2-甲基-4-硝基乙酰苯胺 | 2719-15-5

• 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: 2-甲基-4-硝基乙酰苯胺
• 中文别名: 2'-甲基-4'-硝基乙酰苯胺
• 英文名称: 2-methyl-4-nitroacetanilide
• 英文别名: N-(2-methyl-4-nitrophenyl)acetamide；2-Methyl-4-nitroacetanilid；4-Nitro-2-methyl-acetanilid
• CAS: 2719-15-5
• 化学式: C₉H₁₀N₂O₃
• mdl: MFCD00033896
• 分子量: 194.19
• InChiKey: JZEOVPGWIWSSAK-UHFFFAOYSA-N

物化性质

• 熔点：
  198-200°C
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22
• 安全说明：
  S36/37
• 储存条件：
  存储于阴凉干燥处。

SDS

Name:	N1-(2-methyl-4-nitrophenyl)acetamide 97% Material Safety Data Sheet
Synonym:	4'-Nitro-O-acetotoluidide2-Methyl-4-nitroacetanilid
CAS:	2719-15-5

Section 1 - Chemical Product MSDS Name:N1-(2-methyl-4-nitrophenyl)acetamide 97% Material Safety Data Sheet
Synonym:4'-Nitro-O-acetotoluidide2-Methyl-4-nitroacetanilid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2719-15-5	N1-(2-Methyl-4-nitrophenyl)acetamide	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
Not available.

---

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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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 water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2719-15-5: Personal Protective Equipment Eyes: Not available.
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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 198 - 200 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H10N2O3
Molecular Weight: 194

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Acids, bases, strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2719-15-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N1-(2-Methyl-4-nitrophenyl)acetamide - Not listed by ACGIH, IARC, or NTP.

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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
No information available.
IMO
No information available.
RID/ADR
No information available.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 2719-15-5: No information available.
Canada
CAS# 2719-15-5 is listed on Canada's NDSL List.
CAS# 2719-15-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2719-15-5 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-甲基-4-硝基乙酰苯胺 在 chromium(III) oxide 、 三氧化二氮 、 硫酸 、 氨 、 硝酸 作用下， 生成 2-氨基-3,5-二硝基苯甲酸
  参考文献：
  名称：

  Koerner; Contardi, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1915, vol. <5> 24 I, p. 891

  摘要：

  DOI：
• 作为产物：
  描述：

  4-硝基-2-甲苯胺 在 乙酸酐 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 2-甲基-4-硝基乙酰苯胺
  参考文献：
  名称：

  Process for preparing 4-amino-3-methyl-N-substituted or unsubstituted

  摘要：

  一种制备4-氨基-3-甲基-N-取代或未取代烷基苯胺的方法，包括使具有化学式（I）的4-氨基-3-甲基-硝基苯乙酰化和/或磺酰化，其中R.sub.1代表氢原子或酰基，R.sub.2代表酰基或磺酰基，或R.sub.1和R.sub.2可以组合为双官能团酰基；在金属氢化催化剂存在下用氢还原具有化学式（II）的化合物的硝基基团，其中R.sub.1和R.sub.2如上所定义；用从由烷基卤化物、取代烷基卤化物和烷氧基组成的群中选择的烷基化试剂烷基化具有化学式（III）的化合物的氨基团，其中R.sub.1和R.sub.2如上所定义，R.sub.3代表烷基或取代烷基，R.sub.4代表氢原子、烷基或取代烷基；水解具有化学式（IV）的化合物以获得具有化学式（V）的化合物，其中R.sub.3和R.sub.4如上所定义。

  公开号：

  US04009205A1

文献信息

• Step and redox efficient nitroarene to indole synthesis
  作者：Bünyamin Özkaya、Christina L. Bub、Frederic W. Patureau

  DOI：10.1039/d0cc03258a

  日期：——

  priority in synthetic method development, in order to make synthetic processes more sustainable and more affordable. Herein, a step and redox efficient nitroarene to indole synthesis is developed, in sharp contrast to the rich literature on the construction of indoles. Elemental zinc was found to be the best terminal reductant.

  在合成方法开发中，逐步效率和氧化还原效率已成为日益重要的优先事项，以使合成工艺更可持续，更实惠。本文中，开发了一步和氧化还原有效的硝基芳烃合成吲哚，这与有关吲哚结构的丰富文献形成鲜明对比。发现元素锌是最好的末端还原剂。
• Novel Compounds
  申请人：Gottschling Dirk

  公开号：US20120088755A1

  公开（公告）日：2012-04-12

  The present invention relates to the new compounds of general formula I wherein A, U, V, X, Y, R 1 , R 2 and R 3 are defined as stated hereinafter, the tautomers, the isomers thereof, the diastereomers, the enantiomers, the hydrates, the mixtures and the salts thereof as well as the hydrates of the salts, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, medicaments containing these compounds, their use and processes for preparing them.

  本发明涉及一般式I的新化合物，其中A、U、V、X、Y、R1、R2和R3的定义如下所述，其互变异构体、异构体、二对映异构体、对映体、水合物、混合物及其盐以及该盐的水合物，特别是与无机或有机酸或碱形成的生理上可接受的盐，含有这些化合物的药物，它们的用途以及制备它们的方法。
• Palladium on Polydopamine: Its True Potential in Catalytic Transfer Hydrogenations and Heck Coupling Reactions
  作者：Attila Kunfi、Vivien Szabó、Ágnes Mastalir、Imre Bucsi、Miklós Mohai、Péter Németh、Imre Bertóti、Gábor London

  DOI：10.1002/cctc.201700609

  日期：2017.8.23

  which may be owing to their reaction with the catalyst support leading to catalyst deactivation. By using magnetic Fe3O4@Pd–polydopamine system, facilitated catalyst recovery and reuse for five consecutive cycles without considerable loss of activity in nitro‐group reduction. The efficiency of the catalyst in Heck reactions was comparable to that in transfer hydrogenation, however, no catalytic activity

  报道了Pd-聚多巴胺和磁性Fe 3 O 4 @ Pd-聚多巴胺催化剂在催化转移加氢反应和Heck芳基化反应中的应用。尽管发现羰基化合物的还原不太普遍，但可以有效地将带有给电子和吸电子取代基的多种芳香族硝基化合物还原成相应的苯胺。在后一种情况下，仅芳族酮可被还原为相应的醇，而醛底物不受影响，这可能是由于它们与催化剂载体反应导致催化剂失活。通过使用磁性Fe 3 O 4@ Pd-聚多巴胺系统可促进催化剂的回收和连续使用五个周期，而不会导致硝基还原活性的显着降低。Heck反应中催化剂的效率与转移氢化中的效率相当，但是，在这种情况下再利用时未观察到催化活性，这很可能是金属浸出的结果。我们还探索了串联Heck反应/催化转移加氢序列，但是，这两个反应在应用条件下均显示出有限的相容性。
• Biphenyl-Based Bis(thiourea) Organocatalyst for Asymmetric and syn-Selective Henry Reaction
  作者：Pavel Bobal、Jan Otevrel

  DOI：10.1055/s-0036-1588594

  日期：——

  excellent enantioselectivities. The achieved high reactivity and enantioselectivity in the nitroaldol reaction of nitroalkanes with aromatic aldehydes suggests promising potential for this catalyst. Moreover, a significant syn-diastereoselectivity was observed. A scalable, efficient and chromatography-free synthesis of a new enantiopure C 2-symmetric bis(thiourea) catalyst was accomplished from a readily

  摘要 从容易获得的起始原料完成了新的对映纯C 2对称双（硫脲）催化剂的可扩展，有效且无色谱的合成。制定的策略可以在多克规模上进行。在完全优化的条件下，在不对称的亨利反应中测试了双（硫脲）有机催化剂的两种制备的对映异构体，在此条件下发现了对对映选择性的异常溶剂作用。相应的加合物以优异的产率获得，具有良好的至优异的对映选择性。在硝基烷烃与芳族醛的硝基羟醛反应中实现的高反应活性和对映选择性表明该催化剂具有广阔的发展前景。而且，一个重要的同步-非对映选择性。 从容易获得的起始原料完成了新的对映纯C 2对称双（硫脲）催化剂的可扩展，有效且无色谱的合成。制定的策略可以在多克规模上进行。在完全优化的条件下，在不对称的亨利反应中测试了双（硫脲）有机催化剂的两种制备的对映异构体，在此条件下发现了对对映选择性的异常溶剂作用。相应的加合物以优异的产率获得，具有良好的至优异的对映选择性。在硝基烷烃与芳族醛的硝基羟
• 一种2-甲基-4-硝基苯甲酸的合成方法
  申请人：丁玉琴

  公开号：CN105218375A

  公开（公告）日：2016-01-06

  本发明公开了一种2-甲基-4-硝基苯甲酸的合成方法，属于化学合成技术领域。本发明是以甲苯为原料，加入浓硝酸和浓硫酸混合而成的反应液混合，用氢氧化钠溶液洗涤后，与二氯化锡、铁粉、冰醋酸反应，再滴加盐酸混合得2-氨基-5-硝基甲苯，再与乙酸和浓硫酸混合反应，在氧化剂过硼酸钠的氧化后，冰水降温，去离子水洗涤，再在氧化剂高锰酸钾的在此氧化作用下，与盐酸混合反应，然后静置、抽滤、干燥制得。本发明的有益效果是：该方法合成过程简单，成本低，副产物少；所得产品产率高达95%以上，纯度高达99%以上。