2-氧代戊酸甲酯 | 6376-59-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-氧代戊酸甲酯
• 英文名称: methyl 2-oxopentanoate
• CAS: 6376-59-6
• 化学式: C₆H₁₀O₃
• mdl: MFCD10566912
• 分子量: 130.144
• InChiKey: MBNLVYPIKSWXCT-UHFFFAOYSA-N

物化性质

• 沸点：
  62 °C / 12mmHg
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090
• 包装等级：
  II
• 危险类别：
  3,6.1
• 危险性防范说明：
  P280,P311
• 危险品运输编号：
  1992
• 危险性描述：
  H225,H331

SDS

Methyl 2-Oxovalerate
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Methyl 2-Oxovalerate

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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: Methyl 2-Oxovalerate
>90.0%(GC)
Percent:
CAS Number: 6376-59-6
2-Oxovaleric Acid Methyl Ester , Methyl 2-Oxopentanoate , 2-Oxopentanoic Acid
Synonyms:
Methyl Ester
Chemical Formula: C6H10O3

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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.
Remove/Take off immediately all contaminated clothing. Rinse skin with
Skin contact:
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.
Methyl 2-Oxovalerate

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
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 refrigerator.
Store away from incompatible materials such as oxidizing agents.
Heat-sensitive
Packaging material: Comply with laws.

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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.
Protective gloves.
Hand protection:
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): Liquid
Form: Clear
Very pale yellow - Yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 62°C/1.6kPa
Flash point: No data available
Methyl 2-Oxovalerate

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 1.03
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.
Methyl 2-Oxovalerate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氧代戊酸甲酯 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 2-戊酮酸
  参考文献：
  名称：

  氰基钯钯催化的Friedel-Crafts型环化负载3-芳基吲哚衍生物

  摘要：

  3-芳基吲哚衍生物是通过Friedel-Crafts型环化合成的。该反应由三甲基甲硅烷基氰化物和Pd（OAc）2原位生成的三甲基甲硅烷基三氰基钯酸酯络合物催化。来自N-芳基扁桃酰胺的磷酸二乙酯种类繁多，几乎定量地转化为羟吲哚。当使用N，N-二苄基酰胺代替苯胺基物时，得到苯并稠合的δ-内酰胺。羟吲哚产物进行取代反应，得到具有两个不同芳基的3，3-二芳基羟吲哚。

  DOI：

  10.1055/a-1373-7017
• 作为产物：
  描述：

  methyl 2-cyclopropyl-2-oxoacetate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 生成 2-氧代戊酸甲酯
  参考文献：
  名称：

  2-环丙烷乙醛酸：乳酸脱氢酶和N-苄基-1,4-二氢烟酰胺转移氢的机理的探针

  摘要：

  通过乳酸脱氢酶以及通过模型系统对乳酸和醇脱氢酶还原环丙烷乙醛酸而没有三元环的裂解，这意味着自由基中间体在这些反应中是不可能的。

  DOI：

  10.1039/c39820001146

文献信息

• Chiral Surfactant-Type Catalyst: Enantioselective Reduction of Long-Chain Aliphatic Ketoesters in Water
  作者：Zechao Lin、Jiahong Li、Qingfei Huang、Qiuya Huang、Qiwei Wang、Lei Tang、Deying Gong、Jun Yang、Jin Zhu、Jingen Deng

  DOI：10.1021/acs.joc.5b00241

  日期：2015.5.1

  ligands were designed and synthesized. The rhodium complexes with the ligands were applied to the asymmetric transfer hydrogenation of broad range of long-chained aliphatic ketoesters in neat water. Quantitative conversion and excellent enantioselectivity (up to 99% ee) was observed for α-, β-, γ-, δ- and ε-ketoesters as well as for α- and β-acyloxyketone using chiral surfactant-type catalyst 2. The CH/π

  设计并合成了一系列两亲性配体。具有配体的铑配合物被用于纯水中宽范围的长链脂族酮酸酯的不对称转移氢化。使用手性表面活性剂型催化剂2观察到α-，β-，γ-，δ-和ε-酮酸酯以及α-和β-酰氧基酮的定量转化率和出色的对映选择性（高达99％ee）。在金属硅油核中，催化剂与底物之间的长脂肪链之间的CH /π相互作用和长脂肪链的强疏水相互作用在催化过渡态中起着关键作用。胶束中金属催化位点与核心的疏水微环境之间的协同作用有助于实现高立体选择性。
• Dehydrooligopeptides. V. Synthesis of N-carboxy .ALPHA.-dehydroamino acid anhydrides and their transformation to .ALPHA.-dehydroamino acid and dehydrooligopeptide derivatives.
  作者：CHUNGGI SHIN、YASUCHIKA YONEZAWA、TOYOFUMI YAMADA

  DOI：10.1248/cpb.32.3934

  日期：——

  The synthesis of N-carboxy α-dehydroamino acid anhydrides (ΔNCA) from benzyloxycarbonyl-α-dehydroamino acids and the subsequent conversion of these products into new α-dehydroamino acid and dehydrooligopeptide derivatives are described. It was found that the new ΔNCA derivatives were very useful synthons for dehydropeptides. The racemization behavior and configurational determination of all the new dehydrooligopeptides thus obtained are discussed.

  中文翻译如下： 本文描述了从苄氧羰基-α-去氢氨基酸合成N-羧基α-去氢氨基酸酐（ΔNCA），以及后续将这些产物转化为新的α-去氢氨基酸和去氢低聚肽衍生物的过程。研究发现，新的ΔNCA衍生物对于去氢肽的合成非常有用。本文还讨论了所获得的这些新的去氢低聚肽的消旋行为和构型测定。
• Recherches sur la formation et la transformation des esters XXIII. Sur la préparation des acides carboxy-alcoylphosphoriques
  作者：Emile Cherbuliez、E. A. Denzler、F. Hunkeler、J. Rabinowitz

  DOI：10.1002/hlca.19600430645

  日期：——

  Hydroxy-esters (and keto-esters even more so) are liable to be acidolysed and not phosphorylated when heated with polyphosphoric acid.

  当与多磷酸一起加热时，羟基酯（甚至更多的是酮酯）容易被酸解并且不会被磷酸化。
• Diastereo- and Enantioselective Synthesis of Fluorine Motifs with Two Contiguous Stereogenic Centers
  作者：Sudipta Ponra、Wangchuk Rabten、Jianping Yang、Haibo Wu、Sutthichat Kerdphon、Pher G. Andersson

  DOI：10.1021/jacs.8b08778

  日期：2018.10.24

  motifs, in particular, chiral fluorine molecules with two contiguous stereogenic centers, has attracted much interest in research due to the limited number of methods available for their preparation. Herein, we report an atom-economical and highly stereoselective synthesis of chiral fluorine molecules with two contiguous stereogenic centers via azabicyclo iridium-oxazoline-phosphine-catalyzed hydrogenation

  手性氟的合成，特别是具有两个连续立体中心的手性氟分子，由于其制备方法的数量有限，引起了人们对研究的极大兴趣。在此，我们报告了通过氮杂双环铱-恶唑啉-膦催化氢化容易获得的氟乙烯，以原子经济和高度立体选择性合成具有两个连续立体中心的手性氟分子。发现具有各种官能团的各种芳香族、脂肪族和杂环系统与反应相容，并提供非常理想的产物，作为具有优异对映选择性的单一非对映异构体。
• [EN] SYNTHESIS METHOD AND INTERMEDIATES USEFUL IN THE PREPARATION OF PYRROLOBENZODIAZEPINES<br/>[FR] PROCÉDÉ DE SYNTHÈSE ET INTERMÉDIAIRES POUVANT SERVIR À PRÉPARER DES PYRROLOBENZODIAZÉPINES
  申请人：SPIROGEN SARL

  公开号：WO2013053872A1

  公开（公告）日：2013-04-18

  A compound of formula I wherein: R7 is selected from: ORA, where RA is selected from C1-4 saturated alkyl, optionally substituted by phenyl, which may bear a chloro substituent, pyridyl and furanyl; chloro; NH2; -CH2-O-C(=O)Me; R8 is OProt°, where Prot° is a silicon-based oxygen protecting group orthogonal to Rc; R9 is selected from H, methyl and methoxy; Rs is selected from CF3, (CF2)3CF3, CH3 and (formula 2) and Rc is selected from: (i) -C(=O)-ORC1, where RC1 is a saturated C1-4 alkyl group; (ii) -CH2-O-C(=0)RC2, where RC2 is methyl or phenyl; (iii) -CH2-O-Si-(RSi1)(RSi2)(RSi3), where RSi1, RSi2, RSi3 are independently selected from C1-6 a saturated alkyl group and a phenyl group; and (iv) -C(-YRC3)(-YRC4) where each Y is independently O or S, and where RC3 and RC4 are independently a saturated C1-4 alkyl group, or together form a C2-3 alkylene.

  式I的化合物，其中：R7选自：ORA，其中RA选自C1-4饱和烷基，可选择地被苯基取代，该苯基可能带有氯取代基，吡啶基和呋喃基；氯；NH2；-CH2-O-C(=O)Me；R8为OProt°，其中Prot°是与Rc正交的基于硅的氧保护基团；R9选自H，甲基和甲氧基；Rs选自CF3，(CF2)3CF3，CH3和（式2）；Rc选自：(i)-C(=O)-ORC1，其中RC1是饱和的C1-4烷基基团；(ii)-CH2-O-C(=0)RC2，其中RC2是甲基或苯基；(iii)-CH2-O-Si-(RSi1)(RSi2)(RSi3)，其中RSi1，RSi2，RSi3分别选自C1-6饱和烷基和苯基；以及(iv)-C(-YRC3)(-YRC4)，其中每个Y独立地为O或S，且RC3和RC4独立地为饱和的C1-4烷基基团，或者一起形成C2-3亚烷基。

表征谱图