4,4-二甲基-2-氧戊酸 | 34906-87-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 4,4-二甲基-2-氧戊酸
• 英文名称: 4,4-dimethyl-2-oxopentanoic acid
• 英文别名: 4,4-dimethyl-2-oxo-pentanoic Acid
• CAS: 34906-87-1
• 化学式: C₇H₁₂O₃
• mdl: MFCD01325393
• 分子量: 144.17
• InChiKey: QDGMKZBNMLHUFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090
• 储存条件：
  -20°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4,4-Dimethyl-2-oxo-pentanoic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 4,4-Dimethyl-2-oxo-pentanoic acid
CAS number: 34906-87-1

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H12O3
Molecular weight: 144.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4,4-二甲基-2-氧戊酸 在 硫酸 、 联铬酸盐 作用下， 生成 2,2-二甲基丁酸
  参考文献：
  名称：

  Anschuetz; Rauff, Justus Liebigs Annalen der Chemie, 1903, vol. 327, p. 207

  摘要：

  DOI：
• 作为产物：
  描述：

  4,4-二甲基-2-戊酮 生成 4,4-二甲基-2-氧戊酸
  参考文献：
  名称：

  α-二酮羰基合成理论：α-二羰基合成树脂与紫外线

  摘要：

  在同极性溶剂中，α-酮酸在羧基和α-羰基之间形成稳定的质子螯合物。与非螯合分子的光谱相比，该螯合物引起α-羰基的n-π*带的主要的红移，并且显示出显着的振动带结构。α-酮酰胺的紫外光谱也表明了分子内-NH⋯OC的相互作用。

  DOI：

  10.1016/s0040-4020(01)91733-8

文献信息

• NON-STEROIDAL PROGESTERONE RECEPTOR MODULATORS
  申请人：Schwede Wolfgang

  公开号：US20080188448A1

  公开（公告）日：2008-08-07

  The present invention relates to non-steroidal progesterone receptor modulators of the general formula I, the use of the progesterone receptor modulators for the manufacture of medicaments, and pharmaceutical compositions which comprise these compounds. The compounds according to the invention are suitable for the therapy and prophylaxis of gynaecological disorders such as endometriosis, leiomyomas of the uterus, dysfunctional bleeding and dysmenorrhoea, and for the therapy and prophylaxis of hormone-dependent tumours and for use for female fertility control and for hormone replacement therapy.

  本发明涉及一般式I的非甾体孕酮受体调节剂，以及利用这些孕酮受体调节剂制备药物和包含这些化合物的药物组合物。根据本发明的化合物适用于治疗和预防妇科疾病，如子宫内膜异位症、子宫平滑肌瘤、功能性出血和月经痛，以及治疗和预防激素依赖性肿瘤，用于女性生育控制和激素替代疗法。
• Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids
  作者：Lingling Chu、Jeffrey M. Lipshultz、David W. C. MacMillan

  DOI：10.1002/anie.201501908

  日期：2015.6.26

  The direct decarboxylative arylation of α‐oxo acids has been achieved by synergistic visible‐light‐mediated photoredox and nickel catalysis. This method offers rapid entry to aryl and alkyl ketone architectures from simple α‐oxo acid precursors via an acyl radical intermediate. Significant substrate scope is observed with respect to both the oxo acid and arene coupling partners. This mild decarboxylative

  通过协同的可见光介导的光氧化还原和镍催化，已经实现了α-氧代酸的直接脱羧芳基化。该方法可通过简单的α-氧代酸前体通过酰基自由基中间体快速进入芳基和烷基酮体系。就含氧酸和芳烃偶联伙伴而言，观察到显着的底物范围。如非诺贝特的快速合成所证明的，这种温和的脱羧芳基化作用还可用于有效地获得药物。
• A new type of chiral-pyridoxamines for catalytic asymmetric transamination of α-keto acids
  作者：Jianfeng Chen、Junyu Zhao、Xing Gong、Dongfang Xu、Baoguo Zhao

  DOI：10.1016/j.tetlet.2016.09.005

  日期：2016.10

  A new type of chiral pyridoxamines bearing an adjacent chiral stereocenter has been developed via multi-step synthesis. The pyridoxamines displayed catalytic activity in asymmetric transamination of α-keto acids to give a variety of optically active amino acids in 27–78% yields with 34–62% ee’s under very mild conditions. This work provides a synthetic strategy to construct new chiral pyridoxamines

  通过多步合成已经开发了一种新型的带有相邻手性立体中心的手性吡ido胺。吡ido胺在非常温和的条件下，在α-酮酸的不对称转氨反应中显示出催化活性，从而以27-78％的产率提供了34-62％ee的多种光学活性氨基酸。这项工作提供了使用溴吡啶7作为关键合成子来构建新的手性吡ido胺的合成策略，也代表了手性吡x胺在不对称催化中的早期应用实例。
• The specificity and kinetic mechanism of branched-chain amino acid aminotransferase from<i>Escherichia coli</i>studied with a new improved coupled assay procedure and the enzyme's potential for biocatalysis
  作者：Xuejing Yu、Xingguo Wang、Paul C. Engel

  DOI：10.1111/febs.12609

  日期：2014.1

  the common amino group donor/acceptor. In our study, detailed measurements were made using a novel coupled assay, employing (R)‐hydroxyglutarate dehydrogenase from Acidaminococcus fermentans as an auxiliary enzyme, to provide accurate and reliable kinetic constants. We show that Escherichia coli BCAT can be used for asymmetric synthesis of a range of non‐natural amino acids such as l‐norleucine, l‐norvaline

  支链氨基酸氨基转移酶（BCAT）在疏水性氨基酸（如亮氨酸，异亮氨酸和缬氨酸）的生物合成中起关键作用，由于先前测定法不可避免的限制，其底物谱尚未得到充分研究或开发，其主要依据是特定支链底物的形成/消耗，而不是常见的氨基供体/受体。在我们的研究中，使用新颖的耦合测定法进行了详细的测量，采用发酵发酵的产酸氨基球菌的（R）-羟基戊二酸脱氢酶作为辅助酶，以提供准确而可靠的动力学常数。我们证明，大肠杆菌BCAT可用于多种非天然氨基酸（如l-正亮氨酸，l-正缬氨酸和l-新戊基甘氨酸，并将动力学结果与分子建模结果进行比较。对几种底物的完整的两底物稳态动力学研究得出的结果与双壁式乒乓机制相符，对动力学常数的详细分析表明，对于良好的2-氧代酸底物，2-氧代戊二酸酯的释放量很大。慢于氨基转移反应过程中产物氨基酸的释放。后者实际上是在底物饱和条件下的速率限制。2-氧代戊二酸的释放比氨基转移反应过程中产物氨基酸的释
• Total Synthesis of the Natural Herbicide MBH‐001 and Analogues
  作者：Birgit Kuhn、David M. Barber、Hansjörg Dietrich、Uwe Döller、Michael G. Hoffmann、Dirk Schmutzler、Stefan Schnatterer、Martin E. Maier、Tamer Kocakaya、Marius Morkunas

  DOI：10.1002/ejoc.202000294

  日期：2020.4.23

  Cyclic nitrones are the key: A flexible route to the natural herbicide MBH‐001 was developed. As opposed to azlactones, the use of the corresponding nitrones secured the regiochemistry (2 vs. 4‐position) in the aldol type reaction of the anions with aldehydes. The work also led to the determination of the relative and absolute stereochemistry of MBH‐001.

  环硝酮是关键：开发了一种天然除草剂MBH-001的灵活途径。与氮杂内酯相反，使用相应的硝酮可确保阴离子与醛类的醛醇型反应中的区域化学反应（2位对4位）。这项工作还导致测定了MBH-001的相对和绝对立体化学。