6-丙氧基吡啶-3-硼酸 | 1150114-50-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 6-丙氧基吡啶-3-硼酸
• 中文别名: 2-丙氧基吡啶-5-硼酸；2-正丙基氧基-5-吡啶硼酸
• 英文名称: 6-propoxypyridine-3-boronic acid
• 英文别名: 6-propoxy-3-pyridinylboronic acid；(6-Propoxypyridin-3-yl)boronic acid
• CAS: 1150114-50-3
• 化学式: C₈H₁₂BNO₃
• mdl: MFCD11855844
• 分子量: 180.999
• InChiKey: CJLTUVAWEWYGJU-UHFFFAOYSA-N

物化性质

• 沸点：
  333.5±52.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  62.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Propoxypyridine-5-boronic acid
Synonyms: 6-Propoxypyridine-3-boronic acid

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Propoxypyridine-5-boronic acid
CAS number: 1150114-50-3

---

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.

---

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.
Store in closed vessels, refrigerated.
Storage:

---

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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H12BNO3
Molecular weight: 181.0

---

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

---

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：

  亚磷酸二异丙酯 、 6-丙氧基吡啶-3-硼酸 在 三苯基膦 、 palladium dichloride 、 silver(l) oxide 作用下， 反应 2.0h， 以94%的产率得到diisopropyl (6-propoxy-3-pyridinyl)phosphonate
  参考文献：
  名称：

  Pd-catalyzed C–P coupling of heteroaryl boronic acid with H-phosphonate diester

  摘要：

  We report herein a novel protocol to construct C-P bond from heteroaryl boronic acid with H-phosphonate diester under Pd-Ag catalyzed system without addition of base. This method, directly using commercial available heteroaryl boronic acid as the starting material, provides a new way to synthesize a variety of useful heteroaryl phosphonates. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.05.038
• 作为产物：
  描述：

  2-氟-5-溴吡啶 在 正丁基锂 、 sodium hydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 15.5h， 生成 6-丙氧基吡啶-3-硼酸
  参考文献：
  名称：

  硼物种作为金黄色葡萄球菌NorA外排泵的有希望的抑制剂：6-取代的吡啶-3-硼酸衍生物的研究

  摘要：

  响应于抗生素的广泛使用，细菌已经进化出许多防御抗菌剂的机制。其中，通过外排泵将抗菌剂挤出细菌细胞外是引起关注的主要原因。起初仅限于一种或几种与结构相关的抗生素，然后细菌耐药性逐渐发展为不同种类抗生素之间的交叉耐药性，从而产生了多药耐药性微生物。这些病原体的出现需要开发新的治疗策略，抑制外排泵似乎是可以恢复现有抗生素效力的有前途的策略。NorA是金黄色葡萄球菌研究最多的染色体外排泵; 已知这暗示了耐甲氧西林的金黄色葡萄球菌（MRSA）菌株对包括亲水性氟喹诺酮在内的各种无关底物的抗性。从我们先前鉴定为NorA过表达Sure aureus金黄色葡萄球菌1199B菌株（SA1199B）的NorA外排泵的潜在抑制剂的6-苄氧基吡啶-3-硼酸I开​​始，我们在此描述一系列6-（芳基）烷氧基吡啶-3-硼酸。发现6-（3-苯丙氧基）吡啶-3-硼酸3i和6-（4-苯基丁氧基）吡啶-3-硼酸3j与母体化合物I

  DOI：

  10.1016/j.ejmech.2015.02.056

文献信息

• Synthesis of β-heteroaryl carbonyl compounds via direct cross-coupling of allyl alcohols with heteroaryl boronic acids under cooperative bimetallic catalysis
  作者：Mingxiang Zhu、Hongli Du、Jingya Li、Dapeng Zou、Yusheng Wu、Yangjie Wu

  DOI：10.1016/j.tetlet.2018.02.021

  日期：2018.4

  The eco-friendly cooperative Cu/Pd-catalyzed oxidative Heck reaction of allyl alcohols with heteroaryl boronic acids under air was described. The ready availability of starting materials and the mild reaction conditions made this protocol a safe and operationally convenient strategy for the efficient synthesis of β-heteroaryl carbonyl compounds.

  描述了空气中烯丙醇与杂芳基硼酸的生态友好的铜/钯催化的协同氧化Heck反应。起始原料的易得性和温和的反应条件使该方案成为有效合成β-杂芳基羰基化合物的安全且操作便捷的策略。