4,4-二甲基-2-氧戊醛 | 23459-13-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4,4-二甲基-2-氧戊醛
• 英文名称: pivaloylacetaldehyde
• 英文别名: 4,4-dimethyl-3-oxopentanal；4,4-Dimethyl-3-oxo-pentanal
• CAS: 23459-13-4
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: VLJKEQYDVMCGHW-UHFFFAOYSA-N

物化性质

• 沸点：
  165.4±23.0 °C(Predicted)
• 密度：
  0.924±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914400090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4,4-Dimethyl-3-oxo-pentanal
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-3-oxo-pentanal
CAS number: 23459-13-4

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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, refrigerated.
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: C7H12O2
Molecular weight: 128.2

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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-氧戊醛 在 氯化亚砜 、 苯 作用下， 生成 E-2-氯乙烯基叔丁基酮
  参考文献：
  名称：

  Kotschetkow et al., Zhurnal Obshchei Khimii, 1958, vol. 28, p. 3024;engl.Ausg.S.3053

  摘要：

  DOI：
• 作为产物：
  描述：

  频哪酮 、 甲酸乙酯 在 sodium hydride 作用下， 以 乙醚 、 mineral oil 为溶剂， 反应 6.0h， 以60%的产率得到4,4-二甲基-2-氧戊醛
  参考文献：
  名称：

  铜催化均烯丙基醇的氧化烯基化反应生成功能性syn-1,3-Diol衍生物

  摘要：

  报道了一种新型的合成多种功能化的1,3-二醇衍生物的方法。采用铜催化的氧-烯基化策略，一系列易于获得的取代的均烯丙基醇衍生物和烯基（芳基）碘鎓盐以优异的收率和高选择性结合形成顺式1,3-碳酸酯。此外，所形成的产物适合重复的反应序列，从而提供了高度复杂的聚酮化合物样片段。

  DOI：

  10.1002/anie.201501995

文献信息

• Substrate Range of the Titanium TADDOLate Catalyzed Asymmetric Fluorination of Activated Carbonyl Compounds
  作者：Andreas Bertogg、Lukas Hintermann、Dominique P. Huber、Mauro Perseghini、Maria Sanna、Antonio Togni

  DOI：10.1002/hlca.201100375

  日期：2012.3

  4‐diazoniabicyclo[2.2.2]octane bis‐[tetrafluoroborate]) at room temperature. A series of α‐methylated β‐keto esters (3‐oxobutanoates, 3‐oxopentanoates) with bulky benzyl ester groups (60–90% ee) or phenyl ester (67–88% ee) have been fluorinated readily, whereas α‐acyl lactones were also readily fluorinated, but gave lower inductions (13–46% ee). Double stereochemical differentiation in β‐keto esters with chiral

  [TiCl 2（TADDOLate）]的底物范围（TADDOL = α，α，α '，α'-四芳基-1,3-二氧戊环-4,5-二甲醇）催化活化的β-羰基的不对称α-氟化化合物已被研究。在F-TEDA（1-（氯甲基）-4）饱和（0.14 mol / l）MeCN溶液中使用5 mol％的TiCl 2（萘-1-基）-TADDOLate作为催化剂来表征最佳的催化条件。-氟-1,4-二氮杂双环[2.2.2]辛烷双[四氟硼酸酯]）。一系列α甲基化的β具有笨重的苄基酯基团（60-90％ee）或苯酯（67-88％ee）的酮基酯（3-氧代丁酸酯，3-氧代戊酸酯）已经很容易被氟化，而α-酰基内酯也很容易被氟化，但是产生较低的诱导（13–46％ee）。具有手性酯基的β-酮酯的双重立体化学分化将立体选择性提高到非对映体比率（dr）高达96.5：3.5。第一次，β-酮基S-硫代酸酯被不对称氟化（62-91.5％ee）和氯化（83％ee）。在1
• Synthesis, chemical, and biological properties of vinylogous hydroxamic acids: dual inhibitors of 5-lipoxygenase and IL-1 biosynthesis
  作者：Stephen W. Wright、Richard R. Harris、Janet S. Kerr、Alicia M. Green、Donald J. Pinto、Elaine M. Bruin、Robert J. Collins、Roberta L. Dorow、Lisa R. Mantegna

  DOI：10.1021/jm00100a011

  日期：1992.10

  of each being dependent upon the structure of the VHA, solvent, and pH. VHAs undergo some of the typical reactions of hydroxamic acids as well as those of vinylogous amides. VHAs are active as inhibitors of 5-lipoxygenase and of IL-1 biosynthesis in vitro, which do not inhibit other enzymes of the arachidonic acid cascade. They have been shown by ESR studies to bring about inhibition of soybean type

  制备了乙烯基异羟肟酸（3-（N-羟基-N-烷基氨基）-2-丙烯-1-酮，VHA）作为抗炎剂。描述了这些相对未开发的化合物的合成，化学性质和体外生物学活性。通过将适当的N-取代的羟胺与以下三种试剂中的任何一种缩合来制备VHA：1,3-二羰基化合物（方法A）；乙烯基酰胺（方法B）；或炔烃（方法C）。VHA以一种或多种互变异构体的形式存在于溶液中，每种互变异构体的相对比例取决于VHA的结构，溶剂和pH。VHA会经历异羟肟酸和乙烯基酰胺类的某些典型反应。VHA在体外具有5-脂氧合酶和IL-1生物合成抑制剂的活性，不会抑制花生四烯酸级联反应的其他酶。ESR研究表明，它们可通过还原活性位点铁来抑制大豆1 15型脂氧合酶。
• Catalytic Asymmetric Hydrogenation of Pyrimidines
  作者：Ryoichi Kuwano、Yuta Hashiguchi、Ryuhei Ikeda、Kentaro Ishizuka

  DOI：10.1002/anie.201410607

  日期：2015.2.16

  The asymmetric hydrogenation of pyrimidines proceeded with high enantioselectivity (up to 99 % ee) using an iridium catalyst composed of [IrCl(cod)]2, a ferrocene‐containing chiral diphosphine ligand (Josiphos), iodine, and Yb(OTf)3 (cod=1,5‐cyclooctadiene). The chiral catalyst converted various 4‐substituted pyrimidines into chiral 1,4,5,6‐tetrahydropyrimidines in high yield. The lanthanide triflate

  嘧啶的不对称氢化以高对映选择性（高达99％进行 ee值使用的[的IrCl（COD）]组成的铱催化剂）2，含二茂铁的手性二膦配体（Josiphos），碘，和Yb（OTF）3（ cod = 1,5-环辛二烯）。手性催化剂以高收率将各种4-取代的嘧啶转化为手性的1,4,5,6-四氢嘧啶。镧系元素三氟甲磺酸盐对于实现高对映选择性以及活化杂芳烃底物至关重要。
• Copper-Catalyzed Oxy-Alkenylation of Homoallylic Alcohols to Generate Functional<i>syn</i>-1,3-Diol Derivatives
  作者：Dean Holt、Matthew J. Gaunt

  DOI：10.1002/anie.201501995

  日期：2015.6.26

  functionalized 1,3‐diol derivatives is reported. Employing a copper‐catalyzed oxy‐alkenylation strategy, a range of readily available, substituted homoallylic alcohol derivatives and alkenyl(aryl) iodonium salts combine to form syn‐1,3‐carbonates in excellent yield and with high selectivity. Furthermore, the products formed are amenable to an iterative reaction sequence, thus affording highly complex polyketide‐like

  报道了一种新型的合成多种功能化的1,3-二醇衍生物的方法。采用铜催化的氧-烯基化策略，一系列易于获得的取代的均烯丙基醇衍生物和烯基（芳基）碘鎓盐以优异的收率和高选择性结合形成顺式1,3-碳酸酯。此外，所形成的产物适合重复的反应序列，从而提供了高度复杂的聚酮化合物样片段。
• SUNSCREEN COSMETIC COMPOSITION
  申请人：Shiseido Company, Limited

  公开号：EP1944012A1

  公开（公告）日：2008-07-16

  The present invention is a sunscreen cosmetic comprising 2,4-bis [[4-(2-ethylhexyloxy)-2-hydroxy] phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine and a specific benzotriazole derivative. Also, the present invention is a sunscreen cosmetic comprising a specific benzotriazole derivative and a specific alkylaryl 1,3-propanedione silicone derivative. An object of the present invention is to provide a sunscreen cosmetic that exhibits superior UV-A absorption capacity and excellent stability and also sufficiently dissolves 2,4-bis [[4-(2-ethylhexyloxy)-2-hydroxy] phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine, which has low solubility and crystallizes easily. Another object is to provide a sunscreen cosmetic that can synergistically improve the ultraviolet absorption capacity of conventional ultraviolet absorbents.

  本发明是一种防晒化妆品，包括2,4-双[[4-(2-乙基己氧基)-2-羟基]苯基]-6-(4-甲氧基苯基)-1,3,5-三嗪和一种特定的苯并三唑衍生物。此外，本发明是一种防晒化妆品，包括一种特定的苯并三唑衍生物和一种特定的烷基芳基1,3-丙二酮硅氧烷衍生物。本发明的目的是提供一种具有优越的UV-A吸收能力和优异稳定性的防晒化妆品，同时充分溶解2,4-双[[4-(2-乙基己氧基)-2-羟基]苯基]-6-(4-甲氧基苯基)-1,3,5-三嗪，该化合物溶解度低且容易结晶。另一个目的是提供一种可以协同改善传统紫外线吸收剂的紫外线吸收能力的防晒化妆品。