环戊基丙二酸二甲酯 | 82491-60-9

• 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 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 环戊基丙二酸二甲酯
• 英文名称: dimethyl 2-cyclopentylmalonate
• 英文别名: Dimethyl Cyclopentylmalonate；dimethyl 2-cyclopentylpropanedioate
• CAS: 82491-60-9
• 化学式: C₁₀H₁₆O₄
• mdl: MFCD03844781
• 分子量: 200.235
• InChiKey: KCCNEJJMJHDVCN-UHFFFAOYSA-N

物化性质

• 密度：
  1,09 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2917209090
• 危险性防范说明：
  P264,P270,P301+P312,P330
• 危险性描述：
  H302

SDS

Dimethyl Cyclopentylmalonate Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Dimethyl Cyclopentylmalonate

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: Dimethyl Cyclopentylmalonate
Percent: >97.0%(GC)
CAS Number: 82491-60-9
Synonyms: Cyclopentylmalonic Acid Dimethyl Ester
Chemical Formula: C10H16O4

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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.
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
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Unsuitable extinguishing Solid streams of water
media:
Dimethyl Cyclopentylmalonate

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Section 5. FIRE-FIGHTING MEASURES
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.

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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. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
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 and dark place.
Store away from incompatible materials such as oxidizing agents.
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: Vapor 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): Liquid
Form: Clear
Colorless - Almost colorless
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
1.09
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
Dimethyl Cyclopentylmalonate

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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:
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
No data available
Log Pow:
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
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.
Dimethyl Cyclopentylmalonate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  环戊基丙二酸二甲酯 在 吡啶 、 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 39.0h， 生成 2-cyclopentyl-2-methylpropane-1,3-diyl bis-(trifluoromethanesulfonate)
  参考文献：
  名称：

  解读环戊烷和环己烷衍生物脂肪族 C-H 键氧化的反应性和选择性模式

  摘要：

  已经进行了枯草氧基自由基与单取代环戊烷和环己烷反应的动力学、产物和计算研究。HAT 速率、C-H 键氧化的位点选择性和 DFT 计算提供了定量信息和理论模型来解释观察到的模式。环戊烷主要在 C-1 处官能化，从甲基和叔丁基环戊烷到苯基环戊烷，叔 C-H 键活化能垒降低，与计算的 C-H BDE 一致。对于环己烷，从 C-1 开始的 HAT 的相对重要性随着从甲基-和苯基环己烷到乙基-、异丙基-和叔-丁基环己烷。在 C-2 处也观察到失活，其位点选择性随着取代基空间体积的增加逐渐转移到 C-3 和 C-4。在乙基（三氟甲基）二环氧乙烷促进的相应氧化中观察到的位点选择性支持这种机制图。将这些结果与先前获得的由苯基和叔的 PINO 自由基促进的 C-H 键叠氮化和官能化的结果进行比较-丁基环己烷与新的计算一起，为理解环烷烃的 C-H 键官能化提供了一个机制框架。HAT 试剂的性质、C-H 键强度

  DOI：

  10.1021/acs.joc.1c00902
• 作为产物：
  描述：

  2-(5-Bromo-pentylidene)-malonic acid dimethyl ester 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到环戊基丙二酸二甲酯
  参考文献：
  名称：

  电解环化。电化学和类似化学（MIRC）反应的比较

  摘要：

  给出了一些说明电还原环化和MIRC反应的对比和互补方面的例子。给出了电化学反应的简要机理讨论，并提供了使用电化学产生的碱的两个例子。

  DOI：

  10.1016/s0040-4039(00)87098-7

文献信息

• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS D'HISTONE DÉSACÉTYLASE
  申请人：RODIN THERAPEUTICS INC

  公开号：WO2015200619A1

  公开（公告）日：2015-12-30

  This invention provides compounds that are inhibitors of HDAC2. The compounds (e.g., compounds according to Formula (I), (II), (IIa), (III), (IV), (V), or (VI)) accordingly are useful for treating, alleviating, or preventing a condition in a subject such as a neurological disorder, memory or cognitive function disorder or impairment, extinction learning disorder, fungal disease or infection, inflammatory disease, hematological disease, or neoplastic disease, or for improving memory or treating, alleviating, or preventing memory loss or impairment.

  这项发明提供了抑制HDAC2的化合物。这些化合物（例如，符合式（I）、（II）、（IIa）、（III）、（IV）、（V）或（VI）的化合物）可用于治疗、缓解或预防受试者的疾病，如神经系统疾病、记忆或认知功能障碍或损伤、消退学习障碍、真菌疾病或感染、炎症性疾病、血液疾病或肿瘤性疾病，或用于改善记忆或治疗、缓解或预防记忆丧失或损伤。
• Pyrazolopyrimidines
  申请人：Gebauer Olaf

  公开号：US20050187224A1

  公开（公告）日：2005-08-25

  The invention relates to prazolopyrimidines of the formula in which R 1 , R 2 , R 3 , R 4 , R 5 , and X are as defined in the disclosure, to a process for preparing these compounds, and to their use for controlling unwanted microorganisms.

  该发明涉及式中R1、R2、R3、R4、R5和X如披露中定义的嘧啶并咪唑类化合物，以及制备这些化合物的方法和它们用于控制不受欢迎微生物的用途。
• Electrochemical cyclodimerization of alkylidenemalonates
  作者：Michail N. Elinson、Sergey K. Feducovich、Alexandre A. Zakharenkov、Bogdan I. Ugrak、Gennady I. Nikishin、Sergey V. Lindeman、Jurii T. Struchkov

  DOI：10.1016/0040-4020(95)98700-r

  日期：1995.4

  in MeOH in the presence of alkali metal halide as mediator, leads to the formation of cyclic dimers, i.e., 3,4-disubstituted 1,1,2,2-cyclobutanetetracarboxylates. The reaction proceeds via the reductive coupling of two substrate molecules at cathode and the cyclization of a hydrodimer dianion by its interaction with an active form of a mediator, an anode-generated halogen.

  在碱金属卤化物为介体的情况下，在未拆分的MeOH电解槽中，在未分隔的单元中电解亚烷基亚甲基丙二酸二甲酯RCH = C（COOMe）2（R = n-Alk，Ph），导致形成环状二聚物，即3,4-二取代的1,1,2,2-环丁烷四羧酸盐。该反应通过阴极上两个底物分子的还原偶联和氢二聚体二价阴离子通过与介体的活性形式（阳极产生的卤素）的相互作用而环化来进行。
• POLYMERIZATION INITIATOR, CURABLE COMPOSITION, DENTAL MATERIAL, AND PREPARATION KIT FOR CURABLE COMPOSITION
  申请人：Mitsui Chemicals, Inc.

  公开号：EP3835329A1

  公开（公告）日：2021-06-16

  Provided is a polymerization initiator, which has an excellent curing rate and is an alternative to a polymerization initiator system using a benzoyl peroxide-aromatic amine compound, a curable composition containing the polymerization initiator, a dental material and dental filler material containing the composition, and a kit for preparing the curable composition. The present invention includes a polymerization initiator containing one or more compounds (A) selected from the group consisting of a pyrazolidinedione compound and/or pyrazolidine(di)thione compound (A1), a salt (A2) of the compound (A1), and a malonate compound (A3).

  本发明提供了一种聚合引发剂，它具有优异的固化率，可替代使用过氧化苯甲酰-芳香胺化合物的聚合引发剂体系；还提供了一种含有该聚合引发剂的可固化组合物、一种含有该组合物的牙科材料和牙科填充材料，以及一种用于制备该可固化组合物的试剂盒。 本发明包括一种聚合引发剂，其中含有一种或多种选自由吡唑烷二酮化合物和/或吡唑烷（二）硫酮化合物（A1）、化合物（A1）的盐（A2）和丙二酸酯化合物（A3）组成的组的化合物（A）。
• Total synthesis of spatane diterpenes: the tricyclic nucleus
  作者：Robert G. Salomon、Navzer D. Sachinvala、Subhas Roy、Basudeb Basu、Swadesh R. Raychaudhuri、Donald B. Miller、Ram B. Sharma

  DOI：10.1021/ja00008a043

  日期：1991.4

  A convergent, stereocontrolled construction of the cis,anti,cis-tricyclo[5.3.0.0(2,6)]decane nucleus of spatane diterpenes was achieved by 2-pi + 2-pi photocycloaddition of 2-cyclopenten-1-one, as an A-ring precursor, with a carbonyl-masked derivative of 6-methylbicyclo[2.2.1]hept-5-en-2-one as a temporarily bridged C-ring precursor. By design, the temporary bridge assures the correct stereochemical relationship between the B-ring stereocenters and the C-ring hydroxyl substituent that is present in latent form in the oxoethano bridge. Serendipitously, the bridge also fosters a favorable orientation of the photocycloaddition that contrasts with the nonselective 2-pi + 2-pi-photocycloadditions of unbridged 1-methylcyclopentenes with 2-cyclopenten-1-one. Wittig methylenation of the A-ring carbonyl in photoproduct 24 followed by hydrolysis to 25 and catalytic hydrogenation introduces a methyl group at position 1 with a 10:1 preference for the requisite stereochemistry in 26. Even higher stereoselectivity was achieved by SO2-promoted isomerization of the exocyclic C=C bond in 25 to an endocyclic disposition in 29 prior to catalytic hydrogenation. Johnson's sulfoximine method is especially effective for resolution of ketone 29. The oxoethano bridge in ketone 26n is oxidized rapidly but nonregioselectively by an H2SO4-catalyzed reaction with peracetic acid, producing a 57:43 mixture of 14 and 34. Regioselective generation of the desired lactone 14 could be accomplished by a much slower oxidation with peracetic acid and no added H2SO4. The necessary configuration at position 7 in 49 was generated stereoselectively by a novel homoallylic hydroxyl-directed, pseudointramolecular delivery of hydride to the methylenemalonic ester in the precursor 48. Conversion of the malonic ester moiety in 49 into an allylic alcohol was accomplished in 92% overall yield by monosaponification, decarboxylative condensation with formaldehyde and reduction of the resulting acrylic ester with i-Bu2AlH. Selective oxidation of the allylic hydroxyl followed by acetylation delivered acetate (+)-11a, which is identical with an oxidative degradation product from spatane diterpenes.

表征谱图