4-苄氧基苯甲酸 | 29334-16-5

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 环羧酸
• 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-苄氧基苯甲酸
• 中文别名: (4-溴苯基)(苯基)甲醇；4-溴二苯甲醇
• 英文名称: phenyl(4-bromophenyl)methanol
• 英文别名: (4-bromophenyl)(phenyl)methanol；4-bromobenzhydrol；(p-bromophenyl)phenylmethanol；4-bromo-α-phenylbenzenemethanol；p-bromobenzhydrol；(4-bromophenyl)-phenylmethanol
• CAS: 29334-16-5
• 化学式: C₁₃H₁₁BrO
• 分子量: 263.134
• InChiKey: WTIWDBNPPSHSCB-UHFFFAOYSA-N

物化性质

• 熔点：
  61 °C
• 沸点：
  381.5±27.0 °C(Predicted)
• 密度：
  1.435±0.06 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R37/38
• 危险品运输编号：
  UN 3077
• 海关编码：
  2906299090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存储条件：室温、干燥且密封。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (4-Bromophenyl)(phenyl)methanol
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-Bromophenyl)(phenyl)methanol
CAS number: 29334-16-5

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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: C13H11BrO
Molecular weight: 263.1

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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 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

4-苄氧基苯甲酸是一种酸类有机物，常用于医药合成中间体。

应急措施

若吸入4-苄氧基苯甲酸，请将患者移至空气新鲜处；如皮肤接触，应脱去污染衣物，并用肥皂水和清水彻底清洗受影响部位。如有不适，请就医。若眼睛接触，应分开眼睑，用流动清水或生理盐水冲洗，并立即就医。如误食，应立即漱口，禁止催吐，并尽快就医。

反应信息

• 作为反应物：
  描述：

  4-苄氧基苯甲酸 在 乙酰溴 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 苯 为溶剂， 反应 35.0h， 生成 溴苯海明
  参考文献：
  名称：

  苯海拉明的两种新的甲基和吗啉衍生物对大鼠的抗炎作用

  摘要：

  苯海拉明是乙醇胺类的第一代组胺H 1受体拮抗剂之一，具有许多药理特性，包括抗炎作用。在这项研究中，溴（II）和I的两个新的甲苯基衍生物（Di [对甲苯基] [二甲基氨基乙氧基]甲烷（III）和（Di [对甲苯基] [2-吗啉代乙氧基]甲烷（IV））合成。用福尔马林和组胺诱导的大鼠爪水肿评估了它们的急性和慢性抗炎活性。还测量了福尔马林和组胺引起的足爪水肿，二甲苯引起的耳部水肿以及在腹膜腔涂乙酸后的腹膜炎中的血管通透性，并与II进行了比较。选择棉丸诱导的肉芽肿模型来诱导大鼠慢性炎症。新合成的苯海拉明类似物似乎可以有效减少急性炎症。结论是，新药的显着抗炎作用可能与其降低血管通透性机制或对H 1组胺受体的拮抗作用有关。

  DOI：

  10.1007/s00044-011-9891-y
• 作为产物：
  描述：

  2,4,6-tribromo-benzophenone 在 氢氧化钾 作用下， 生成 4-苄氧基苯甲酸
  参考文献：
  名称：

  Montagne, Recueil des Travaux Chimiques des Pays-Bas, 1908, vol. 27, p. 353

  摘要：

  DOI：

文献信息

• Waste-Free Swift Synthesis of Symmetrical and Unsymmetrical Diarylmethyl Thioethers from Diaryl Carbinols
  作者：Rama Peddinti、Pallavi Singh

  DOI：10.1055/s-0036-1589022

  日期：2017.8

  to synthesize symmetrical and unsymmetrical diarylmethyl thioethers from diaryl carbinols and thiols in good to quantitative yields is reported. The thiol scope included alkyl and aryl thiols bearing electron-donating and electron-withdrawing groups. Short reaction time, high atom economy, inexpensive activator, free from workup and aryl halides, and gram-scale synthesis are the significant features

  摘要 报导了一种无浪费且快速的方案，可以从二芳基甲醇和硫醇以良好的定量收率合成对称和不对称的二芳基甲基硫醚。硫醇范围包括带有给电子基团和吸电子基团的烷基和芳基硫醇。短反应时间，高原子经济性，廉价的活化剂，免于后处理和芳基卤化物以及克级合成是新协议的重要特征。 报导了一种无浪费且快速的方案，可以从二芳基甲醇和硫醇以良好的定量收率合成对称和不对称的二芳基甲基硫醚。硫醇范围包括带有给电子基团和吸电子基团的烷基和芳基硫醇。短反应时间，高原子经济性，廉价的活化剂，免于后处理和芳基卤化物以及克级合成是新协议的重要特征。
• The Ritter Reaction under Truly Catalytic Brønsted Acid Conditions
  作者：Roberto Sanz、Alberto Martínez、Verónica Guilarte、Julia M. Álvarez-Gutiérrez、Félix Rodríguez

  DOI：10.1002/ejoc.200700562

  日期：2007.10

  (DNBSA) catalyze the Ritter reaction of secondary benzylic alcohols giving rise to the corresponding N-benzylacetamides in usually high yields. Reactions can be conducted without exclusion of oxygen and without the need of dry solvents. With tertiary α,α-dimethylbenzylic alcohols a different pathway involving a formal dimerization reaction takes place under the acid-catalytic conditions used. (© Wiley-VCH

  简单的有机酸如 2,4-二硝基苯磺酸 (DNBSA) 催化仲苄醇的 Ritter 反应，通常以高产率生成相应的 N-苄基乙酰胺。反应可以在不排除氧气和不需要干燥溶剂的情况下进行。对于叔 α,α-二甲基苄醇，在所使用的酸催化条件下发生了涉及正式二聚反应的不同途径。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
• Chemoselective transfer hydrogenation of nitroarenes, aldehydes and ketones with propan-2-ol catalysed by Ni-stabilized zirconia
  作者：T. T. Upadhya、S. P. Katdare、D. P. Sabde、Veda Ramaswamy、A. Sudalai

  DOI：10.1039/a701518f

  日期：——

  Nickel-stabilized zirconia (Zr 0.8 Ni 0.2 O 2 ), a reusable, solid catalyst, efficiently catalyses the chemoselective reduction of nitroarenes, aldehydes and ketones using propan-2-ol and KOH, in the liquid phase, exhibiting the reactivity order NO 2 >> CO > C–X >>CC.

  镍稳定氧化锆（Zr₀.₈Ni₀.₂O₂）作为一种可重复使用的固体催化剂，能高效催化选择性还原硝基芳烃、醛和酮，使用丙-2-醇和KOH在液相中进行反应，表现出反应活性次序为NO₂ > CO > C–X > CC。
• Base-free oxidation of alcohols enabled by nickel(<scp>ii</scp>)-catalyzed transfer dehydrogenation
  作者：Danfeng Ye、Zhiyuan Liu、Jonathan L. Sessler、Chuanhu Lei

  DOI：10.1039/d0cc03966g

  日期：——

  An efficient nickel(II)-catalyzed transfer dehydrogenation oxidation of alcohols is reported that relies on cyclohexanone as the formal oxidant and does not require the use of an external base. The synthetic utility of this protocol is demonstrated via the facile oxidation of structurally complicated natural products.

  据报道，醇的有效的镍（II）催化的转移脱氢氧化依赖环己酮作为形式氧化剂，不需要使用外部碱。该协议的合成用途通过结构复杂的天然产物的容易氧化得到证明。
• Effects of Phosphorus Substituents on Reactions of α-Alkoxyphosphonium Salts with Nucleophiles
  作者：Akihiro Goto、Kazuki Otake、Ozora Kubo、Yoshinari Sawama、Tomohiro Maegawa、Hiromichi Fujioka

  DOI：10.1002/chem.201200480

  日期：2012.9.3

  The effects of phosphorus substituents on the reactivity of α‐alkoxyphosphonium salts with nucleophiles has been explored. Reactions of α‐alkoxyphosphonium salts, prepared from various acetals and tris(o‐tolyl)phosphine, with a variety of nucleophiles proceeded efficiently. These processes represent the first examples of high‐yielding nucleophilic substitution reactions of α‐alkoxyphosphonium salts

  研究了磷取代基对α-烷氧基salts盐与亲核试剂反应性的影响。由各种缩醛和三（邻甲苯基）膦制备的α-烷氧基phosph盐与各种亲核试剂的反应有效进行。这些过程代表了α-烷氧基phosph盐高亲核取代反应的第一个例子。这些盐的反应性分别取决于空间和电子因素之间的平衡，分别由锥角θ和CO拉伸频率ν（分别为空间和电子参数）表示。此外，由Ph 3衍生的α-烷氧基phosph盐的新反应观察到带有格氏试剂的P在O 2的存在下发生，以高收率得到醇。为此过程提出了一种自由基机理，该机理已获得同位素标记和自由基抑制实验的支持。

表征谱图