2-丙基环己酮 | 94-65-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-丙基环己酮
• 中文别名: N-叔丁基苯酰胺
• 英文名称: 2-(n-propyl)cyclohexanone
• 英文别名: 2-propylcyclohexanone；2-propylcyclohexan-1-one
• CAS: 94-65-5
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: OCJLPZCBZSCVCO-UHFFFAOYSA-N

物化性质

• 熔点：
  32.57°C (estimate)
• 沸点：
  198°C
• 密度：
  0,91 g/cm3
• 保留指数：
  1134;1136

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S16
• 危险类别码：
  R10
• 海关编码：
  2914299000
• 危险品运输编号：
  UN 1993
• 储存条件：
  室温

SDS

2-Propylcyclohexanone
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2-Propylcyclohexanone

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 4
Flammable liquids
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
None
Pictograms or hazard symbols
Signal word Warning
Combustible liquid
Hazard statements
Precautionary statements:
Keep away from flames and hot surfaces.
[Prevention]
Wear protective gloves and eye/face protection.
Store in a well-ventilated place. Keep cool.
[Storage]
[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: 2-Propylcyclohexanone
>97.0%(GC)
Percent:
CAS Number: 94-65-5
Chemical Formula: C9H16O

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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.
Rinse cautiously with water for several minutes. Remove contact lenses, if present
Eye contact:
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.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.
2-Propylcyclohexanone

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, carbon dioxide.
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
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.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
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
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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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.
Comply with laws.
Packaging material:

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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 - Pale yellow
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 198°C
Flash point: No data available
Flammability or explosive
limits:
2-Propylcyclohexanone

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Lower: No data available
Upper: No data available
Relative density: 0.91
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
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
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
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
Hazards Class: Does not correspond to the classification standard of the United Nations
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.
2-Propylcyclohexanone

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-丙基环己酮 在 亚硝基苯 、 三氯乙酸 作用下， 以 甲苯 为溶剂， 以51%的产率得到2-hydroxy-2-propylcyclohexan-1-one
  参考文献：
  名称：

  Brønsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones

  摘要：

  我们报告了一种Brønsted酸介导的直接α-羟基化反应，通过串联氨氧化/N-O键裂解过程对环状α-支链酮进行反应。亚硝基苯被用作氧化剂，随后促进了游离自由醇的产生。在最大测试规模为10 mmol时，所得产物的收率在中等到良好之间。所得产物的衍生物化反应也被展示。

  DOI：

  10.1055/s-0037-1610292
• 作为产物：
  描述：

  1-(2-丙烯-1-氧基)环己烯 生成 2-丙基环己酮
  参考文献：
  名称：

  The Cracking and Rearrangement of Diallyl Ketals to α-Allyl Ketones

  摘要：

  DOI：

  10.1021/jo01067a017

文献信息

• Electrooxidative simulation of stereoselectivity in microsomal allylic hydroxylation
  作者：Tatsuya Shono、Toshiki Toda、Nozomu Oshino

  DOI：10.1016/s0040-4039(01)91156-6

  日期：1984.1

  A comparison of the stereochemistry of liver microsomal γ-hydroxylation of some cyclic α, β-unsaturated ketones with that of electrochemical γ-acetoxylation of the corresponding dienol esters and with that of peracid oxidation of the dienol esters has been carried out.

  已经进行了一些环状α，β-不饱和酮的肝微粒体γ-羟基化的立体化学与相应的二烯醇酯的电化学γ-乙酰氧基化的立体化学以及二烯醇酯的过酸氧化的立体化学的比较。
• (2-hydroxy)ethyl-thioureas useful as modulators of alpha2B adrenergic receptors
  申请人：ALLERGAN SALES, INC.

  公开号：US20020161051A1

  公开（公告）日：2002-10-31

  Compounds of formula (i) and of formula (ii) 1 wherein the symbols have the meaning disclosed in the specification, specifically or selectively modulate &agr; 2B and/or &agr; 2C adrenergic receptors in preference over &agr; 2A adrenergic receptors, and as such are useful for alleviating chronic pain and allodynia and have no or only minimal cardivascular and/or sedatory activity.

  式（i）和式（ii）的化合物 其中符号的含义在说明书中披露，特别或选择性地调节&agr; 2B 和/或&agr; 2C 肾上腺素受体，优先于&agr; 2A 肾上腺素受体，因此对缓解慢性疼痛和触痛有用，并且几乎没有或只有极小的心血管和/或镇静活性。
• Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor
  作者：Deliang Zhang、Tomohiro Iwai、Masaya Sawamura

  DOI：10.1021/acs.orglett.9b01989

  日期：2019.8.2

  using 1,4-dioxane as a hydrogen donor is described. The use of 1,2-bis(dicyclohexylphosphino)ethane (DCyPE), featuring bulky and highly electron-donating properties, led to high catalytic activity. A polystyrene-cross-linking bisphosphine PS-DPPBz produced a reusable heterogeneous catalyst. These homogeneous and heterogeneous protocols achieved chemoselective transfer hydrogenation of alkenes over

  描述了使用1，4-二恶烷作为氢供体的铱催化的烯烃的转移加氢。1,2-双（二环己基膦基）乙烷（DCyPE）的使用具有体积大和给电子高的特性，因此具有很高的催化活性。聚苯乙烯交联双膦PS-DPPBz产生了可重复使用的非均相催化剂。这些均质和非均质的方案实现了烯烃在其他可能还原的官能团（例如同一分子中的羰基，硝基，氰基和亚氨基）上的化学选择性转移加氢。
• Highly Controlled Chemoselectivity of Tin Enolate by Its Hybridization State. Anionic Complex of Tin Enolate Coordinated by Tetrabutylammonium Bromide as Halo Selective Reagent
  作者：Makoto Yasuda、Keiko Hayashi、Yasuhiro Katoh、Ikuya Shibata、Akio Baba

  DOI：10.1021/ja972190s

  日期：1998.2.1

  bromide (Bu4NBr) to neutral four-coordinated tin(IV) enolates 1(e). The highly coordinated enolates which attained a marked change in chemoselectivity have higher nucleophilicity to organic halides. In addition, they showed low nucleophilicity toward carbonyl moieties by the coordination of the bromide anion, whereas carbonyl addition readily proceeds using the usual four-coordinated tin enolate. NMR studies

  有机锡 (IV) 烯醇化物的反应性和/或选择性的控制已通过有效改变锡的杂化状态的高配位方法进行了研究。阴离子锡络合物，五配位锡烯醇化物 1(h)，是通过溴化物阴离子从四丁基溴化铵 (Bu4NBr) 与中性四配位锡 (IV) 烯醇化物 1(e) 配位形成的。化学选择性发生显着变化的高度配位的烯醇化物对有机卤化物具有更高的亲核性。此外，它们通过溴化物阴离子的配位对羰基部分显示出低亲核性，而使用通常的四配位锡烯醇盐很容易进行羰基加成。核磁共振研究揭示了 HMPA 或溴化物阴离子配位锡烯醇化物在四配位烯醇化物 1c(e) 和五配位烯醇化物 1c(h) 之间的平衡中的生成，显示出相当大的高场位移 δ(119Sn) 和增加的值耦合常数 1J(119Sn-13C)。在详细...
• Amidino dervatives useful as nitric oxide synthase inhibitors
  申请人：G. D. Searle & Co.

  公开号：US05854234A1

  公开（公告）日：1998-12-29

  The current invention discloses useful pharmaceutical compositions containing azepine derivatives useful as nitric oxide synthase inhibitors.

  本发明公开了含有用作一氧化氮合酶抑制剂的氮杂环衍生物的有用药物组合物。

表征谱图