1-Bromo-4-(Trans-4-n-Propylcyclohexyl)Benzene | 86579-53-5

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Bromo-4-(Trans-4-n-Propylcyclohexyl)Benzene
• 英文别名: 1-(trans-4-n-propylcyclohexyl)-4-bromobenzene；1-Bromo-4-(trans-4-propylcyclohexyl)benzene；5,6,7-trifluoro-2-hydroxymethylnaphthalene；4-(4-trans-propylcyclohexyl)bromobenzene；4-(trans-4-propylcyclohexyl)bromobenzene；1-bromo-4-(4-propylcyclohexyl)benzene；4-(trans-4-propylcyclohexyl)phenyl bromide
• CAS: 86579-53-5
• 化学式: C₁₅H₂₁Br
• 分子量: 281.236
• InChiKey: GMZABADCQVWQPS-JOCQHMNTSA-N

物化性质

• 沸点：
  332.1±21.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

安全信息

• 海关编码：
  2903999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Bromo-4-(trans-4-propylcyclohexyl)benzene
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-Bromo-4-(trans-4-propylcyclohexyl)benzene
CAS number: 86579-53-5

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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.
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: C15H21Br
Molecular weight: 281.2

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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 bromide.

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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

制备方法与用途

用途：液晶单体合成原料

反应信息

• 作为反应物：
  描述：

  1-Bromo-4-(Trans-4-n-Propylcyclohexyl)Benzene 在 potassium fluoride 、 1,2-丙二醇 、 chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 1,2-difluoro-4-[4-(4-propylcyclohexyl)phenyl]benzene
  参考文献：
  名称：

  Pd的百万分之几的Hiyama交叉偶联反应：乙二醇溶剂中高活性螺硅酸盐的原位形成。

  摘要：

  负载量为5 mol ppm的钯NNC-钳子络合物有效地催化了芳基溴化物与丙二醇中的芳基（三烷氧基）硅烷的Hiyama偶联反应，从而以优异的收率得到了相应的联芳基。该方法应用于阿达帕林和联芳基型液晶化合物的合成，以及右美沙芬和诺氟沙星的衍生化。反应混合物的ESI-MS和NMR分析表明原位形成五配位螺硅酸酯中间体。初步的理论研究表明，原位形成的乙二醇衍生的硅酸盐中间体在过渡金属化步骤中是反应性很强的硅试剂。

  DOI：

  10.1002/asia.201901155
• 作为产物：
  描述：

  1,4-二溴苯 、 4-propylcyclohexylmagnesium bromide 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以88%的产率得到1-Bromo-4-(Trans-4-n-Propylcyclohexyl)Benzene
  参考文献：
  名称：

  Bumagin, N. A.; Luzikova, E. V.; Beletskaya, I. P., Russian Journal of Organic Chemistry, 1995, vol. 31, # 11, p. 1487 - 1491

  摘要：

  DOI：

文献信息

• Thermoregulated Copper-Free Sonogashira Coupling in Water
  作者：Ning Liu、Chun Liu、Qiang Xu、Zilin Jin

  DOI：10.1002/ejoc.201100367

  日期：2011.8

  The Sonogashira cross-coupling reaction between aryl halides and terminal alkynes was carried out smoothly in water over a thermoregulated ligand–palladium catalyst under copper-free conditions, resulting in good to excellent yields. The Sonogashira reaction was sensitive to the electronic nature of the substituents on the aryl halides. Aryl halides with an electron-withdrawing group showed higher

  芳基卤化物和末端炔烃之间的 Sonogashira 交叉偶联反应在无铜条件下在温度调节的配体 - 钯催化剂上在水中顺利进行，产生了良好的产率。Sonogashira 反应对芳基卤化物上的取代基的电子性质很敏感。具有吸电子基团的芳基卤化物比具有给电子基团的芳基卤化物表现出更高的反应性。特别是, 该协议可应用于涉及 trans-cyclohexyltolans 的液晶合成。产物可以通过滗析很容易地从反应体系中分离出来，催化剂在水中回收，直接用于下一次运行。
• Chiral Arylated Amines via C−N Coupling of Chiral Amines with Aryl Bromides Promoted by Light
  作者：Geyang Song、Liu Yang、Jing‐Sheng Li、Wei‐Jun Tang、Wei Zhang、Rui Cao、Chao Wang、Jianliang Xiao、Dong Xue

  DOI：10.1002/anie.202108587

  日期：2021.9.20

  molecular Ni catalysis driven by light, which enables stereoretentive C-N coupling of optically active amines, amino alcohols, and amino acid esters with aryl bromides, with no need for any external photosensitizer. The method is effective for a wide variety of coupling partners, including those bearing functional groups sensitive to bases and nucleophiles, thus providing a viable alternative to accessing

  Buchwald-Hartwig CN 偶联反应已在有机合成中得到广泛应用。在过去二十年左右的时间里，已经引入了许多改进的催化剂，现在可以很容易地使用各种胺和芳基亲电试剂。然而，缺乏可用于偶联各种手性胺和芳基卤而不会侵蚀过量对映体 ( ee) 的方案）。本文报道了一种基于光驱动的分子 Ni 催化的方法，该方法能够使旋光胺、氨基醇和氨基酸酯与芳基溴进行立体保留 CN 偶联，无需任何外部光敏剂。该方法对多种偶联伙伴有效，包括那些带有对碱和亲核试剂敏感的官能团的偶联伙伴，从而为获取合成重要的手性N-芳基胺、氨基醇和氨基酸酯提供了可行的替代方案。92 个例子证明了它的可行性，ee高达 99% 。
• An Aerobic and Very Fast Pd/C-Catalyzed Ligand-Free and Aqueous Suzuki Reaction Under Mild Conditions
  作者：Chun Liu、Xiaofeng Rao、Yixia Zhang、Xinmin Li、Jieshan Qiu、Zilin Jin

  DOI：10.1002/ejoc.201300334

  日期：2013.7

  An aerobic, ligand-free Suzuki reaction catalyzed by Pd/C in aqueous media has been developed. This method is a very simple, efficient and mild protocol for the cross-coupling of aryl bromides with arylboronic acids, and the reactions proceeded smoothly in excellent yields within short reaction times. Control experiments demonstrated that the Pd/C-cata

  已开发出一种在水性介质中由 Pd/C 催化的有氧、无配体的 Suzuki 反应。该方法对于芳基溴化物与芳基硼酸的交叉偶联是一种非常简单、有效和温和的方案，并且反应在很短的反应时间内以优异的产率顺利进行。对照实验表明 Pd/C-cata
• Optically active compound and photosensitive resin composition
  申请人：——

  公开号：US20030211421A1

  公开（公告）日：2003-11-13

  A photoactive compound is used in combination with a photosensitizer, represented by the following formula (1): A −[( J ) m −( X-Pro )] n (1) wherein A represents a hydrophobic unit comprising at least one kind of hydrophobic groups selected from a hydrocarbon group and a heterocyclic group, J represents a connecting group, X-Pro represents a hydrophilic group protected by a protective group Pro which is removable by light exposure, m represents 0 or 1, and n represents an integer of not less than 1. The protective group Pro may be removable by light exposure in association with the photosensitizer (especially, a photo acid generator), or may be a hydrophobic protective group. The hydrophilic group may be a hydroxyl group or a carboxyl group. The photoactive compound has high sensitivity to a light source of short wavelength beams, for resist application, therefore, the photoactive compound is advantageously used for forming a pattern with high resolution.

  一种光活性化合物与光敏剂结合使用，由以下公式（1）表示： A −[( J ) m −( X-Pro )] n (1) 其中，A代表至少包括一种从烃基和杂环基中选择的疏水基的疏水单元，J代表连接基团，X-Pro代表由光照可去除的保护基团Pro保护的亲水基团，m代表0或1，n代表不少于1的整数。 保护基团Pro可以与光敏剂（特别是光酸发生剂）一起通过光照可去除，也可以是疏水保护基团。亲水基团可以是羟基或羧基。光活性化合物对短波长光源具有很高的敏感性，用于光刻应用，因此，该光活性化合物有利于形成具有高分辨率的图案。
• 含有四氢吡喃二氟亚甲氧基连接基团的液晶化 合物及其制备方法与应用
  申请人：石家庄诚志永华显示材料有限公司

  公开号：CN103788039B

  公开（公告）日：2016-09-07

  本发明公开了一种含有四氢吡喃二氟亚甲氧基连接基团的液晶化合物及其制备方法与应用。该化合物如式I所示。本发明提供的式I化合物分子结构中，含有四氢吡喃二氟亚甲氧基连接基团的液晶化合物，不仅具有较高的介电各向异性，更重要的是同时具有极快的响应速度和较高的清亮点，以及较低的旋转黏度，对于调配液晶混合物来说，该性能具有极其重要的意义。式I。