3-碘异丙基苯 | 19099-56-0

• 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: 3-碘异丙基苯
• 英文名称: 1-iodo-3-isopropylbenzene
• 英文别名: m-Iod-cumol；1-iodo-3-propan-2-ylbenzene
• CAS: 19099-56-0
• 化学式: C₉H₁₁I
• 分子量: 246.091
• InChiKey: ABEHQMOOXFPCPF-UHFFFAOYSA-N

物化性质

• 沸点：
  227 °C(Press: 741 Torr)
• 密度：
  1.5279 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Iodo-3-isopropylbenzene
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: 1-Iodo-3-isopropylbenzene
CAS number: 19099-56-0

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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.

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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.
Store in closed vessels, refrigerated.
Storage:

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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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H11I
Molecular weight: 246.1

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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, hydrogen Iodide.

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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：

  3-碘异丙基苯 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 10 wt% Pd(OH)2 on carbon 、 氢气 、 三(邻甲基苯基)磷 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (S)-2-amino-3-(3-isopropylphenyl)propanoic acid hydrochloride
  参考文献：
  名称：

  间取代苯丙氨酸和酪氨酸类似物的LAT-1活性

  摘要：

  转运蛋白大中性氨基酸转运蛋白1（LAT-1，SLC7A5）负责转运氨基酸，例如酪氨酸和苯丙氨酸以及甲状腺激素，它已被用作药物输送机制。最近，人们越来越认识到它在癌症中的作用，因为已经发现它在许多不同的肿瘤类型中均被上调，并且其表达水平与预后相关。在meta处替换据报道，芳香氨基酸的位置增加了对LAT-1的亲和力；但是，此位置的SAR以前未曾探索过。在结合位点的最新精炼计算模型的指导下，我们假设能够填充疏水口袋的基团会增加与LAT-1的结合，从而相对于母体氨基酸改善了底物。合成了在间位被卤素，烷基和芳基取代的酪氨酸和苯丙氨酸类似物，并进行了顺式抑制和反式测试-刺激细胞测定以确定活性。与我们最初的假设相反，我们发现亲脂性与底物活性降低和转运蛋白抑制作用增加有关。描述了间位取代的苯丙氨酸和酪氨酸类似物的合成和SAR 。

  DOI：

  10.1016/j.bmcl.2016.04.023
• 作为产物：
  描述：

  3-异丙基苯胺 在 盐酸 、 sodium nitrite 、 potassium iodide 作用下， 以 水 、 丙酮 为溶剂， 反应 1.0h， 以86.6%的产率得到3-碘异丙基苯
  参考文献：
  名称：

  通过Reformatsky试剂通过[6 + 1]腈腈合成Azepino [1,2-a]吲哚-10-胺

  摘要：

  Re或ha催化的2-氰基-1-炔丙基和2-炔基-1-氰基甲基吲哚的Re [6 + 1]环化反应与Reformatsky试剂一起提供8和9-取代的氮杂环庚烷[1,2-a]吲哚胺的产率高到高。

  DOI：

  10.1002/ejoc.202100021

文献信息

• MODULATORS OF THE RELAXIN RECEPTOR 1
  申请人：The United States of America, as Represented by the Secretary, Dept. of Health & Human Services

  公开号：US20150119426A1

  公开（公告）日：2015-04-30

  Disclosed are modulators of the human relaxin receptor 1, for example, of formula (I), wherein A, R 1 , and R 2 are as defined herein, that are useful in treating mammalian relaxin receptor 1 mediated facets of human health, e.g., cardiovascular disease. Also disclosed is a composition comprising a pharmaceutically suitable carrier and at least one compound of the disclosure, and a method for therapeutic intervention in a facet of mammalian health that is mediated by a human relaxin receptor 1.

  本文揭示了人类松弛素受体1的调节剂，例如，公式（I）中的A、R1和R2如本文所定义，这些调节剂在治疗哺乳动物松弛素受体1介导的人类健康方面，例如心血管疾病中是有用的。还公开了一种包含药用适宜载体和本公开的至少一种化合物的组合物，以及一种用于治疗介导人类松弛素受体1的哺乳动物健康方面的干预方法。
• HETEROCYCLIC CETP INHIBITORS
  申请人：Salvati E. Mark

  公开号：US20070161685A1

  公开（公告）日：2007-07-12

  Compounds of formula Ia and Ib wherein A, B, C and R 1 are described herein.

  式Ia和Ib的化合物 其中A、B、C和R1 如本文所述。
• Entry to 1,2,3,4-Tetrasubstituted Arenes through Addressing the “<i>Meta</i> Constraint” in the Palladium/Norbornene Catalysis
  作者：Jianchun Wang、Yun Zhou、Xiaolong Xu、Peng Liu、Guangbin Dong

  DOI：10.1021/jacs.9b12355

  日期：2020.2.12

  methods. Through addressing the "meta constraint" in the palladium/norbornene (Pd/NBE) cooperative catalysis, which is the difficulty of tolerating a sizable meta substituent in aryl halide substrates, here a modular and regioselective approach is realized for preparing 1,2,3,4-tetrasubstituted arenes. One key is the use of a C2-amide-substituted NBE, and a combined experimental and computational study

  具有四个不同的连续取代基的芳烃，即 1,2,3,4-四取代的芳烃，通常在生物活性化合物中发现，但通过常规方法获得它们并非易事。通过解决钯/降冰片烯 (Pd/NBE) 协同催化中的“元约束”问题，即在芳基卤化物底物中难以容忍相当大的间位取代基，这里实现了一种模块化和区域选择性的方法来制备 1,2,3 ,4-四取代芳烃。一个关键是使用 C2-酰胺取代的 NBE，结合实验和计算研究揭示了它在促进 NBE 插入和邻位 CH 金属化步骤中的作用。范围很广：可以将各种亲电子试剂和亲核试剂分别引入邻位和邻位，并带有 1,4-二取代芳基卤化物，导致各种不对称的连续四取代芳烃。这种方法的应用已在几种生物活性化合物的流线型合成中得到证明。
• Modular Entry to Functionalized Tetrahydrobenzo[<i>b</i>]azepines via the Palladium/Norbornene Cooperative Catalysis Enabled by a C7-Modified Norbornene
  作者：Xin Liu、Jianchun Wang、Guangbin Dong

  DOI：10.1021/jacs.1c04575

  日期：2021.7.7

  Tetrahydrobenzo[b]azepines (THBAs) are commonly found in many bioactive compounds; however, the modular preparation of functionalized THBAs remains challenging to date. Here, we report a straightforward method to synthesize THBAs directly from simple aryl iodides via palladium/norbornene (Pd/NBE) cooperative catalysis. Capitalizing on an olefin-tethered electrophilic amine reagent, an ortho amination

  四氢苯并[ b ]氮杂平 (THBA) 常见于许多生物活性化合物中；然而，迄今为止，功能化 THBA 的模块化制备仍然具有挑战性。在这里，我们报告了一种通过钯/降冰片烯（Pd/NBE）协同催化直接从简单的芳基碘化物合成THBA的简单方法。利用烯烃束缚的亲电子胺试剂，进行邻位胺化，然后进行 7- exo -trig Heck 环化，得到七元杂环。为了克服邻位未取代的芳基碘化物底物的困难，我们发现了一种独特的 C7-溴取代的 NBE ( N1 )，以提供所需的反应性和选择性。除了THBA之外， N1也可以促进其他苯并七元环化合物的合成。综合实验和计算研究表明， N1中的 C7-溴基团在此催化中发挥着重要且多用途的作用，包括促进 β-碳消除、抑制苯并环丁烯形成以及稳定反应中间体。获得的机理见解可以指导未来的催化剂设计。该合成效用已在托伐普坦的简化合成和形成多种药物相关的 THBA 衍生物中得到证
• Chiral Copper(II) Phosphate Catalyzed Enantioselective Synthesis of Isochromene Derivatives by Sequential Intramolecular Cyclization and Asymmetric Transfer Hydrogenation of<i>o</i>-Alkynylacetophenones
  作者：Kodai Saito、Yuki Kajiwara、Takahiko Akiyama

  DOI：10.1002/anie.201308303

  日期：2013.12.9

  A good mix: The title reaction of o‐alkynylacetophenones with the Hantzsch ester in the presence of a chiral copper/phosphate catalyst proceeds in good yields with excellent enantioselectivities. The key intermediate for enantiocontrol is the ion pair of the carbonyl ylide with a chiral phosphate anion, and this process provides straight forward access to highly enantioriched chiral isochromenes.

  良好的混合物：在手性铜/磷酸盐催化剂存在下，邻炔基乙酮与Hantzsch酯的标题反应以良好的收率进行，具有出色的对映选择性。对映体控制的关键中间体是羰基内酯的离子对与手性磷酸根阴离子，此过程可直接获得高度对映体的手性异色酮。