(4-正丙氧羰基)苯硼酸 | 91062-38-3

• 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-正丙氧羰基)苯硼酸
• 中文别名: 4-丙氧基羰基苯硼酸；(4-丙氧基羰基)苯基硼酸
• 英文名称: (4-propoxycarbonylphenyl)boronic acid
• 英文别名: p-Propyloxycarbonyl-phenylborsaeure；4-Propoxycarbonyl-phenylboronsaeure；(4-carbopropyloxy phenyl)dihydroxy borane；4-(Propoxycarbonyl)phenylboronic acid
• CAS: 91062-38-3
• 化学式: C₁₀H₁₃BO₄
• mdl: MFCD06659852
• 分子量: 208.022
• InChiKey: XJEONFAJOXSZDX-UHFFFAOYSA-N

物化性质

• 熔点：
  108-112
• 沸点：
  366.4±44.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  按规定使用和贮存的这些物质不会分解，并且能够避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R22
• 海关编码：
  2931900090
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
(4-Propoxycarbonyl)phenylboronic acid
Product Name:
Synonyms: Propyl 4-Boronobenzoate

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
(4-Propoxycarbonyl)phenylboronic acid
Ingredient name:
CAS number: 91062-38-3

---

Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

---

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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H13BO4
Molecular weight: 208.0

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (±)-2-(4-iodophenyl)-1,4-dioxaspiro[4.5]deca-6,9-dien-8-one 、 (4-正丙氧羰基)苯硼酸 在 双三苯基磷二氯化钯 、 caesium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 (±)-2-{4-(4-propoxycarbonyl)phenyl}-1,4-dioxaspiro[4.5]deca-6,9-dien-8-one
  参考文献：
  名称：

  Design and synthesis of 2-phenyl-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-ones as potential anticancer agents starting from cytotoxic spiromamakone A

  摘要：

  The spirocycle is a key structure found in many bioactive compounds. From the cytotoxic and spirocyclic natural product, spiromamakone A (1) and its analogues, a more synthetically accessible spiroacetal template 4 was designed based on structural similarity analysis. A total of 50 compounds were rapidly synthesized in only one or two synthetic steps from the starting compound, and their cytotoxicity was evaluated. As a result, (+/-)-(2R*,5R*)-2-(4-iodophenyl)-7-chloro-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-one (7d-II) was discovered and found to be fifteen-fold more cytotoxic than 1. The easily accessible spiroacetal 7d-II appeared to act in a manner similar to the highly oxidized natural product, spiromamakone A (1). (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.05.030
• 作为产物：
  描述：

  对羟基苯甲酸丙酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 sodium hydride 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 31.5h， 生成 (4-正丙氧羰基)苯硼酸
  参考文献：
  名称：

  通过光化学 1,3-硼酸酯重排化学选择性合成 α-叔羟基肟

  摘要：

  具有相邻亲核不稳定基团的叔醇在生物活性分子中普遍存在，但合成具有挑战性。在此，我们介绍了一种直接、无保护基团的方法，通过光化学 1,3-硼酸酯重排获得 α-叔羟基肟。该反应使用现成的硼酸实现高产率（高达 94%），可扩展到克级，并允许进一步衍生化为其他含氮分子。

  DOI：

  10.1021/acs.orglett.4c02353

文献信息

• Arylboronic compounds—VIII
  作者：B. Serafin、M. Makosza

  DOI：10.1016/s0040-4020(01)99333-0

  日期：1963.1

  Some new derivatives of carboxy and hydroxyphenylboronic acid (I–VI) have been prepared and the direct halogenation of ortho and para hydroxy and methoxyphenylboronic acids has been investigated.

  羧基和羟基苯基硼酸（I-VI）的一些新的衍生物已被制备并直接卤化邻位和对位羟基和甲氧基苯基酸进行了研究。
• 一种Pz-2COOH-SO₂配体及其制备方法和应用
  申请人：广东工业大学

  公开号：CN115521273A

  公开（公告）日：2022-12-27

  本发明公开一种Pz‑2COOH‑SO2配体及其制备方法和应用，该Pz‑2COOH‑SO2配体具有噻吩嗪主体结构和连接在噻吩嗪结构上的苯甲酸基团，其中噻吩嗪中的‑NH可以通过质子化和脱质子的作用，实现酸性pH传感；苯甲酸基团的羧基能够和发光金属离子配位，将Pz‑2COOH‑SO2配体与发光金属离子构建成金属有机框架材料，作为酸性pH传感材料，能够快速鉴定酸性溶液的pH范围和定量鉴定溶液的pH值。该Pz‑2COOH‑SO2配体制备方法以噻吩嗪为原料，经卤代、Suzuki偶联、氧化和水解及酸处理得到Pz‑2COOH‑SO2配体；反应过程成熟，收率高，不需要复杂的工艺过程和苛刻的反应条件。
• Design and synthesis of 2-phenyl-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-ones as potential anticancer agents starting from cytotoxic spiromamakone A
  作者：Shinichiro Fuse、Kennichi Inaba、Motoki Takagi、Masahiro Tanaka、Takatsugu Hirokawa、Kohei Johmoto、Hidehiro Uekusa、Kazuo Shin-ya、Takashi Takahashi、Takayuki Doi

  DOI：10.1016/j.ejmech.2013.05.030

  日期：2013.8

  The spirocycle is a key structure found in many bioactive compounds. From the cytotoxic and spirocyclic natural product, spiromamakone A (1) and its analogues, a more synthetically accessible spiroacetal template 4 was designed based on structural similarity analysis. A total of 50 compounds were rapidly synthesized in only one or two synthetic steps from the starting compound, and their cytotoxicity was evaluated. As a result, (+/-)-(2R*,5R*)-2-(4-iodophenyl)-7-chloro-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-one (7d-II) was discovered and found to be fifteen-fold more cytotoxic than 1. The easily accessible spiroacetal 7d-II appeared to act in a manner similar to the highly oxidized natural product, spiromamakone A (1). (C) 2013 Elsevier Masson SAS. All rights reserved.