorene has the potential to bioconcentrate in aquatic systems(SRC).

安全データ

wgk
3
tsca
TSCA listed
rtecs
LL8225000
ridadr
UN 3077 9/PG 3
hs_code
29042000
risk_code
40-51/53-68
hazard_code
Xn,N
safety_code
36/37-61
hazard_class
9
packing_group
III
Hazard Classifications
Aquatic Chronic 2Carc. 2
ストレージクラス
11 - Combustible Solids
有毒物質データの
607-57-8(Hazardous Substances Data)
硝酸
酢酸
4-Nitrofluorene
1,1'-Biphenyl, 2-(bromomethyl)-4-nitro-
2-ニトロフルオレノン
3-ニトロ-9H-フルオレン
2-ブロモ-5-ニトロトルエン

下流製品

2-アミノフルオレンN-アセチル-N-アセトキシ-9H-フルオレン-2-アミンDiazene, 1,2-di-9H-fluoren-2-yl-N-(9H-フルオレン-2-イル)ヒドロキシルアミン2,7-ジニトロフルオレン2,7-ジアミノフルオレン2-アセトアミドフルオレン

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補足説明

定義ChEBI: A nitroarene that is fluorene substituted by a nitro group at position 2.