3-硝基荧蒽 | 892-21-7

• 物质功能分类: 化学试剂 - 有机试剂 - 硝基化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-硝基荧蒽
• 中文别名: 3-硝基蒽荧
• 英文名称: 3-nitrofluoranthene
• 英文别名: 3-nitro-fluoranthene；2-Nitrofluoranthene；3-nitrofluorantene；3-nitrofluorene；BCR-310
• CAS: 892-21-7
• 化学式: C₁₆H₉NO₂
• mdl: MFCD00085494
• 分子量: 247.253
• InChiKey: PIHGQKMEAMSUNA-UHFFFAOYSA-N

物化性质

• 熔点：
  157-159 °C (lit.)
• 沸点：
  390.29°C (rough estimate)
• 密度：
  1.1699 (rough estimate)
• 溶解度：
  7.89e-08 M
• 保留指数：
  2433;419.8;423.9
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 致癌物分类

国际癌症研究机构致癌物：3-硝基芴

IARC Carcinogenic Agent:3-Nitrofluoranthene

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：无法归类其对人类致癌性

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专论：第33卷（1984年）多环芳烃化合物，第2部分：炭黑、矿物油和某些硝基芳烃

IARC Monographs:Volume 33: (1984) Polynuclear Aromatic Compounds, Part 2: Carbon Blacks, Mineral Oils and Some Nitroarenes

来源:International Agency for Research on Cancer (IARC)

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  3
• 海关编码：
  2904209090
• RTECS号：
  LL4750000

SDS

Name:	3-Nitrofluoranthene 98% Material Safety Data Sheet
Synonym:	Anthracene,9-nitr
CAS:	892-21-7

Section 1 - Chemical Product MSDS Name:3-Nitrofluoranthene 98% Material Safety Data Sheet
Synonym:Anthracene,9-nitr

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
892-21-7	3-Nitrofluoranthene	98	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
None Laboratory experiments have resulted in mutagenic effects.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid if irritation develops or persists. Flush skin with plenty of soap and water.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
Remove from exposure and move to fresh air immediately. Get medical aid if cough or other symptoms appear.
Notes to Physician:

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use agent most appropriate to extinguish fire.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 892-21-7: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: gold
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 157-159C
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C16H9NO2
Molecular Weight: 247.25

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stability unknown.
Conditions to Avoid:
Incompatible materials, dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 892-21-7: LL4750000 LD50/LC50:
Not available.
Carcinogenicity:
3-Nitrofluoranthene - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 892-21-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 892-21-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 892-21-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-硝基荧蒽 在 calcium chloride 、 锌 作用下， 以 乙醇 为溶剂， 生成 2-Phenylazo-fluoranthen-3-ylamine
  参考文献：
  名称：

  Burmistrov,S.I. et al., Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, p. 909 - 911

  摘要：

  DOI：
• 作为产物：
  描述：

  荧蒽 在 硝酸铵 、 三氟乙酸酐 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以20%的产率得到3-硝基荧蒽
  参考文献：
  名称：

  亚硝基，亚硝基和氨基氟蒽的合成与表征

  摘要：

  报道了五个单硝基氟蒽的合成。1-硝基荧蒽由20％的荧蒽合成，2-硝基荧蒽由24％的1,2,3,10b-四氢荧蒽，3-硝基荧蒽由荧蒽合成的13％和7-和8-硝基荧蒽由1,2合成的34％ ，3,10b-四氢荧蒽。纯的硝基氟蒽被转化为其亚硝基和氨基类似物。还合成了亚硝基吡啶。描述了每种化合物的表征。

  DOI：

  10.1002/recl.19921110701

文献信息

• A New Class of Heterogeneous Platinum Catalysts for the Chemoselective Hydrogenation of Nitroarenes
  作者：Valerica Pandarus、Rosaria Ciriminna、François Béland、Mario Pagliaro

  DOI：10.1002/adsc.201000945

  日期：2011.5

  A new series of nanostructured platinum catalysts able to catalyze the selective reduction of nitroarenes has been developed. The materials, made of organosilica physically doped with nanostructured platinum(0), are stable and efficient. Reactions in general proceed with high yield and often go to completion, while the catalysts can be reused in further reaction runs. This establishes a new class of

  已经开发了一系列能够催化硝基芳烃选择性还原的纳米结构铂催化剂。该材料由物理掺杂有纳米结构的Platinum（0）的有机二氧化硅制成，稳定且高效。通常，反应以高收率进行并且经常完成，而催化剂可以在以后的反应运行中重复使用。这为合成有机化学建立了新的一类相关的固体催化剂，称为Silia Cat铂水凝胶。
• Fluoranthene studies. IV. Nitration of 2-nitro-, 3-nitro-, and 2-acetamido-fluoranthene
  作者：E. H. Charlesworth、Caroline U. Lithown

  DOI：10.1139/v69-262

  日期：1969.5.1

  Nitration of 3-nitrofluoranthene yields 3,9-dinitrofluoranthene, and nitration of 2-acetamidofluoranthene yields 2-acetamido-3-nitrofluoranthene. The orientation of both these compounds has been proved. Nitration of 2-nitrofluoranthene has given a dinitro product, but its orientation has not been established. A number of other new fluoranthene derivatives are described.

  3-硝基氟蒽的硝化反应产生3,9-二硝基氟蒽，2-乙酰氨基氟蒽的硝化反应产生2-乙酰氨基-3-硝基氟蒽。这两种化合物的取向已经被证明。2-硝基氟蒽的硝化反应产生了一个二硝基产物，但其取向尚未确定。描述了许多其他新的氟蒽衍生物。
• Synthesis and characterisation of nitro-, nitroso- and aminofluoranthenes
  作者：C. J. van Haeringen、N. F. Aten、J. Cornelisse、J. Lugtenbarg

  DOI：10.1002/recl.19921110701

  日期：——

  The synthesis is reported of the five mononitrofluoranthenes. 1-Nitrofluoranthene was synthesized in 20% from fluoranthene, 2-nitrofluoranthene in 24% from 1,2,3,10b-tetrahydrofluoranthene, 3-nitrofluoranthene in 13% from fluoranthene and 7- and 8-nitrofluoranthene in 34% from 1,2,3,10b-tetrahydrofluoranthene. The pure nitrofluoranthenes were converted into their nitroso and amino analogues. The nitrosopyrenes

  报道了五个单硝基氟蒽的合成。1-硝基荧蒽由20％的荧蒽合成，2-硝基荧蒽由24％的1,2,3,10b-四氢荧蒽，3-硝基荧蒽由荧蒽合成的13％和7-和8-硝基荧蒽由1,2合成的34％ ，3,10b-四氢荧蒽。纯的硝基氟蒽被转化为其亚硝基和氨基类似物。还合成了亚硝基吡啶。描述了每种化合物的表征。
• Chemical Oxidation of Nitrated Polycyclic Aromatic Hydrocarbons: Hydroxylation with Superoxide Anion Radical
  作者：Kiyoshi Fukuhara、Naoki Miyata

  DOI：10.1021/tx00043a003

  日期：1995.1

  Nitrated polycyclic aromatic hydrocarbon (nitroPAH) is a potent mutagen which is reductively and/or oxidatively metabolized. Biological oxidation of nitroPAH, such as hydroxylation and epoxidation, is known, but chemical oxidation has been reported in only a few papers. NitroPAH is barely oxidized by various chemical oxidants because of the electron deficient property of the aromatic ring with the nitro

  硝化的多环芳烃（nitroPAH）是一种强力的诱变剂，可以通过还原和/或氧化方式代谢。硝基PAH的生物氧化（例如羟基化和环氧化）是已知的，但是仅在几篇论文中报道了化学氧化。由于具有硝基取代基的芳环的电子不足特性，NitroPAH几乎不会被各种化学氧化剂氧化。超氧阴离子自由基的亲核反应性是已知的，因此本研究中进行了硝基PAH与化学生成的超氧阴离子自由基的氧化。当1-硝基py与KO2 / 18-crown-6在二甲基甲酰胺中反应时，可以制备产率得到5-，6-，8-和9-羟基-1-硝基py和1-羟基py。三个异构体二硝基nitro，3-硝基荧蒽，6-硝基苯并[a] py，和6-硝基铬被氧化为羟基衍生物，其中一些对应于硝基PAH的氧化代谢产物。用三氟过氧乙酸将二硝基吡啶氧化，得到K区氧化产物。
• Nitration of Polycyclic Aromatic Hydrocarbons Using a Supported Catalyst
  作者：Amy C. Smith、Lorena D. Narvaez、Bridget G. Akins、Moses M. Langford、Thomas Gary、Victoria J. Geisler、Farooq A. Khan

  DOI：10.1080/00397919908085892

  日期：1999.12.1

  Abstract We report the use of catalyst, sulfuric acid supported on silica-gel, as promising method for facile, high yielding, regioselective syntheses of mononitrated polycyclic aromatic hydrocarbons, 6-nitrochrysene, 1-nitropyrene, 1-nitronaphthalene, 2-nitrofluorene, 3-nitrofluoranthene, and 9-nitroanthracene.

  摘要 我们报告了使用硅胶负载硫酸催化剂作为一种有前途的方法，用于单硝化多环芳烃、6-硝基芘、1-硝基芘、1-硝基萘、2-硝基芴、3 -硝基荧蒽和9-硝基蒽。

表征谱图