3,3-二甲基-1-吡啶-2-基丁烷-2-酮 | 34552-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3,3-二甲基-1-吡啶-2-基丁烷-2-酮
• 英文名称: pivaloylmethylpyridine
• 英文别名: t-butyl 2-picolyl ketone；3,3-dimethyl-1-(2-pyridyl)butan-2-one；3,3-dimethyl-1-(2-pyridyl)-2-butanone；3,3-dimethyl-1-(2-pyridinyl)-2-butanone；3,3-Dimethyl-1-<2>pyridyl-butan-2-on；3,3-dimethyl-1-(pyridin-2-yl)butan-2-one；1-(2-Pyridyl)-3,3-dimethyl-butan-2-on；1-(2-Pyridyl)-3,3-dimethyl-2-butanon；3,3-Dimethyl-1-pyridin-2-ylbutan-2-one
• CAS: 34552-04-0
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: BCCWJSAFGSJLPD-UHFFFAOYSA-N

物化性质

• 沸点：
  78-83 °C(Press: 0.3 Torr)
• 密度：
  0.991±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2933399090

SDS

Name:	3 3-Dimethyl-1-pyridin-2-ylbutan-2-one 97% Material Safety Data Sheet
Synonym:	2-(3,3-Dimethyl-2-oxobutyl)pyridin
CAS:	34552-04-0

Section 1 - Chemical Product MSDS Name:3 3-Dimethyl-1-pyridin-2-ylbutan-2-one 97% Material Safety Data Sheet
Synonym:2-(3,3-Dimethyl-2-oxobutyl)pyridin

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
34552-04-0	3,3-Dimethyl-1-pyridin-2-ylbutan-2-one	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:
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# 34552-04-0: 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: Liquid
Color: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
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:
Specific Gravity/Density:
Molecular Formula: C11H15NO
Molecular Weight: 177

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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# 34552-04-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,3-Dimethyl-1-pyridin-2-ylbutan-2-one - 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
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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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# 34552-04-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 34552-04-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 34552-04-0 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：

  3,3-二甲基-1-吡啶-2-基丁烷-2-酮 以 二甲基亚砜 为溶剂， 生成 (Z)-3,3-Dimethyl-1-pyridin-2-yl-but-1-en-2-ol
  参考文献：
  名称：

  Roussel, R.; Guerrero, M. Oteyza de; Spegt, P., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 785 - 796

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-3,3-Dimethyl-1-pyridin-2-yl-but-1-en-2-ol 生成 3,3-二甲基-1-吡啶-2-基丁烷-2-酮
  参考文献：
  名称：

  ROUSSEL, R.;GUERRERO, M. O.;SPEGT, P.;GALIN, J. C., J. HETEROCYCL. CHEM., 1982, 19, N 4, 785-796

  摘要：

  DOI：

文献信息

• Mechanism of the Ullmann Biaryl Ether Synthesis Catalyzed by Complexes of Anionic Ligands: Evidence for the Reaction of Iodoarenes with Ligated Anionic Cu^I Intermediates
  作者：Ramesh Giri、Andrew Brusoe、Konstantin Troshin、Justin Y. Wang、Marc Font、John F. Hartwig

  DOI：10.1021/jacs.7b11853

  日期：2018.1.17

  characterized by a combination of 19F NMR, 1H NMR, and UV-vis spectroscopy, as well as ESI-MS. The heteroleptic complexes generated in situ react with iodoarenes to form biaryl ethers in high yields without evidence for an aryl radical intermediate. Measurements of 13C/12C isotope effects showed that oxidative addition of the iodoarene occurs irreversibly. This information, in combination with the kinetic

  据报道，一系列实验研究以及 DFT 计算提供了在由 Cu(I) 和双齿阴离子配体生成的催化剂存在下苯酚与芳基卤化物的 Ullmann 偶联机制的详细视图。这些研究包括包含通过 8-羟基喹啉、2-吡啶甲基叔丁基酮和 2,2,6,6-四甲基庚烷-3,5-二酮去质子化形成的阴离子配体的催化剂。实验和 DFT 计算表明，三配位杂配物种 [Cu(LX)OAr]- 是含有 8-羟基喹啉或 2-吡啶甲基叔丁基酮的催化体系中最稳定的配合物，并且在该体系中可逆生成含有 2,2,6,6-四甲基庚烷-3,5-二酮。这些杂配配合物通过 19F NMR、1H NMR、和紫外可见光谱，以及 ESI-MS。原位生成的杂配配合物与碘芳烃反应以高产率形成联芳醚，而没有芳基中间体的证据。对 13C/12C 同位素效应的测量表明，碘芳烃的氧化加成是不可逆的。该信息与动力学数据相结合，表明 [Cu(LX)OAr]- 复合物发生氧
• α-Functionalization of Ketones via a Nitrogen Directed Oxidative Umpolung
  作者：Gabriel M. Kiefl、Tanja Gulder

  DOI：10.1021/jacs.0c10700

  日期：2020.12.9

  methods available today, overcoming the inherent reactivity still remains a constant challenge in organic chemistry. The oxidative α-functionalization of ketones by external nucleophiles constitute such an example. Herein, we present a hypervalent F-iodane mediated umpolung of pyridyl ketones triggered by Lewis base/Lewis acid noncovalent interactions. A wide variety of external nucleophiles are introduced

  反转分子中的极性是扩展结构空间边界的通用工具。尽管今天有多种不同的 umpolung 方法可用，但克服固有的反应性仍然是有机化学中的一个持续挑战。外部亲核试剂对酮的氧化 α-官能化构成了这样一个例子。在本文中，我们提出了一种由路易斯碱/路易斯酸非共价相互作用触发的高价氟碘烷介导的吡啶基酮的umpolung。应用这种底物导向概念，以高区域选择性引入了多种外部亲核试剂。
• Amine derivatives
  申请人：Bionomics Limited

  公开号：EP2524912A1

  公开（公告）日：2012-11-21

  The present invention relates to Kv1.3 potassium channel blockers of Formula (I) and their use in the treatment of autoimmune and inflammatory diseases.

  本发明涉及公式（I）的Kv1.3钾通道阻滞剂及其在治疗自身免疫和炎症性疾病中的应用。
• Tautomer-selective derivatives of enolate, ketone and enaminone by addition reaction of picolyl-type anions with nitriles
  作者：Jianliang Bai、Peng Wang、Wei Cao、Xia Chen

  DOI：10.1016/j.molstruc.2016.09.038

  日期：2017.1

  describe an efficient for the synthesis of compounds of tautomeric β-pyridyl/quinolyl-enol, -ketone, -enaminone, which were finally characterized by standard methods like NMR, IR or SCXRD. The addition reaction of lithiated intermediates of picoline, 2-ethylpyridine and 2-methylquinoline, respectively, with nitriles followed by acid hydrolysis afforded the corresponding tautomeric compounds of enol,

  摘要 我们描述了一种有效合成互变异构 β-吡啶基/喹啉-烯醇、-酮、-烯胺酮的化合物，最终通过标准方法如 NMR、IR 或 SCXRD 对其进行表征。甲基吡啶、2-乙基吡啶和2-甲基喹啉的锂化中间体分别与腈的加成反应，然后酸水解得到相应的烯醇、酮和emaminone互变异构化合物。有趣的是，分别用腈处理 2-甲基吡啶或 2-乙基吡啶，主要产生不含烯胺酮的 β-吡啶基酮和烯醇互变异构体，而用腈处理 2-甲基喹啉产生不含烯醇的 β-喹啉酮和烯胺酮互变异构体。2-苄基吡啶与腈的反应在相同条件下无法进行。
• Hepatitis C Virus Inhibitors
  申请人：Lopez Omar D.

  公开号：US20110294819A1

  公开（公告）日：2011-12-01

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such compounds, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物，包括这些化合物的组合物以及抑制NS5A蛋白功能的方法。