4-硝基乙酰乙酸苄酯 | 61312-84-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 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: 4-硝基乙酰乙酸苄酯
• 中文别名: 乙酰乙酸对硝基苄酯；对硝基苄基乙酰乙酸乙酯；对硝基苄基乙酰乙酸酯；对硝基乙酰乙酸苄酯；PNBATAT
• 英文名称: p-nitrobenzyl acetoacetate
• 英文别名: 4-nitrobenzyl 3-oxobutanoate；4-nitrobenzyl acetoacetate；(4-nitrophenyl)methyl 3-oxobutanoate
• CAS: 61312-84-3
• 化学式: C₁₁H₁₁NO₅
• mdl: MFCD00799237
• 分子量: 237.212
• InChiKey: KQPGVCMZXFBYMM-UHFFFAOYSA-N

物化性质

• 熔点：
  45 °C
• 沸点：
  376.5±22.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 最大波长(λmax)：
  267nm(CH2Cl2)(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2918300090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温

SDS

Name:	p-Nitrobenzyl acetoacetate Material Safety Data Sheet
Synonym:
CAS:	61312-84-3

Section 1 - Chemical Product MSDS Name:p-Nitrobenzyl acetoacetate Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
61312-84-3	p-Nitrobenzyl acetoacetate		unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
Non-irritating to the eyes.
Skin:
Non-irritating to the skin. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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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.
Notes to Physician:
Treat symptomatically and supportively.

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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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable 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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 61312-84-3: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: odorless
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 44 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: <0,1% (20C)
Specific Gravity/Density:
Molecular Formula: C11H11NO5
Molecular Weight: 237.21

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
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# 61312-84-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
p-Nitrobenzyl acetoacetate - 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.

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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.

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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.
WGK (Water Danger/Protection)
CAS# 61312-84-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 61312-84-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 61312-84-3 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：

  4-硝基乙酰乙酸苄酯 在 sodium azide 、 碳酸氢钠 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 4.25h， 生成 亚胺培南中间体2
  参考文献：
  名称：

  功能化α-重氮-β-酮酸酯的γ-位置。

  摘要：

  尽管α-重氮-β-酮酸酯是合成上通用的中间体，但将这种功能引入复杂分子的方法仍然有限，最常见的是涉及羧酸前体，然后将其活化并转化为β-酮酸酯，其中重氮基为随后加入重氮转移试剂。尽管在收敛的一步法中引入这种高度官能的部分将是理想的，但是该目标受到涉及γ-位重氮-β-酮酸酯官能化的相对较少的研究的限制。在本研究中，我们评估了功能化α-重氮-β-酮酸酯的新方法和已建立的策略，特别是在生成预期可用于合成C1取代的碳青霉烯的化合物方面。

  DOI：

  10.1016/j.tetlet.2016.06.065
• 作为产物：
  描述：

  4-硝基甲苯 在 盐酸 、 偶氮二异丁腈 、 双氧水 、 sodium bromide 、 sodium hydroxide 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 5.5h， 生成 4-硝基乙酰乙酸苄酯
  参考文献：
  名称：

  一种制备2-重氮乙酰乙酸对硝基苄酯的方法

  摘要：

  本发明公开了一种制备2‑重氮乙酰乙酸对硝基苄酯的方法，属于医药化工技术领域。其技术方案为：一种制备2‑重氮乙酰乙酸对硝基苄酯的方法，以对硝基甲苯，经溴代反应得到对硝基苄溴，对硝基苄溴和乙酰乙酸酯在催化剂催化下得到乙酰乙酸对硝基苄酯，乙酰乙酸对硝基苄酯与进一步与甲磺酰氯和叠氮化钠反应得到2‑重氮乙酰乙酸对硝基苄酯。本发明反应之后的溴可以循环套用到对硝基甲苯溴代反应制备对硝基苄溴中，实现原料的循环利用，降低成本的同时，可减少三废的排放。

  公开号：

  CN114516820A

文献信息

• Six-Membered Cyclic Nitroso Acetals: Synthesis and Studies of the Nitrogen Inversion Process of<i>N</i>-Silyloxy-3,6-dihydro-2<i>H</i>-1,2-oxazines
  作者：Alexander S. Shved、Andrey A. Tabolin、Roman A. Novikov、Yulia V. Nelyubina、Vladimir P. Timofeev、Sema L. Ioffe

  DOI：10.1002/ejoc.201600952

  日期：2016.11

  The reaction of silyl nitronates and enol diazoacetates affords N‐silyloxy‐3,6‐dihydro‐2H‐1,2‐oxazines as a new type of nitroso acetal. The scope of the reaction was established. Quantum chemical calculations and kinetic data allowed the nitrogen inversion barrier in the target nitroso acetals to be determined.

  甲硅烷基硝酸酯与烯醇重氮乙酸酯的反应提供了N-甲硅烷氧基-3,6-二氢-2 H - 1,2-恶嗪类新型亚硝基缩醛。确定了反应范围。量子化学计算和动力学数据可以确定目标亚硝基缩醛中的氮转化障碍。
• [EN] HEPATITIS C VIRUS INHIBITORS<br/>[FR] INHIBITEURS DU VIRUS DE L'HEPATITE C
  申请人：LG LIFE SCIENCES LTD

  公开号：WO2004111013A1

  公开（公告）日：2004-12-23

  The present invention relates to new compounds useful for the treatment or prevention of hepatitis C, process for preparing them, and a composition for the treatment or prevention of hepatitis C comprising the compounds as an active ingredient.

  本发明涉及用于治疗或预防丙型肝炎的新化合物，制备这些化合物的方法，以及包含这些化合物作为活性成分的用于治疗或预防丙型肝炎的组合物。
• METAL SALTS AS NOVEL CATALYSTS FOR EFFICIENT TRANSESTERIFICATION OF β-KETOESTERS
  作者：B. P. Bandgar、V. S. Sadavarte、L. S. Uppalla

  DOI：10.1081/scc-100104427

  日期：2001.1

  Ethyl/methyl β-ketoesters with alcohols in presence of catalytic amount of anhydrous metal salts (FeSO4, CuSO4) undergo smooth transesterification.

  乙基/甲基β-酮酯与醇在催化量的无水金属盐（FeSO4、CuSO4）存在下进行平稳的酯交换。
• Construction of Enantiomerically Enriched Diazo Compounds Using Diazo Esters as Nucleophiles: Chiral Lewis Base Catalysis
  作者：Haibin Mao、Aijun Lin、Yan Shi、Zhijie Mao、Xuebin Zhu、Weipeng Li、Hongwen Hu、Yixiang Cheng、Chengjian Zhu

  DOI：10.1002/anie.201301509

  日期：2013.6.10

  Amazing diazo: The title reaction leads to highly functionalized diazo compounds in good yields with excellent enantioselectivities (see scheme; Boc=tert‐butoxycarbonyl). The utility of the products was demonstrated by the rapid synthesis of a number of optically pure nitrogen heterocycles. The key to this process was the use of 2,2,2‐trifluoroethyl diazoacetate as a superior nucleophilic reagent.

  惊人的重氮化合物：标题反应可生成高官能度的重氮化合物，并具有优异的对映选择性（参见方案； Boc =叔丁氧羰基）。通过快速合成许多光学纯的氮杂环，证明了产品的实用性。该过程的关键是使用2,2,2-三氟乙基重氮乙酸酯作为高级亲核试剂。
• Solvent-Free Microwave-Assisted Organic Reactions Preparation of β-Keto Esters
  作者：Massimo Gianotti、Giorgio Martelli、Giuseppe Spunta、Eileen Campana、Mauro Panunzio、Monica Mendozza

  DOI：10.1080/00397910008087215

  日期：2000.4

  Abstract Microwave technique has been utilised in the preparation of β-keto esters. Two different procedures are described: transesterification of β-keto esters and ring opening of 2,2,6-trimethyl-1,3-dioxin-4-one.

  摘要 微波技术已被用于β-酮酯的制备。描述了两种不同的程序：β-酮酯的酯交换和 2,2,6-trimethyl-1,3-dioxin-4-one 的开环。