4-苄氧基-2-羟基苯乙酮 | 29682-12-0

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-苄氧基-2-羟基苯乙酮
• 中文别名: 2-羟基-4-苄氧基苯乙酮；4'-苄氧基-2'-羟基苯乙酮
• 英文名称: 1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone
• 英文别名: 4-benzyloxy-2-hydroxyacetophenone；2'-hydroxy-4'-benzyloxyacetophenone；1-(4-(benzyloxy)-2-hydroxyphenyl)ethan-1-one；4′-benzyloxy-2′-hydroxyacetophenone；2-hydroxy-4-(phenylmethoxy)acetophenone；4'-Benzyloxy-2'-hydroxyacetophenone；1-(2-hydroxy-4-phenylmethoxyphenyl)ethanone
• CAS: 29682-12-0
• 化学式: C₁₅H₁₄O₃
• mdl: MFCD00054612
• 分子量: 242.274
• InChiKey: AGQNLHOTLJFJCG-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106°C
• 沸点：
  415.7±30.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、甲醇（微溶、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2914509090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  -20°C

SDS

4'-Benzyloxy-2'-hydroxyacetophenone Revision number: 4
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 4'-Benzyloxy-2'-hydroxyacetophenone

Revision number: 4

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Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
None
Pictograms or hazard symbols
Signal word No signal word
None
Hazard statements
Precautionary statements: None.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 4'-Benzyloxy-2'-hydroxyacetophenone
Percent: >98.0%(GC)
CAS Number: 29682-12-0
Chemical Formula: C15H14O3

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:
4'-Benzyloxy-2'-hydroxyacetophenone

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: crystal - powder
White - Pale yellow red
Color:
Odor: No data available
pH: No data available
Melting point/freezing point:105°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility: No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
4'-Benzyloxy-2'-hydroxyacetophenone

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Section 11. TOXICOLOGICAL INFORMATION
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobillity in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not Listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-苄氧基-2-羟基苯乙酮 在 盐酸 、 sodium hydroxide 、 potassium peroxomonosulphate 、 sodium 、 potassium carbonate 、 溶剂黄146 作用下， 以 吡啶 、 丙酮 为溶剂， 反应 58.5h， 生成 7-羟基-6-甲氧基色酮
  参考文献：
  名称：

  Arakawa, Yoshihito; Chiji, Hideyuki; Izawa, Masao, Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2029 - 2034

  摘要：

  DOI：
• 作为产物：
  描述：

  4-乙酰基-3-羟基乙酸苯酯 在 sodium hydroxide 、 potassium carbonate 、 丙酮 、 potassium iodide 作用下， 生成 4-苄氧基-2-羟基苯乙酮
  参考文献：
  名称：

  Plant Polyphenols. IV. Migration of Acetyl Groups during Alkylation of the Partial Acetates of Flavonoid Compounds

  摘要：

  DOI：

  10.1021/ja01553a053
• 作为试剂：
  描述：

  2,4-二羟基苯乙酮 、 N,N-二甲基甲酰胺 、 、 sodium;hydride 、 氯化苄 在 ice 、 4-苄氧基-2-羟基苯乙酮 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 生成 4-苄氧基-2-羟基苯乙酮
  参考文献：
  名称：

  Inotropic agents

  摘要：

  本发明提供了某些苯基取代咪唑化合物，它们的药物配方以及它们作为正性肌力药物和血管扩张剂的用途。

  公开号：

  US04537889A1

文献信息

• Photoactive coumarin derivatives
  申请人：Hoechst Celanese Corp.

  公开号：US05726295A1

  公开（公告）日：1998-03-10

  A new class of 3,4-dihydrocoumarin derivatives which are useful as photoactive compounds in a wide variety of applications including photoresists and other opto-electronic applications are disclosed and claimed. Preferred embodiments include ether, ester, carbonate, and sulfonate derivatives of 5-hydroxy, 6-hydroxy, and 7-hydroxy-3-diazo-4-oxo-3,4-dihydrocoumarins. These compounds exhibit very high photosensitivity in the deep ultraviolet (DUV) region (ca. 250 nm), and therefore, are useful as photoactive compounds in DUV photoresist formulations.

  一种新的3,4-二氢香豆素衍生物类别被揭示和声明，这些衍生物在各种应用中作为光敏化合物非常有用，包括光刻胶和其他光电应用。首选实施例包括5-羟基、6-羟基和7-羟基-3-重氮基-4-氧代-3,4-二氢香豆素的醚、酯、碳酸酯和磺酸盐衍生物。这些化合物在深紫外（DUV）区域（约250纳米）表现出非常高的光敏性，因此在DUV光刻胶配方中作为光敏化合物非常有用。
• Facile one-pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers under mild conditions
  作者：Sachin Sakate、Sumit Kamble、Rajiv Chikate、Chandrashekhar Rode

  DOI：10.1080/10610278.2016.1267858

  日期：2017.6.3

  Abstract We report here the facile, room temperature, catalyst free, one pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers. Anhydrous potassium carbonate (K2CO3) as a mild base along with dimethyl sulfoxide generates the phenoxide ion which facilitates the nucleophilic substitution of bromoalkanes to yield the corresponding crown ethers.

  摘要 我们在此报告了脂肪族桥连二芳氧基化合物、环状醚和冠醚的简便、室温、无催化剂、一锅法合成。无水碳酸钾 (K2CO3) 作为弱碱与二甲基亚砜一起生成苯氧离子，促进溴代烷烃的亲核取代以产生相应的冠醚。
• Acidic Rearrangement of (Benzyloxy)chalcones: A Short Synthesis of Chamanetin
  作者：Gustavo Seoane、Gabriel Sagrera

  DOI：10.1055/s-0029-1217064

  日期：——

  Treatment of (benzyloxy)chalcones with trifluoroacetic acid in refluxing chloroform gave several new benzyl(hydroxy)flavanones in high yields and good regioselectivities. By using this procedure, we prepared the natural compound chamanetin in good yield from readily available reagents. benzylation - rearrangements - protecting groups - chamanetin - chalcones

  在回流的氯仿中用三氟乙酸处理（苄氧基）查耳酮以高收率和良好的区域选择性得到了几种新的苄基（羟基）黄酮。通过使用此程序，我们从容易获得的试剂中以高收率制备了天然化合物Chamanetin。 苄基化-重排-保护基-香豆素-查尔酮
• AUTOPHAGY INHIBITORS
  申请人：Deutsches Krebsforschungszentrum

  公开号：EP3184514A1

  公开（公告）日：2017-06-28

  A compound, which is a) a tetrahydrotriazine derivative of the formula (I), a tautomer, a pharmaceutically acceptable salt, a solvate or hydrate thereof, were the symbols have the meanings given in the description, or b) a coumarin derivative of the formula (II), a tautomer, a pharmaceutically acceptable salt, solvate or hydrate thereof, were the symbols have the meanings given in the description, is useful in a therapeutical method for inhibiting autophagy in a cell and for the treatment of cancer.

  一种化合物，其为 a) 公式（I）的四氢三唑衍生物， 其互变体，药学上可接受的盐，溶剂合物或水合物，其中符号的含义如描述中所给， 或者 b) 公式（II）的香豆素衍生物， 其互变体，药学上可接受的盐，溶剂合物或水合物，其中符号的含义如描述中所给， 在细胞中抑制自噬并用于癌症治疗的治疗方法中是有用的。
• Single and double intramolecular proton transfers in the electronically excited state of flavone derivatives
  作者：I. E. Serdiuk、A. D. Roshal

  DOI：10.1039/c5ra13912k

  日期：——

  to take part in Excited State Intramolecular Double Proton Transfer (ESIDPT), we synthesized two carbonyl derivatives of 3,7-dihydroxyflavone, both containing two different proton-transfer sites as well as related carbonyl derivatives of 3-hydroxyflavone and 7-hydroxyflavone. All the examined hydroxyflavones were found to participate in the Excited State Intramolecular Proton Transfer (ESIPT). ESIPT

  为了创建能够参与激发态分子内双质子转移（ESIDPT）的黄酮衍生物，我们合成了3,7-二羟基黄酮的两个羰基衍生物，它们都包含两个不同的质子转移位点以及相关的3-羟基黄酮和7-羟基黄酮。发现所有检查的羟基黄酮均参与兴奋态分子内质子转移（ESIPT）。与涉及7-羟基和6 / 8-羰基片段的ESIPT相比，涉及3-羟基和4-羰基的ESIPT具有更高的阻隔性。根据提供的数据，3,7-二羟基-2-苯基-6-（3-苯基丙酰基）-4 H-chromen-4-one经历两阶段的ESIDPT，形成中间互变异构体。这种ESIDPT会导致互变异构形式，其激发态的辐射失活速率异常低，从而限制了低荧光量子产率。3,7-二羟基-4-氧代-2-苯基-4 H-亚甲基-8-甲醛在电子激发态下的行为类似于3-羟基黄酮衍生物，因此我们推断该化合物中存在单个ESIPT 。