1,5-二氧杂环庚烷-2-酮 | 35438-57-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 中文名称: 1,5-二氧杂环庚烷-2-酮
• 英文名称: 1,5-dioxepane-2-one
• 英文别名: 1,5-dioxepan-2-one；1,5 dioxepan-2-one；1,4-dioxepan-5-one
• CAS: 35438-57-4
• 化学式: C₅H₈O₃
• mdl: MFCD11042673
• 分子量: 116.117
• InChiKey: AOLNDUQWRUPYGE-UHFFFAOYSA-N

物化性质

• 熔点：
  36 °C
• 沸点：
  266.8±33.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)
• 溶解度：
  溶于丙酮

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

SDS

1,5-Dioxepan-2-one Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 1,5-Dioxepan-2-one

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 1,5-Dioxepan-2-one
Percent: >98.0%(GC)
CAS Number: 35438-57-4
Chemical Formula: C5H8O3

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
1,5-Dioxepan-2-one

---

Section 5. FIRE-FIGHTING MEASURES
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a freezer.
Storage conditions:
Store under inert gas.
Store away from incompatible materials such as oxidizing agents.
Heat-sensitive, Air-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
Colour: White - Very pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:36°C
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
[Water] No data available
[Other solvents]
Acetone
Soluble:

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
1,5-Dioxepan-2-one

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Section 10. STABILITY AND REACTIVITY
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
No data available
Crustacea:
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
No data available
Henry's Law
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
1,5-Dioxepan-2-one

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,5-二氧杂环庚烷-2-酮 、 (E)-3-methoxy-6-(((2,4,6-trimethoxystyryl)sulfonyl)methyl)pyridin-2-amine 在 三甲基铝 作用下， 以 甲苯 为溶剂， 反应 25.5h， 以51%的产率得到(E)-N-(3-methoxy-6-((2,4,6-trimethoxystyryl)sulfonyl)methyl)pyridine-3-(2-hydroxyethoxy)propanamide
  参考文献：
  名称：

  作为蛋白激酶抑制剂的酰胺类前药衍生物

  摘要：

  本发明涉及一类新型激酶抑制剂的酰胺类前药化合物，这些前药的特征在于对原药氨基上进行的酰胺化修饰，从而显著提高原药在体内的生物利用度。此外还涉及含有这些前药的药物组合物，以及用这些前药及药物组合物治疗癌症或其它细胞增生性异常疾病的方法。

  公开号：

  CN109232403A
• 作为产物：
  描述：

  delta-戊内酯 在 magnesium sulfate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以2.6 g的产率得到1,5-二氧杂环庚烷-2-酮
  参考文献：
  名称：

  作为蛋白激酶抑制剂的酰胺类前药衍生物

  摘要：

  本发明涉及一类新型激酶抑制剂的酰胺类前药化合物，这些前药的特征在于对原药氨基上进行的酰胺化修饰，从而显著提高原药在体内的生物利用度。此外还涉及含有这些前药的药物组合物，以及用这些前药及药物组合物治疗癌症或其它细胞增生性异常疾病的方法。

  公开号：

  CN109232403A

文献信息

• Stereoselective Desymmetrizations by Recombinant Whole Cells Expressing the Baeyer–Villiger Monooxygenase fromXanthobacter sp. ZL5: A New Biocatalyst Accepting Structurally Demanding Substrates
  作者：Daniela V. Rial、Dario A. Bianchi、Petra Kapitanova、Alenka Lengar、Jan B. van Beilen、Marko D. Mihovilovic

  DOI：10.1002/ejoc.200700872

  日期：2008.3

  Baeyer–Villiger monooxygenase from Xanthobacter sp. ZL5 with respect to biotransformations of prochiral substrates is characterized. This enzyme catalyzes the desymmetrization of cyclic ketones bearing different chemical features with stereoselectivity similar to that obtained with a related protein fromAcinetobacter as a prototype representative of the cyclohexanone monooxygenase enzyme cluster. Moreover

  在这项工作中，过表达来自黄杆菌属的 Baeyer-Villiger 单加氧酶的工程全细胞的底物谱和立体选择性。ZL5 关于前手性底物的生物转化的特征。该酶催化具有不同化学特征的环酮的去对称化，立体选择性类似于用来自不动杆菌的相关蛋白质作为环己酮单加氧酶酶簇的原型代表获得的。此外，这种生物催化剂能够以优异的对映选择性转化以前没有被其他酶转化的空间要求高的底物。这些结果扩展了全细胞生物转化过程可获得的光学纯内酯的所有成分，它们是合成天然和生物活性产品的有用中间体。此外，我们观察到由该单加氧酶催化的非活化 C=C 键发生显着的环氧化反应。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）
• A one-pot and two-stage Baeyer–Villiger reaction using 2,2′-diperoxyphenic acid under biomolecule-compatible conditions
  作者：Shaoyan Gan、Jingru Yin、Zhiyou Yu、Lijuan Song、Lei Shi

  DOI：10.1039/d1gc04478h

  日期：——

  was newly developed, and it exhibited high stability as revealed by thermogravimetric analysis (TGA) coupled with differential scanning calorimetry (DSC). On applying this reagent in the Baeyer–Villiger oxidation, the reaction featured a markedly broad substrate scope and good functional group tolerance, giving rise to the corresponding products in good to excellent yields. Particularly, in the case

  新开发了一种名为 2,2'-二过氧苯酸的高效氧化剂，热重分析 (TGA) 和差示扫描量热法 (DSC) 显示其具有高稳定性。将该试剂应用于 Baeyer-Villiger 氧化反应时，该反应具有显着广泛的底物范围和良好的官能团耐受性，从而以良好至优异的产率产生相应的产物。特别是在纯水或 1× 磷酸盐缓冲盐水 (1× PBS) 作为溶剂的情况下，该方案可以很好地工作，从而产生 81% 至 98% 的收率。此外，还探索了 BV 反应的催化不对称形式，以良好的收率和中等 ee 提供相应的产物。值得注意的是，相应的生物相容性和绿色性评价表明，该试剂在生物医学和绿色制造领域具有良好的应用前景。同时，机理研究包括18 O 同位素效应实验和 DFT 计算表明，该反应遵循普遍接受的 BV 氧化机制。
• A Simple and Efficient Synthesis of 1,4- and 1,5-Dioxepan-2-one
  作者：Ali Hassannia、Graeme Piercy、Nabyl Merbouh

  DOI：10.2174/157017809789124849

  日期：2009.9.1

  A novel synthesis of 1,4- and 1,5-dioxepan-2-one lactones was achieved through the regioselective oxidation of 3-(2-hydroxyethoxy)propan-1-ol. Under basic conditions, when 3-(2-hydroxyethoxy)propan-1-ol was oxidized using oxoammonium salts, a quantitative oxidative esterification was observed, resulting in a regioselective lactone ring closure. This oxidation was tailored to afford 1,4-dioxepan-2-one in very good yield.

  通过对 3-(2-羟乙氧基)丙-1-醇进行区域选择性氧化，实现了 1,4- 和 1,5- 二氧杂环庚烷-2-酮内酯的新型合成。在碱性条件下，当使用氧化铵盐氧化 3-(2-羟乙氧基)丙-1-醇时，观察到了定量氧化酯化反应，从而产生了具有区域选择性的内酯闭环。通过对这种氧化反应进行调整，可以得到收率非常高的 1,4-二氧杂环庚烷-2-酮。
• Enantioselective oxidation by a cyclohexanone monooxygenase from the xenobiotic-degrading Polaromonas sp. strain JS666
  作者：Anne K. Alexander、David Biedermann、Michael J. Fink、Marko D. Mihovilovic、Timothy E. Mattes

  DOI：10.1016/j.molcatb.2012.03.002

  日期：2012.6

  -selectivity of the strain JS666 CHMO is similar to that of other CHMO-type enzymes; of note is this enzyme's excellent stereodiscrimination of 2-substituted cyclic ketones. The expression system exhibits no activity with ethene or cDCE as substrates under the tested conditions. Phylogenetic analysis shows that sequence variability among cyclohexanone monooxygenases could be a rich source of new enzyme activities

  异种生物降解的PolaroMOnas sp。的环己酮单加氧酶（CHMO）。菌株JS666在大肠杆菌中异源表达，并研究了其催化前手性和外消旋酮的对映和区域发散性氧化的能力。表达系统也用于评估该酶在顺式氧化中的潜在作用-1,2-二氯乙烯（cDCE），一种地下水污染物，JS666菌株是唯一已知的同化物。JS666 CHMO菌株的底物对映体选择性和选择性与其他CHMO型酶类似。值得注意的是，这种酶对2取代的环酮具有出色的立体区分性。在测试条件下，以乙烯或cDCE为底物，表达系统无活性。系统发育分析表明，环己酮单加氧酶之间的序列变异性可能是新酶活性和特性的丰富来源。
• ALBERTSSON, ANN CHRISTINE;MATHISEN, TORBJORN
  作者：ALBERTSSON, ANN CHRISTINE、MATHISEN, TORBJORN

  DOI：——

  日期：——