反-2-戊酸甲酯 | 15790-88-2

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 反-2-戊酸甲酯
• 英文名称: Methyl (E)-2-pentenoate
• 英文别名: Methyl 2-pentenoate；methyl (E)-pent-2-enoate
• CAS: 15790-88-2；818-59-7
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: MBAHGFJTIVZLFB-SNAWJCMRSA-N

物化性质

• 熔点：
  37.22°C (estimate)
• 沸点：
  81-82 °C (45 mmHg)
• 密度：
  0.9113 (estimate)
• LogP：
  1.850 (est)
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容材料及火源接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  F,Xi,C
• 安全说明：
  S16,S25,S26,S36/37/39,S37/39,S45
• 危险类别码：
  R34,R36/37/38,R10
• 海关编码：
  2916190090
• 包装等级：
  III
• 危险类别：
  3
• 危险性防范说明：
  P210,P233,P240,P241+P242+P243,P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313,P370+P378,P403+P235,P501
• 危险品运输编号：
  3272
• 危险性描述：
  H225,H315,H319
• 储存条件：
  密封储存，存放在阴凉干燥的库房中。远离火源和易燃易爆区域。

SDS

Name:	Methyl 2-pentenoate 97% Material Safety Data Sheet
Synonym:
CAS:	818-59-7

Section 1 - Chemical Product MSDS Name:Methyl 2-pentenoate 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
818-59-7	Methyl 2-pentenoate	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 818-59-7: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 81 - 82 deg C @45mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C6H10O2
Molecular Weight: 114.14

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases, strong acids.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 818-59-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl 2-pentenoate - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 818-59-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 818-59-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 818-59-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  反-2-戊酸甲酯 生成 己二腈
  参考文献：
  名称：

  Hydrocyanation of conjugated 2-alkenoates

  摘要：

  揭示了一种改进的镍催化烯酸烷基氰化反应过程。

  公开号：

  US05087723A1
• 作为产物：
  描述：

  β-methoxyvaleric acid methyl ester 在 氢氧化钾 作用下， 生成 反-2-戊酸甲酯
  参考文献：
  名称：

  Preparation of 3-pentenoates from 2-pentenoates

  摘要：

  3-戊烯酸盐是通过以下过程从2-戊烯酸盐制备的：（a）将式为##STR1##其中R1是1至12个碳原子的烷基，5至8个碳原子的环烷基，7至10个碳原子的芳基烷基或6至10个碳原子的芳基的2-戊烯酸盐与式为II R2-X-H II的化合物反应，其中R2具有所述的R1的含义，X是氧或硫原子，或与式为III的化合物反应##STR2##其中R3是氢或R3和R4均为1至12个碳原子的烷基，5至8个碳原子的环烷基，7至10个碳原子的芳基烷基或6至10个碳原子的芳基，R3和R4与它们所取代的氮原子一起可以形成一个5-至7-成员环，该环可能还含有氮或氧原子作为杂原子，在20℃至300℃下，在存在或不存在碱性催化剂的情况下，给出式为IV的化合物##STR3##其中Y是--XR2或##STR4##其中X，R1，R2，R3和R4具有上述含义，（b）在存在酸性催化剂的液态或气态中，将式为IV的化合物在150℃至450℃下裂解，以给出3-和2-戊烯酸盐的混合物，并分离3-戊烯酸盐。

  公开号：

  US04845269A1

文献信息

• IDO INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160289171A1

  公开（公告）日：2016-10-06

  There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the invention.

  已披露的化合物可调节或抑制吲哌酮胺2,3-二氧化酶（IDO）的酶活性，含有该化合物的药物组合物以及利用本发明的化合物治疗增殖性疾病，如癌症、病毒感染和/或炎症性疾病的方法。
• Highly Regioselective Rhodium-Catalysed Hydroformylation of Unsaturated Esters: The First Practical Method for Quaternary Selective Carbonylation
  作者：Matthew L. Clarke、Geoffrey J. Roff

  DOI：10.1002/chem.200600914

  日期：2006.10.25

  chemoselectivity. Hydroformylation of a range 1,1-di- and 1,1,2-trisubstituted unsaturated esters yields quaternary aldehydes that are forbidden products according to Keulemans Rule. The aldehydes can be reductively aminated with molecular hydrogen to give beta-amino acid esters in high yield. The overall green chemical process involves converting terminal alkynes into unusual beta-amino acid esters with only

  当在环境温度（15-50摄氏度）和压力超过30 bar的条件下使用高反应性，配体改性的铑催化剂时，可以实现不饱和酯的高度区域选择性加氢甲酰化。就反应速率，区域和化学选择性而言，使用1,3,5,7-四甲基-2,4,8-三氧杂-6-磷酸金刚烷比其他常用的膦具有明显的优势。一系列1,1-二-和1,1,2-三取代的不饱和酯的加氢甲酰化反应生成季醛，根据Keulemans规则，该醛是禁止的产物。醛可以用分子氢还原胺化，以高产率得到β-氨基酸酯。整个绿色化学过程包括仅将生成的水作为基本副产物，将末端炔烃转化为不寻常的β-氨基酸酯。
• Unexpected Heterocyclization of Electrophilic Alkenes by Tetranitromethane in the Presence of Triethylamine. Synthesis of 5-Nitroisoxazoles
  作者：Yulia A. Volkova、Elena B. Averina、Dmitry A. Vasilenko、Kseniya N. Sedenkova、Yuri K. Grishin、Per Bruheim、Tamara S. Kuznetsova、Nikolai S. Zefirov

  DOI：10.1021/acs.joc.8b03086

  日期：2019.3.15

  A novel reaction of tetranitromethane with electrophilic alkenes in the presence of triethylamine affording substituted 5-nitroisoxazoles is described. Triethylamine reacts with tetranitromethane to generate N-nitrotriethylammonium and trinitromethanide. This process provides the heterocyclization of electrophilic alkenes. A variety of α,β-unsaturated aldehydes, ketones, esters, amides, phosphonates

  描述了在三乙胺存在下四硝基甲烷与亲电烯烃的新型反应，提供了取代的5-硝基异恶唑。三乙胺与四硝基甲烷反应生成N-硝基三乙铵和三硝基甲烷。该过程提供了亲电烯烃的杂环化。各种α，β-不饱和醛，酮，酯，酰胺，膦酸酯，硝基和硫化合物参与了杂环化反应，并以良好或高收率获得了多种官能化的5-硝基异恶唑。讨论了反应的范围和局限性以及机理建议。
• [EN] IMIDAZOTRIAZINONE COMPOUNDS<br/>[FR] COMPOSÉS D'IMIDAZOTRIAZINONE
  申请人：ENVIVO PHARMACEUTICALS INC

  公开号：WO2013142269A1

  公开（公告）日：2013-09-26

  The present invention provides imidazotriazinone compounds which are inhibitors of phosphodiesterase 9 and pharmaceutically acceptable salt thereof. The present invention further provides processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of PDE9 associated diseases or disorders in mammals, including humans.

  本发明提供了咪唑三唑酮化合物，它们是磷酸二酯酶9的抑制剂及其药用盐。本发明还提供了用于治疗哺乳动物，包括人类，PDE9相关疾病或疾病的过程、药物组成、药物制剂和化合物的药用。
• A simple synthetic route to substituted cyclopentenolones
  作者：Richard T. Brown、Walter P. Blackstock、Mark Wingfield

  DOI：10.1016/s0040-4039(01)90053-x

  日期：——

  Preparation of novel cyclopent-3-ene-1,2-dione dimers from γ-substituted crotonate esters and dimethyl oxalate by vinylogous double Claisen condensations has given access to a series of polyfunctional cyclopentane derivatives potentially useful in synthesis.

  通过乙烯基双克莱森缩合反应由γ-取代的巴豆酸酯和草酸二甲酯制备新型的环戊-3-烯-1,2-二酮二聚体，可以得到一系列潜在地可用于合成的多官能环戊烷衍生物。

表征谱图