2-碘-5-硝基苯甲酸甲酯 | 112239-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-碘-5-硝基苯甲酸甲酯
• 英文名称: methyl 2-iodo-5-nitrobenzoate
• CAS: 112239-00-6
• 化学式: C₈H₆INO₄
• 分子量: 307.044
• InChiKey: INEMMZILZDRYJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: Methyl 2-iodo-5-nitrobenzoate
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: Methyl 2-iodo-5-nitrobenzoate
CAS number: 112239-00-6

---

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
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.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

---

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.

---

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.

---

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.
Store in closed vessels, refrigerated.
Storage:

---

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.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H6INO4
Molecular weight: 307.0

---

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

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-碘-5-硝基苯甲酸甲酯 在 氮 、 氨 作用下， 以 甲醇 为溶剂， 生成 2-iodo-5-nitrobenzamide
  参考文献：
  名称：

  Activated iododerivatives for the treatment of cancer and AIDS

  摘要：

  一系列活化碘苯甲酰胺衍生物被描述为抗肿瘤和抗病毒药物化合物。这些化合物通常具有螯合基团、硫醇俘获基团和活化基团。预期的作用机制是通过抑制转录因子与锌指结合结构域的结合来防止癌细胞和病毒复制。这些化合物在低浓度下有效地抑制了各种人类和动物肿瘤和白血病细胞系的生长。

  公开号：

  US06225323B1
• 作为产物：
  描述：

  2-碘-5-硝基苯甲酸 在 硫酸 作用下， 以 甲醇 为溶剂， 生成 2-碘-5-硝基苯甲酸甲酯
  参考文献：
  名称：

  Activated iododerivatives for the treatment of cancer and AIDS

  摘要：

  一系列活化碘苯甲酰胺衍生物被描述为抗肿瘤和抗病毒药物化合物。这些化合物通常具有螯合基团、硫醇俘获基团和活化基团。预期的作用机制是通过抑制转录因子与锌指结合结构域的结合来防止癌细胞和病毒复制。这些化合物在低浓度下有效地抑制了各种人类和动物肿瘤和白血病细胞系的生长。

  公开号：

  US06225323B1

文献信息

• Synthesis and properties of microenvironment-sensitive oligonucleotides containing a small fluorophore, 3-aminobenzonitrile or 3-aminobenzoic acid
  作者：Hiroaki Ozaki、Takeshi Kawai、Masayasu Kuwahara

  DOI：10.1016/j.tet.2017.10.062

  日期：2017.12

  Two C-nucleosides bearing small fluorescent groups as a base were synthesized by Heck-type coupling reaction and incorporated into DNA. They exhibited environment-sensitive fluorescence and opposite solvatochromic properties. The modified DNAs containing 3-aminobenzonitrile or 3-aminobenzoic acid retained the duplexes and their fluorescence reflected the microenvironment.

  通过Heck型偶联反应合成了两个带有小的荧光基团的C-核苷，并掺入了DNA中。它们表现出对环境敏感的荧光和相反的溶剂变色性质。含有3-氨基苄腈或3-氨基苯甲酸的修饰DNA保留了双链体，其荧光反映了微环境。
• A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids
  作者：Jose. C. Gonzalez-Gomez、Nieves P. Ramirez、Teresa Lana-Villarreal、Pedro Bonete

  DOI：10.1039/c7ob02579c

  日期：——

  We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.

  我们报告了使用可见光光氧化还原催化的2-芳氧基苯甲酸自由基Smiles重排以获得芳基水杨酸酯。该方法不含贵金属，操作简单，反应可在温和的间歇或流动条件下进行。作为氧化还原中性工艺，不需要化学计量的氧化剂或还原剂。
• [EN] INDOLINONES COMPOUNDS AND THEIR USE IN THE TREATMENT OF FIBROTIC DISEASES<br/>[FR] COMPOSÉS INDOLINONES ET LEUR UTILISATION DANS LE TRAITEMENT DES MALADIES FIBROTIQUES
  申请人：RESPIVERT LTD

  公开号：WO2017109513A1

  公开（公告）日：2017-06-29

  The present invention relates inter alia to a compound of formula (I) Wherein R1, R2, R3 and Z are as defined in the specification and to compositions comprising the same and to the use of the compounds and to compositions of the compounds in treatment, for example in the treatment of fibrotic diseases or interstitial lung diseases, in particular idiopathic pulmonary fibrosis.

  本发明涉及一种化合物，其化学式为（I），其中R1、R2、R3和Z如规范中所定义，并涉及包含该化合物的组合物，以及该化合物的用途，以及该化合物在治疗中的组合物，例如在治疗纤维化疾病或间质性肺部疾病，特别是特发性肺纤维化方面的用途。
• Palladium(II)-catalyzed tandem annulation reaction of o-alkynylbenzoates with methyl vinyl ketone for the synthesis of isocoumarins
  作者：Huan Wang、Xiuling Han、Xiyan Lu

  DOI：10.1016/j.tet.2013.07.057

  日期：2013.10

  A palladium(II)-catalyzed highly regioselective tandem reactions of o-alkynylbenzoates with methyl vinyl ketone for the synthesis of isocoumarins was developed. It is a convenient, mild and environmentally benign reaction with moderate to high yield. The reaction is initiated by the Pd(II) species and regenerate the Pd(II) species to complete the catalytic cycle without the necessity of a redox system

  开发了钯（II）催化邻炔基苯甲酸酯与甲基乙烯基酮的高区域选择性串联反应，用于合成异香豆素。这是一种方便，温和且对环境有益的反应，产率中等至高。该反应由Pd（II）物种引发，并再生Pd（II）物种以完成催化循环，而无需氧化还原系统。
• A New Insight into the Stereoelectronic Control of the Pd ⁰ ‐Catalyzed Allylic Substitution: Application for the Synthesis of Multisubstituted Pyran‐2‐ones via an Unusual 1,3‐Transposition
  作者：Zbyněk Brůža、Jiří Kratochvíl、Jeremy N. Harvey、Lubomír Rulíšek、Lucie Nováková、Jana Maříková、Jiří Kuneš、Pavel Kočovský、Milan Pour

  DOI：10.1002/chem.201900323

  日期：2019.6.18

  Pyran‐2‐ones 3 undergo a novel Pd0‐catalyzed 1,3‐rearrangement to afford isomers 6. The reaction proceeds via an η2‐Pd complex, the pyramidalization of which (confirmed by quantum chemistry calculations) offers a favorable antiperiplanar alignment of the Pd−C and allylic C−O bonds (C), thus allowing the formation of an η3‐Pd intermediate. Subsequent rotation and rate‐limiting recombination with the

  Pyran-2-ones 3经过新的Pd 0催化的1,3-重排，得到异构体6。经由η该反应进行2 -Pd复杂，pyramidalization其中（由量子化学计算确认）提供的Pd-C和烯丙基C-O键（的有利antiperiplanar对准Ç），从而允许一个η的形成3 -Pd中间体。随后的旋转和与羧酸酯臂的限速重组产生异构体吡喃-2-酮6。计算出的自由能半定量地再现了观察到的动力学。