甲基异丁基酮肟 | 105-44-2

• 物质功能分类: 化学试剂 - 有机试剂 - 肟
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 甲基异丁基酮肟
• 中文别名: 4-甲基-2-戊酮肟
• 英文名称: 4-methyl-pentan-2-one oxime
• 英文别名: isobutyl methyl ketone oxime；methyl isobutyl ketoxime；4-methyl-2-pentanone oxime；N-(4-methylpentan-2-ylidene)hydroxylamine
• CAS: 105-44-2
• 化学式: C₆H₁₃NO
• mdl: MFCD00013933
• 分子量: 115.175
• InChiKey: ZKALVNREMFLWAN-UHFFFAOYSA-N

物化性质

• 熔点：
  63 °C
• 沸点：
  68-70°C/8mmHg
• 密度：
  0.89
• 闪点：
  78 °C
• LogP：
  1.54 at 20℃ and pH7.62-8.43
• 表面张力：
  57.4mN/m at 1g/L and 20℃
• 保留指数：
  946

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R20/21/22
• RTECS号：
  SA9450000
• 海关编码：
  2928000090
• 储存条件：
  室温且干燥

SDS

4-Methyl-2-pentanone Oxime Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 4-Methyl-2-pentanone Oxime

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 4
Flammable liquids
HEALTH HAZARDS
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements Combustible liquid
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Keep away from flames and hot surfaces.
[Prevention]
Wash hands thoroughly after handling.
Wear protective gloves and eye/face protection.
[Response] IF IN EYES: 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.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.
[Storage] Store in a well-ventilated place. Keep cool.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 4-Methyl-2-pentanone Oxime
Percent: ....
105-44-2
CAS Number:
Synonyms: Isobutyl Methyl Ketoxime , Isopropylacetone Oxime
4-Methyl-2-pentanone Oxime

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Chemical Formula: C6H13NO

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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. Gently wash with plenty of
soap and water. 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.
Get medical advice/attention if you feel unwell. Rinse mouth.
Ingestion:
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, carbon dioxide.
Suitable extinguishing
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
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.
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 Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
case of a fire. Use spark-proof tools and explosion-proof equipment.
hazards:

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Keep away from flames and hot surfaces. Take
measures to prevent the build up of electrostatic charge. Use explosion-proof
equipment. Wash hands and face thoroughly after handling.
Use a closed system, ventilation.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.
4-Methyl-2-pentanone Oxime

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Safety glasses. A face-shield, if the situation requires.
Eye protection:
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): Liquid
Clear
Form:
Colour: Colorless - Slightly pale yellow
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 70°C/1.1kPa
Flash point: 78°C
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 0.89
Solubility(ies):
[Water] No data available
No data available
[Other solvents]

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Conditions to avoid: Open flame
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: ipr-mus LD50:200 mg/kg
orl-mus LD50:>2 g/kg
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
Reproductive toxicity: No data available
RTECS Number: SA9450000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
4-Methyl-2-pentanone Oxime

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Section 12. ECOLOGICAL INFORMATION
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 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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：用于预防油基漆、醇酸漆和环氧酯漆在使用及储存过程中表面结皮，并且是生产硅酮类交联剂的重要原料。

反应信息

• 作为反应物：
  描述：

  甲基异丁基酮肟 在 silica gel 、 铬酸 作用下， 以 二氯甲烷 为溶剂， 以85.5%的产率得到4-甲基-2-戊酮
  参考文献：
  名称：

  在非水介质中用硅胶负载的铬酸氧化裂解肟

  摘要：

  摘要 开发了一种使用硅胶负载的铬酸试剂对苯甲醛肟和酮肟进行清洁和高产率氧化脱肟的简单程序。这种固体负载试剂使我们能够在非水二氯甲烷反应介质中进行该反应。

  DOI：

  10.1080/00397910600616966
• 作为产物：
  描述：

  4-甲基-2-戊酮 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 生成 甲基异丁基酮肟
  参考文献：
  名称：

  在氧化还原中性条件下，由铜肟催化乙酸肟和黄原酸酯合成噻唑-2-基醚†

  摘要：

  新型的铜催化的肟肟酸酯和黄药酸酯的环化反应用于合成噻唑-2-基醚，具有显着的区域选择性。各种衍生自芳基酮或烷基酮的乙酸肟酯，或天然产物核均适用于该转化。当两个反应位点均为次甲基时，也获得了独特的二氢噻唑。机理研究表明，涉及亚氨基铜（III）中间体。另外，该方案在氧化还原中性条件下进行，不需要添加剂或配体。

  DOI：

  10.1039/c8cc00445e

文献信息

• 一种肟氧化制备硝基烷烃的绿色合成方法
  申请人：南京工业大学

  公开号：CN106631809B

  公开（公告）日：2019-02-22

  本发明属于有机化工领域，提供了一种肟氧化制备硝基烷烃的绿色合成方法。在55～120℃和0～1.0MPa压力下，肟、溶剂和双氧水在一定量的纳米孔骨架金属杂化催化剂和助催化剂存在下反应20～200min，反应液经膜分离，催化剂可重复使用7次以上，精馏得到硝基烷烃产品，产品纯度≥99％，收率≥95％。是一种硝基烷烃的绿色合成方法，适合大规模工业化生产。
• Facile regeneration of carbonyl compounds from oximes using poly[4-vinyl-N,N-dichlorobenzenesulfonamide]
  作者：Ardeshir Khazaei、Ramin Ghorbani Vaghei

  DOI：10.1016/s0040-4039(02)00344-1

  日期：2002.4

  Oximes of aldehydes and ketones are oxidized to the corresponding carbonyl compounds in good yields under mild conditions by poly[4-vinyl-N,N-dichlorobenzenesulfonamide].

  醛和酮的肟在温和的条件下被聚[4-乙烯基-N，N-二氯苯磺酰胺]高产率氧化为相应的羰基化合物。
• Conversion of Oximes to Carbonyl Compounds with 2-Nitro-4,5-dichloropyridazin-3(2<i>H</i>)-one
  作者：Bo Ram Kim、Hyung-Geun Lee、Eun Jung Kim、Sang-Gyeong Lee、Yong-Jin Yoon

  DOI：10.1021/jo902356e

  日期：2010.1.15

  Conversion of oximes to the carbonyl compounds has been demonstrated with use of 2-nitro-4,5-dichloropyridazin-3(2H)-one (2) under microwave irradiated conditions. Fourteen aliphatic and aromatic oximes converted to their corresponding aldehydes and ketones in good to excellent yields. It is noteworthy that the reaction is conducted under neutral, mild, and eco-friendly condition.

  在微波辐射条件下，使用2-硝基-4,​​5-二氯哒嗪-3（2 H）-一（2）已证明肟已转化为羰基化合物。14种脂肪族和芳香族肟以良好或优异的收率转化为它们相应的醛和酮。值得注意的是，该反应在中性，温和和环保的条件下进行。
• OXIDATIVE DEPROTECTION OF OXIMES USING PYRIDINIUM FLUOROCHROMATE AND HYDROGEN PEROXIDE
  作者：Nemai C. Ganguly、Arun K. Sukai、Sripada De、Prithwiraj De

  DOI：10.1081/scc-100104075

  日期：2001.1

  A simple convenient procedure of oxidative deoximation has been developed using pyridinium fluorochromate (PFC), in combination with 30% hydrogen peroxide. The method has been found to be effective for a wide range of aliphatic and aromatic oximes, and may be used for selective cleavage of aldoximes in the presence of ketoximes.

  使用氟铬酸吡啶 (PFC) 与 30% 过氧化氢结合开发了一种简单方便的氧化脱肟程序。已发现该方法对多种脂肪族和芳香族肟有效，并可用于在酮肟存在下选择性裂解醛肟。
• Microwave-assisted efficient one-step synthesis of amides from ketones and benzoxazoles from (2-hydroxyaryl) ketones with acetohydroxamic acid using sulfuric acid as the catalyst
  作者：Sridhar Madabhushi、Narsaiah Chinthala、Venkata Sairam Vangipuram、Kondal Reddy Godala、Raveendra Jillella、Kishore Kumar Reddy Mallu、China Ramanaiah Beeram

  DOI：10.1016/j.tetlet.2011.09.019

  日期：2011.11

  Efficient one-step method for the synthesis of amides directly from ketones and benzoxazoles from (2-hydroxyaryl) ketones by the reaction of acetohydroxamic acid using sulfuric acid as catalyst was described.

  描述了一种有效的一步法，该方法通过使用硫酸作为催化剂，通过乙酰氧肟酸反应，直接从酮中直接合成酰胺，从（2-羟基芳基）酮中合成苯并恶唑。

表征谱图