2,2-二甲基环丙烯羧酸 | 75885-59-5

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 2,2-二甲基环丙烯羧酸
• 中文别名: 2,2-二甲基环丙烷甲酸；2,2-二甲基环丙甲酸
• 英文名称: 2,2-dimethylcyclopropane-1-carboxylic acid
• 英文别名: (+)-2,2-dimethylcyclopropane carboxylic acid；2,2-Dimethyl-cyclopropan-1-carbonsaeure；2,2-Dimethyl-cyclopropancarbonsaeure；2,2-Dimethylcyclopropanecarboxylic acid
• CAS: 75885-59-5
• 化学式: C₆H₁₀O₂
• mdl: MFCD04972493
• 分子量: 114.144
• InChiKey: BFNMOMYTTGHNGJ-UHFFFAOYSA-N

物化性质

• 熔点：
  103-103.5 °C
• 沸点：
  100 °C(Press: 10 Torr)
• 密度：
  1.098±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 安全说明：
  S28,S28A,S29,S45,S60,S61,S7
• 危险品运输编号：
  UN 1689 6.1/PG 1
• WGK Germany：
  3
• 海关编码：
  2916209090
• 危险类别：
  6.1
• 危险品标志：
  T+,N
• 危险类别码：
  R26/27/28,R32,R50/53
• RTECS号：
  VZ7525000
• 包装等级：
  I
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2,2-Dimethyl cyclopropyl carboxylic acid
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H315: Causes skin irritation
H317: May cause an allergic skin reaction
H318: Causes serious eye damage
May cause respiratory irritation
H335:
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
2,2-Dimethyl cyclopropyl carboxylic acid
Ingredient name:
CAS number: 75885-59-5

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H10O2
Molecular weight: 114.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,2-二甲基环丙烯羧酸 在 吡啶 、 ammonium hydroxide 、 氨 、 sodium 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.5h， 生成 西司他丁
  参考文献：
  名称：

  Inhibition of the mammalian .beta.-lactamase renal dipeptidase (dehydropeptidase-I) by Z-2-(acylamino)-3-substituted-propenoic acids

  摘要：

  The title enzyme deactivates the potent carbapenem antibiotic imipenem in the kidney, producing low antibiotic levels in the urinary tract. A series of (Z)-2-(acylamino)-3-substituted-propenoic acids (3) are specific, competitive inhibitors of the enzyme capable of increasing the urinary concentration of imipenem in vivo. Many of the compounds were prepared in one step from an alpha-keto acid and a primary amide. The optimum R2 groups are 2,2-dimethyl, -dichloro, and -dibromocyclopropyl. With R2 = 2,2-dimethylcyclopropyl (DMCP), a wide variety of R3 groups including alkyl, oxa- and thiaalkyl, and alkyl groups containing acidic, basic, and neutral substituents give effective inhibitors with Ki values of 0.02-1 microM and a range of pharmacokinetic properties. By resolution of enantiomers and X-ray crystallography, the enzyme-inhibitory activity of the DMCP group was found to reside with the 1S isomer. The cysteinyl compound 176 (cilastatin, MK-0791) has the desired pharmacological properties and has been chosen for combination with imipenem.

  DOI：

  10.1021/jm00389a018
• 作为产物：
  描述：

  1,3-二(甲苯磺酰氧基)-2,2-二甲基丙烷 在 sodium hydroxide 作用下， 以 水 、 乙二醇 为溶剂， 反应 50.0h， 生成 2,2-二甲基环丙烯羧酸
  参考文献：
  名称：

  Azetidines. 5. Reaction of 1,1,3,3-tetramethyl- and 1-benzyl-1,3,3-trimethylazetidinium ions with butyllithium and phenyllithium. Deuterium labeling as a mechanistic probe

  摘要：

  DOI：

  10.1021/jo01300a046

文献信息

• Anodic oxidation. Part VII. Electrolysis of sodium 2,2-dimethylcyclopropanecarboxylate
  作者：T. D. Binns、R. Brettle、G. B. Cox

  DOI：10.1039/j39690002499

  日期：——

  The main products from the electrolysis of sodium 2,2-dimethylcyclopropanecarboxylate in methanol at a platinum anode are 1,1-dimethylcyclopropane, 2-methylbuta-1,3-diene, 3-methoxy-3-methylbut-1-ene, 1-methoxy-3-methylbut-2-ene, 3-methylbut-2-en-1-al, 2,2-dimethylcyclopropylmethanol, 1,1-dimethylprop-2-enyl and 3-methylbut-2-enyl 2,2-dimethylcyclopropanecarboxylates, 2-methoxy-2,7-dimethylocta-4,7-diene

  在甲醇中铂阳极上电解2,2-二甲基环丙烷羧酸钠的主要产物为1,1-二甲基环丙烷，2-甲基丁-1,3-二烯，3-甲氧基-3-甲基丁-1-烯，1-甲氧基-3-甲基丁-2-烯，3-甲基丁-2-烯-1-醛，2,2-二甲基环丙基甲醇，1,1-二甲基丙-2-烯基和3-甲基丁-2-烯基2,2-二甲基环丙烷羧酸酯，2-甲氧基-2,7-二甲基辛基-4,7-二烯和2,7-二甲氧基-2,7-二甲基辛基-4-烯。
• JANUS KINASE INHIBITOR COMPOUNDS AND METHODS
  申请人：GOODACRE SIMON CHARLES

  公开号：US20100317643A1

  公开（公告）日：2010-12-16

  The invention provides compounds of Formula I, stereoisomers or pharmaceutically acceptable salts thereof, wherein A, B, D, R 1 , R 2 , R 4 and R 5 are defined herein, a pharmaceutical composition that includes a compound of Formula I and methods of use thereof

  这项发明提供了公式I的化合物，其立体异构体或药学上可接受的盐，其中A、B、D、R1、R2、R4和R5在此处被定义，包括公式I化合物的药物组合物以及其使用方法
• [EN] DNA-PK INHIBITORS<br/>[FR] INHIBITEURS DE LA PROTÉINE KINASE DÉPENDANTE DE L'ADN
  申请人：VERTEX PHARMA

  公开号：WO2019143678A1

  公开（公告）日：2019-07-25

  The present invention relates to compounds useful as inhibitors of DNA-PK. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various diseases, conditions, or disorders.

  本发明涉及作为DNA-PK抑制剂有用的化合物。该发明还提供了包括所述化合物的药学上可接受的组合物，以及在治疗各种疾病、状况或障碍中使用这些组合物的方法。
• Electrochemical Oxidation Enables Regioselective and Scalable α-C(sp³)-H Acyloxylation of Sulfides
  作者：Huamin Wang、Meng He、Yongli Li、Heng Zhang、Dali Yang、Masanari Nagasaka、Zongchao Lv、Zhipeng Guan、Yangmin Cao、Fengping Gong、Zhilin Zhou、Jingyun Zhu、Supravat Samanta、Abhishek Dutta Chowdhury、Aiwen Lei

  DOI：10.1021/jacs.1c00288

  日期：2021.3.10

  A highly selective, environmentally friendly, and scalable electrochemical protocol for the construction of α-acyloxy sulfides, through the synergistic effect of self-assembly-induced C(sp3)–H/O–H cross-coupling, is reported. It features exceptionally broad substrate scope, high regioselectivity, gram-scale synthesis, construction of complex molecules, and applicability to a variety of nucleophiles

  报道了一种通过自组装诱导的 C(sp 3 )-H/O-H 交叉偶联的协同效应构建 α-酰氧基硫化物的高选择性、环境友好和可扩展的电化学方案。它具有极其广泛的底物范围、高区域选择性、克级合成、复杂分子的构建以及对各种亲核试剂的适用性。此外，软X射线吸收技术和一系列控制实验已被用来证明基板自组装的关键作用，这确实是我们电化学方案中高区域选择性的出色兼容性和精确控制的原因.
• [EN] HETEROCYCLIC KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASE HÉTÉROCYCLIQUES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2016022312A1

  公开（公告）日：2016-02-11

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本公开内容通常涉及能够抑制AAK1（适配器相关激酶1）的化合物、包含该化合物的组合物以及抑制AAK1的方法。