4’-羟基(1,1’-联苯)-4-甲醛 | 100980-82-3

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 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: 4’-羟基(1,1’-联苯)-4-甲醛
• 中文别名: 4’-羟基-联苯-4-甲醛
• 英文名称: 4'-hydroxy-[1,1'-biphenyl]-4-carbaldehyde
• 英文别名: 4'-hydroxybiphenyl-4-carbaldehyde；4’-hydroxybiphenyl-4-carbaldehyde；4’-hydroxy[1,1'-biphenyl]-4-carbaldehyde；4-(4-Hydroxyphenyl)benzaldehyde
• CAS: 100980-82-3
• 化学式: C₁₃H₁₀O₂
• mdl: MFCD00804656
• 分子量: 198.221
• InChiKey: LUWJPGMZEAYDBA-UHFFFAOYSA-N

物化性质

• 熔点：
  158-161℃
• 沸点：
  373.7±25.0 °C(Predicted)
• 密度：
  1.202

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2912499000
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温下存放于惰性气体中

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(4-Formylphenyl)phenol
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: 4-(4-Formylphenyl)phenol
CAS number: 100980-82-3

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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: C13H10O2
Molecular weight: 198.2

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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.

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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

4'-羟基(1,1'-联苯)-4-甲醛作为试剂，主要用于通过核磁共振结构活性关系发现溶基质素的非肽抑制剂，并用于制备硝基咪唑杂环化合物，在治疗结核病中也有其应用价值。

反应信息

• 作为反应物：
  描述：

  4’-羟基(1,1’-联苯)-4-甲醛 在 硫酰氟 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 4'-formylbiphenyl-4-yl fluorosulfate
  参考文献：
  名称：

  A one-pot protocol for the fluorosulfonation and Suzuki coupling of phenols and bromophenols, streamlined access to biaryls and terphenyls

  摘要：

  一种用于苯酚的氟磺化和铃木偶联的一锅法协议被描述。

  DOI：

  10.1039/d0ob00406e
• 作为产物：
  描述：

  4’-甲氧基联苯-4-甲醛 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以72%的产率得到4’-羟基(1,1’-联苯)-4-甲醛
  参考文献：
  名称：

  [EN] INHIBITORS OF THE NOTCH TRANSCRIPTIONAL ACTIVATION COMPLEX AND METHODS FOR USE OF THE SAME
  [FR] INHIBITEURS DU COMPLEXE D'ACTIVATION DE TRANSCRIPTION DU RÉCEPTEUR NOTCH ET PROCÉDÉS D'UTILISATION DE CES DERNIERS

  摘要：

  本文披露了Notch转录激活复合物的抑制剂，以及它们在治疗或预防疾病（如癌症）中的使用方法。本文描述的抑制剂可以包括式（I）的化合物及其药用可接受盐：式（I），其中取代基如所述。

  公开号：

  WO2016154255A1

文献信息

• Pd(<scp>l</scp>-proline)₂complex: an efficient catalyst for Suzuki-Miyaura coupling reaction in neat water
  作者：Guofu Zhang、Yuxin Luan、Xingwang Han、Yong Wang、Xin Wen、Chengrong Ding

  DOI：10.1002/aoc.3129

  日期：2014.5

  An efficient catalytic system for Suzuki–Miyaura coupling reactions in neat water has been developed by using a water‐soluble Pd(l‐proline)2 catalyst. Under the optimized conditions, various biaryl compounds were obtained in good to excellent yields and a wide range of functional groups on the tested substrates were well tolerated. The catalytic system could be reused at least six times with no significant

  通过使用水溶性Pd（l-脯氨酸）2催化剂，开发了一种在纯水中进行Suzuki-Miyaura偶联反应的有效催化系统。在优化的条件下，可以良好的收率获得各种联芳基化合物，并且在被测底物上具有宽泛的官能团耐受性。催化体系可以重复使用至少六次，而不会造成活性的明显损失。版权所有©2014 John Wiley＆Sons，Ltd.
• Ionic Liquid Acceleration of Solid-Phase Suzuki−Miyaura Cross-Coupling Reactions
  作者：Jefferson D. Revell、A. Ganesan

  DOI：10.1021/ol0263292

  日期：2002.9.1

  [reaction: see text] Room-temperature ionic liquids promote various transition metal-catalyzed reactions in the solution phase. Here, for the first time, we show that these effects are translatable to solid-phase reactions. The Suzuki-Miyaura cross-coupling of 4-iodophenol immobilized on polystyrene-Wang resin with various arylboronic acids was significantly accelerated by the ionic liquid 1-butyl

  [反应：见正文]室温离子液体在溶液相中促进各种过渡金属催化的反应。在这里，我们首次展示了这些作用可转化为固相反应。离子液体1-丁基-3-甲基咪唑四氟硼酸酯（[bmim] [BF（4）（-）]）显着加速了固定在聚苯乙烯-Wang树脂上的4-碘苯酚与各种芳基硼酸的Suzuki-Miyaura交叉偶联。 。
• An oxidatively-activated safety catch linker for solid phase synthesis
  作者：Stephen G. Davies、Duncan A. B. Mortimer、Andrew W. Mulvaney、Angela J. Russell、Hjalmar Skarphedinsson、Andrew D. Smith、Richard J. Vickers

  DOI：10.1039/b802204f

  日期：——

  oxidatively activated safety catch linker for reaction monitoring and optimisation on solid support. The CAN promoted oxidative debenzylation of the tertiary N-benzylamine moiety, followed by concomitant cyclisation and release of alcohols and amines has been demonstrated both in solution phase model studies and on the solid phase. The linker system has been applied to the solid phase synthesis of a collection

  已开发出一种基于N-苄基-4-氨基-2,2-二甲基丁酸的系统，该系统是一种新型的氧化活化安全捕获连接剂，用于反应监控和固体载体上的优化。在溶液相模型研究和固相研究中均证实了CAN可以促进叔N-苄胺基部分的氧化脱苄基作用，随后伴随环化反应以及醇和胺的释放。接头系统已应用于一系列苯酚衍生物的固相合成，并已证明手性助剂从固相载体上的附着和释放。
• NOVEL TRISPHENOL COMPUND
  申请人：Yoshitomo Akira

  公开号：US20120220805A1

  公开（公告）日：2012-08-30

  A trisphenol compound is expressed by formula (1), wherein R represents an alkyl group or alkoxyl group with 1 to 8 carbon atoms, phenyl group or hydroxyl group; R 1 represents an alkyl group or alkoxyl group with 1 to 8 carbon atoms, or phenyl group; R 2 represents an alkyl group or alkoxyl group with 1 to 8 carbon atoms; R 3 represents a hydrogen atom or alkyl group with 1 to 8 carbon atoms; a represents 0, 1, 2, or 3; b represents 1 or 2; and c and d represent 0, 1, 2, 3, or 4; where the sum of b and c is 5 or less; R's may be either the same or different when a is 2 or more; R 1 's may be either the same or different when c is 2 or more; and R 2 's may be either the same or different when d is 2 or more.

  一种三酚化合物由式（1）表示，其中R代表具有1至8个碳原子的烷基基团或烷氧基基团，苯基或羟基；R1代表具有1至8个碳原子的烷基基团或烷氧基基团，或苯基；R2代表具有1至8个碳原子的烷基基团或烷氧基基团；R3代表氢原子或具有1至8个碳原子的烷基基团；a代表0、1、2或3；b代表1或2；c和d代表0、1、2、3或4；其中b和c的和小于或等于5；当a大于等于2时，R可能相同也可能不同；当c大于等于2时，R1可能相同也可能不同；当d大于等于2时，R2可能相同也可能不同。
• An acetatopalladium(II) complex with 1‐benzyl‐ <i>N</i> ‐(3,5‐di‐ <i>tert</i> ‐butylsalicylidene)piperidin‐4‐amine: Synthesis, structure and catalytic applications in Suzuki–Miyaura coupling of arylboronic acids with hydroxyaryl halides
  作者：Srinivas Keesara、G. Narendra Babu、Samudranil Pal

  DOI：10.1002/aoc.3778

  日期：2017.11

  L− and the monodenate OAc− provide a distorted square‐planar N2O2 coordination environment around the metal centre. The physicochemical properties and the spectroscopic features of [Pd(L)(OAc)] are consistent with its molecular structure. The complex was found to be an effective catalyst for the Suzuki–Miyaura cross‐coupling reactions of hydroxyaryl halides with arylboronic acids in predominantly aqueous

  合成了具有式[Pd（L）（OAc）]的席夫碱1-苄基N-（3,5-二叔丁基水杨基）哌啶-4-胺（HL）及其乙酰钯（II）配合物。HL和[Pd（L）（OAc）]均使用元素分析和各种光谱法（红外，紫外可见，1 H NMR和13 C NMR）和质谱测量进行了表征。使用X射线晶体学分析确定复合物的分子结构。在复合物中，钳状NNO供体大号-和monodenate OAC -提供一个扭曲的正方形平面Ñ 2 ö 2金属中心周围的协调环境。[Pd（L）（OAc）]的理化性质和光谱特征与其分子结构一致。发现该络合物是主要在水性介质中的羟基芳基卤化物与芳基硼酸的Suzuki-Miyaura交叉偶联反应的有效催化剂。该反应以宽的底物范围提供了良好至优异产率的羟基联芳基产物。