5-硝基-2-(1-吡咯烷基)苯甲醛 | 30742-59-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 5-硝基-2-(1-吡咯烷基)苯甲醛
• 英文名称: 5-Nitro-2-(1-pyrrolidinyl)benzaldehyd
• 英文别名: 5-nitro-2-(pyrrolidin-1-yl)benzaldehyde；5-nitro-2-pyrrolidin-1-ylbenzaldehyde
• CAS: 30742-59-7
• 化学式: C₁₁H₁₂N₂O₃
• mdl: MFCD00455053
• 分子量: 220.228
• InChiKey: FSYPVHLPBAAKIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090
• 储存条件：
  室温

SDS

Name:	5-Nitro-2-pyrrolidin-1-yl-benzaldehyde 97% Material Safety Data Sheet
Synonym:
CAS:	30742-59-7

Section 1 - Chemical Product MSDS Name:5-Nitro-2-pyrrolidin-1-yl-benzaldehyde 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
30742-59-7	5-Nitro-2-pyrrolidin-1-yl-benzaldehyde	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes 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. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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:
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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 30742-59-7: 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: orange
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 136 - 138 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: C11H12N2O3
Molecular Weight: 220.23

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 30742-59-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Nitro-2-pyrrolidin-1-yl-benzaldehyde - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
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# 30742-59-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 30742-59-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 30742-59-7 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：

  5-硝基-2-(1-吡咯烷基)苯甲醛 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 以91%的产率得到7-nitro-2,3,3a,5-tetrahydro-1H-benzo[d]pyrrolo[2,1-b][1,3]oxazine
  参考文献：
  名称：

  分子内氧化还原触发的C ？H功能化

  摘要：

  对团队的牺牲：单锅法通过牺牲性还原相邻基团，在胺部分的α位实现远程官能化。该方法利用了分子内的氧化还原反应，从而避免了任何外部氧化剂的需要。该方法用于简明的吲哚并啶167B的五步全合成。

  DOI：

  10.1002/anie.201108639
• 作为产物：
  描述：

  四氢吡咯 、 2-氟-5-硝基苯甲醛 以 水 为溶剂， 反应 0.5h， 生成 5-硝基-2-(1-吡咯烷基)苯甲醛
  参考文献：
  名称：

  Construction of the tetrahydroquinoline spiro skeleton via cascade [1,5]-hydride transfer-involved C(sp³)–H functionalization “on water”

  摘要：

  水使高度原子和步骤经济的、氧化还原中性的4步级联过程成为可能，包括S_NAr/Knoevenagel缩合/[1,5]-氢化物转移环化反应，有效地构建了在药物上重要的四氢喹啉螺环化合物。

  DOI：

  10.1039/c7gc02353g

文献信息

• Studies on Electronic Effects in O-, N- and S-Chelated Ruthenium Olefin-Metathesis Catalysts
  作者：Eyal Tzur、Anna Szadkowska、Amos Ben-Asuly、Anna Makal、Israel Goldberg、Krzysztof Woźniak、Karol Grela、N. Gabriel Lemcoff

  DOI：10.1002/chem.200903457

  日期：2010.8.2

  Hoveyda–Grubbs‐type ruthenium initiators chelated through oxygen, nitrogen or sulfur atoms is presented. Our aim was to compare and contrast O‐, N‐ and S‐chelated ruthenium complexes to better understand the impact of electron‐withdrawing and ‐donating substituents on the geometry and activity of the ruthenium complexes and to gain further insight into the trans–cis isomerisation process of the S‐chelated complexes

  本文简要介绍了通过氧，氮或硫原子螯合的Hoveyda–Grubbs型钌引发剂的结构设计。我们的目的是比较和对比O，N和S螯合的钌配合物，以更好地理解吸电子和供电子取代基对钌配合物的几何形状和活性的影响，并进一步了解反式-顺式S-螯合物的异构化过程。为了评估螯合杂原子的不同作用并探讨对硫和氮螯合的潜在催化剂的电子作用，我们合成了一系列新型配合物。将这些催化剂与两种众所周知的氧螯合引发剂和亚砜螯合配合物进行了比较。新复合物的结构已通过单晶X射线衍射确定，并进行了分析以寻找结构特征和活性之间的相关性。氧螯合原子被硫或氮原子取代后，催化剂在室温下对于典型的闭环复分解（RCM）和交叉复分解反应呈惰性，并且仅在较高温度下才显示出催化活性。此外，
• [EN] PYRIMIDOPYRIMIDINONES USEFUL AS WEE-1 KINASE INHIBITORS<br/>[FR] PYRIMIDOPYRIMIDINONES UTILES COMME INHIBITEURS DE LA WEE-1 KINASE
  申请人：ALMAC DISCOVERY LTD

  公开号：WO2015092431A1

  公开（公告）日：2015-06-25

  The present invention relates to compounds that are useful as inhibitors of the activity of Wee-1 kinase. The present invention also relates to pharmaceutical compositions comprising these compounds and to methods of using these compounds in the treatment of cancer and methods of treating cancer.

  本发明涉及一类可用作Wee-1激酶活性抑制剂的化合物。本发明还涉及包含这些化合物的药物组合物以及使用这些化合物治疗癌症的方法和治疗癌症的方法。
• N-Fused Indolines through Non-Carbonyl-Stabilized Rhodium Carbenoid CH Insertion of N-Aziridinyl Imines
  作者：Stuart J. Mahoney、Eric Fillion

  DOI：10.1002/chem.201103155

  日期：2012.1.2

  Under rhodium catalysis, N‐aziridinyl imines provided access to N‐fused indolines through non‐carbonyl‐stabilized rhodium carbenoid CH insertion. The utility of this methodology for the synthesis of architecturally complex heterocycles was further demonstrated by an expedient total synthesis of (±)‐cryptaustoline (see scheme).

  下铑催化，Ñ提供给访问吖丙啶基亚胺Ñ通过非羰基稳定化-融合二氢吲哚铑卡宾体Ç  ħ插入。方便的全合成（±）-密码啉（参见方案）进一步证明了该方法在合成复杂的杂环结构中的实用性。
• Synthesis of Fused Indazole Ring Systems and Application to Nigeglanine Hydrobromide
  作者：Aaron C. Sather、Orion B. Berryman、Julius Rebek

  DOI：10.1021/ol300303s

  日期：2012.3.16

  The single-step synthesis of fused tricyclic pyridazino[1,2-a]indazolium ring systems is described. Structural details revealed by crystallography explain the unexpected reactivity. The method is applied to the gram scale synthesis of nigeglanine hydrobromide.

  描述了稠合三环哒嗪并[1,2- a ]吲唑环体系的一步合成。晶体学揭示的结构细节解释了意想不到的反应性。该方法应用于氢溴酸尼加拉宁的克级合成。
• Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol
  作者：Shuai-Shuai Li、Xintong Lv、Didi Ren、Chang-Lun Shao、Qing Liu、Jian Xiao

  DOI：10.1039/c8sc03339k

  日期：——

  An unprecedented cascade dearomative cyclization through hydrogen-bonding-assisted hydride transfer is realized. The aggregate effect of HFIP enables the rapid buildup of polycyclic amines directly from phenols and o-aminobenzaldehydes via a cascade dearomatization/rearomatization/dearomatization sequence. This unique transformation addressed the drawbacks of hydride transfer-involved redox-neutral

  通过氢键辅助氢化物转移实现了前所未有的级联脱芳香环化反应。HFIP的聚集效应使得能够通过级联的脱芳香化/再芳香化/脱芳香化顺序直接从苯酚和邻氨基苯甲醛中快速建立多环胺。这种独特的转变解决了涉及氢化物转移的氧化还原中性反应的缺点。