N-乙氧羰基-5-硝基邻甲苯胺 | 16648-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-乙氧羰基-5-硝基邻甲苯胺
• 中文别名: (2-甲基-5-硝基苯基)氨基甲酸乙酯
• 英文名称: ethyl (2-methyl-5-nitrophenyl)carbamate
• 英文别名: N-Ethoxycarbonyl-5-nitro-o-toluidine；ethyl N-(2-methyl-5-nitrophenyl)carbamate
• CAS: 16648-52-5
• 化学式: C₁₀H₁₂N₂O₄
• mdl: MFCD00059827
• 分子量: 224.216
• InChiKey: AYJFWTBDUMVOBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C
• 沸点：
  297.7±33.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2924299090
• 储存条件：
  室温和干燥环境

SDS

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Section I.Chemical Product and Company Identification
Chemical Name N-Ethoxycarbonyl-5-nitro-o-toluidine
Portland OR
Synonym Carbamic acid, (2-methyl-5-nitrophenyl)-,
ethyl ester (9CI); Ethyl 2-Methyl-5-nitrophenylcarbamate;
N-(5-Nitro-2-methylphenyl)urethan;
N-Carbethoxy-5-nitro-o-toluidine
Chemical Formula C10H12N2O4
CAS Number 16648-52-5

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Section II. Composition and Information on Ingredients
Toxicology Data
Chemical Name CAS Number Percent (%) TLV/PEL
16648-52-5 Min. 96.0 (GC) Not available. Not available.
N-Ethoxycarbonyl-5-nitro-o-toluidine

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Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Chronic Health Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
minutes. Get medical attention.
Skin Contact In case of contact, immediately flush skin with plenty of water. Remove contaminated clothing and shoes. Wash clothing
before reuse. Thoroughly clean shoes before reuse. Get medical attention.
If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
Inhalation
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Ingestion
Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth
resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic
material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Not available.
May be combustible at high temperature. Auto-Ignition
Flammability
Flash Points Flammable Limits Not available.
Not available.
These products are toxic carbon oxides (CO, CO2), nitrogen oxides (NO, NO2).
Combustion Products
Fire Hazards Not available.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media
SMALL FIRE: Use DRY chemical powder.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
N-Ethoxycarbonyl-5-nitro-o-toluidine

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Section VI. Accidental Release Measures
Spill Cleanup Use a shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
Instructions
disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat. Mechanical exhaust required. When not in use, tightly seal the container and store in a dry, cool
place. Avoid excessive heat and light. Do not breathe dust.
Information
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended
Engineering Controls
exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants
below the exposure limit.
Splash goggles. Lab coat. Dust respirator. Boots. Gloves. Suggested protective clothing might not be sufficient; consult a
Personal Protection
specialist BEFORE handling this product. Be sure to use a MSHA/NIOSH approved respirator or equivalent.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Solid. (Light yellow crystal.) Solubility
Physical state @ 20°C Soluble in hot methanol.
Not available.
Specific Gravity
224.21
Molecular Weight Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not applicable.
135°C (275°F) Not available.
Melting Point Vapor Density
Not available. Volatility Not available.
Refractive Index
Not available.
Critical Temperature Not available. Odor
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

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Section XI. Toxicological Information
Not available.
RTECS Number
Routes of Exposure Eye Contact. Ingestion. Inhalation.
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling this
compound.

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Section XII. Ecological Information
Not available.
Ecotoxicity
Not available.
Environmental Fate
Continued on Next Page
N-Ethoxycarbonyl-5-nitro-o-toluidine

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Section XIII. Disposal Considerations
Waste Disposal Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state and local regulations when disposing of the substance.

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Section XIV. Transport Information
Not a DOT controlled material (United States).
DOT Classification
PIN Number Not applicable.
Proper Shipping Name Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-乙氧羰基-5-硝基邻甲苯胺 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 生成 N-(5-氨基-2-甲基苯基)氨基甲酸乙酯
  参考文献：
  名称：

  The Biodegradation of Low-molecular-weight Urethane Compounds by a Strain ofExophiala jeanselmei

  摘要：

  为了进一步分析聚氨酯聚合物的生物降解性，我们研究了结构与基于甲苯二异氰酸酯（TDI）的聚氨酯中的氨基甲酸酯键非常相似的低分子量N-甲苯基氨基甲酸酯模型化合物的生物降解性。筛选了能够以甲苯-2,4-二氨基甲酸二乙酯（化合物1）为唯一碳源利用的土壤微生物，并选出土壤真菌外瓶霉菌REN-11A株作为最有效的菌株。使用了几种N-甲苯基氨基甲酸酯化合物，发现REN-11A能够非常有效地降解化合物1及其相关化合物甲苯-2,6-二氨基甲酸二乙酯。进一步的研究表明，化合物1通过芳香胺中间体氨基甲酸乙酯和氨基甲酸乙酯被生物降解为甲苯-2,4-二胺。

  DOI：

  10.1271/bbb.60.244
• 作为产物：
  描述：

  2-氨基-4-硝基甲苯 在 乙醇 作用下， 生成 N-乙氧羰基-5-硝基邻甲苯胺
  参考文献：
  名称：

  Vittenet, Bulletin de la Societe Chimique de France, 1899, vol. <3>21, p. 588

  摘要：

  DOI：

文献信息

• Installation of protected ammonia equivalents onto aromatic &amp; heteroaromatic rings in water enabled by micellar catalysis
  作者：Nicholas A. Isley、Sebastian Dobarco、Bruce H. Lipshutz

  DOI：10.1039/c3gc42188k

  日期：——

  A single set of conditions consisting of a palladium catalyst, a commercially available ligand, and a base, allow for several types of C–N bond constructions to be conducted in water with the aid of a commercially available “designer” surfactant (TPGS-750-M). Products containing a protected NH2 group in the form of a carbamate, sulfonamide, or urea can be fashioned starting with aryl or heteroaryl bromides, iodides, and in some cases, chlorides, as substrates. Reaction temperatures are in the range of room temperature to, at most, 50 °C, and result in essentially full conversion and good isolated yields.

  一种包含钯催化剂、市售配体和碱的条件组合，可以在市售的“设计型”表面活性剂（TPGS-750-M）辅助下，在水中进行多种类型的C-N键构建。以含有氨基保护基（如氨基甲酸酯、磺酰胺或脲）的产物为目标，可以从芳基或杂芳基溴化物、碘化物，以及在某些情况下，氯化物作为起始原料。反应温度范围从室温到最高50°C，并且基本上实现了完全转化和良好的分离产率。
• Verfahren zur Herstellung von Urethanen
  申请人：BAYER AG

  公开号：EP0003989A1

  公开（公告）日：1979-09-19

  Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung von Urethanen durch Umsetzung von aromatischen Nitroverbindungen mit aliphatischen, cycloaliphatischen oder araliphatischen Alkoholen und Kohlenmonoxid in Gegenwart von Seien und/oder Selenverbindungen sowie aromatische Aminoverbindungen und/oder aromatische Harnstoffverbindungen aufweisenden Katalysator-Systemen, wobei man Katalysator-Systeme verwendet, weiche tertiäre organische Amine und/oder Alkalisalze schwacher Säuren und außerdem Oxidationsmittel ausgewählt aus der Gruppe bestehend aus Sauerstoff, oxidierend wirkenden, chemisch gebundenen Sauerstoff enthaltenden organischen Verbindungen und oxidierend wirkenden, chemisch gebundenen Sauerstoff enthaltenden anorganischen Verbindungen von Metallen der 1,2,5-8 Nebenbruppe des Periodensystems der Elemente enthalten.

  本发明涉及一种在硒和/或硒化合物以及由芳香族氨基化合物和/或芳香族脲化合物组成的催化剂体系存在下，通过芳香族硝基化合物与脂肪族、环脂族或芳香族醇和一氧化碳反应制备脲的工艺，其中催化剂体系使用、软三级有机胺和/或弱酸的碱盐，以及选自氧、氧化型化学结合含氧有机化合物和氧化型化学结合含氧元素周期表 1,2,5-8 亚族金属无机化合物的氧化剂。
• Schiff,H.; Vanni, Justus Liebigs Annalen der Chemie, 1892, vol. 268, p. 315
  作者：Schiff,H.、Vanni

  DOI：——

  日期：——
• Ryan; Cullinane, Scientific Proceedings of the Royal Dublin Society, 1922, vol. 17, p. 123
  作者：Ryan、Cullinane

  DOI：——

  日期：——
• Verfahren zur Rückführung des Edelmetallkatalysators bei der Herstellung aromatischer Urethane
  申请人：BASF Aktiengesellschaft

  公开号：EP0030269B1

  公开（公告）日：1983-09-28