4-戊氧基苯硼酸 | 146449-90-3

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-戊氧基苯硼酸
• 中文别名: 4-正戊氧基苯硼酸；4-戊氧基苯基硼酸
• 英文名称: [4-(pentyloxy)phenyl]boronic acid
• 英文别名: 4-n-pentyloxybenzeneboronic acid；4-n-pentoxyphenylboronic acid；4-Pentyloxyphenylboronic acid；(4-pentoxyphenyl)boronic acid
• CAS: 146449-90-3
• 化学式: C₁₁H₁₇BO₃
• 分子量: 208.065
• InChiKey: WHFKSJLAGACWMF-UHFFFAOYSA-N

物化性质

• 熔点：
  98-100°C
• 沸点：
  355.3±44.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• 海关编码：
  2942000000
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
4-Pentyloxyphenylboronic acid
Product Name:
Synonyms:

---

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-Pentyloxyphenylboronic acid
Ingredient name:
CAS number: 146449-90-3

---

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: C11H17BO3
Molecular weight: 208.1

---

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：

  2,5-二溴甲苯 、 4-戊氧基苯硼酸 在 四(三苯基膦)钯 、 水 、 sodium carbonate 作用下， 以 乙醇 、 苯 为溶剂， 反应 40.0h， 生成 4,4"-dipentyloxy-2'-methyl-p-terphenyl
  参考文献：
  名称：

  Yu, Z. N.; Tu, H. L.; Wan, X. H., Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2003, vol. 391, p. 41 - 56

  摘要：

  DOI：
• 作为产物：
  描述：

  4-正戊氧基溴苯 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 4-戊氧基苯硼酸
  参考文献：
  名称：

  Suzuki-Miyaura Reaction of Chloroarenes Using Pd(PPh₃)₄ as Catalyst

  摘要：

  研究人员对多种氯代烯烃的反应活性进行了调查，发现氯代硝基烯烃在 Pd(PPh3)4 / [Pd(PPh3)2Cl2/n-Ph3] 催化剂的作用下可发生简单的芳基化反应。此外，4-氯苯甲醛也在该条件下发生了芳基化反应，尽管催化剂负载量较高。

  DOI：

  10.3184/030823410x12624523028293

文献信息

• Arylation of chloroanthraquinones by surprisingly facile Suzuki–Miyaura cross-coupling reactions
  作者：Thies Thiemann、Yasuko Tanaka、Jesus Iniesta、H. Tresa Varghese、C. Yohannan Pannicker

  DOI：10.3184/030823409x12586584303880

  日期：2009.12

  Chloroanthraquinones were found to undergo facile Suzuki–cross coupling with substituted phenyl boronic acids using a commercial catalyst Pd(PPh₃)₄ and with Pd(PPh₃)₄ prepared in situ from Pd(PPh₃)₂Cl₂ and PPh₃.

  研究发现，使用商用催化剂 Pd(PPh3)4 以及由 Pd(PPh3)2Cl2 和 PPh3 原位制备的 Pd(PPh3)4，氯蒽醌可与取代的苯基硼酸发生简单的铃木交叉偶联。
• Benzo-2,1,3-thiadiazole-based, highly dichroic fluorescent dyes for fluorescent host–guest liquid crystal displays
  作者：Xuelong Zhang、Hideki Gorohmaru、Masami Kadowaki、Takako Kobayashi、Tsutomu Ishi-i、Thies Thiemann、Shuntaro Mataka

  DOI：10.1039/b402645d

  日期：——

  The highly dichroic fluorescent dyes 4,7-bis(p-alkoxyphenyl)-, 4,7-bis(p-alkoxymethylphenyl)-, and 4,7-bis(p-alkoxycarbonylphenyl)-2,1,3-benzothiadiazoles have been synthesized and their dichroic properties evaluated. A solution of the former dye dispersed in the commercial liquid crystalline MLC-2039 host phase showed a dichroic ratio value for fluorescence up to 9.1.

  我们合成了 4,7-双（对烷氧基苯基）-、4,7-双（对烷氧基甲基苯基）-和 4,7-双（对烷氧基羰基苯基）-2,1,3-苯并噻二唑高二色性荧光染料，并评估了它们的二色性。前一种染料分散在商用液晶 MLC-2039 主相中的溶液显示，荧光的二色性比值高达 9.1。
• 一类π-体系扩展香豆素化合物及其制备方法和作为光致发光材料的应用
  申请人：陕西师范大学

  公开号：CN111153884B

  公开（公告）日：2023-02-03

  本发明公开了一类π‑体系扩展香豆素化合物及其制备方法和作为光致发光材料的应用，该类化合物的结构式为或式中R1、R2和R4分别代表氢或C1～C6烷氧基；R3代表氢、C1～C6烷氧基、羟基、C1～C6烷基、醛基、苯甲酰基、氟、三氟甲基、氨基、二甲基氨基、二苯基氨基、二甲苯基氨基；X为O或S。本发明以1‑溴‑迫苯并萘并[1,2,3‑de]苯并吡喃‑2‑酮类化合物为原料，经Suzuki交叉偶联芳基化反应和蓝光LED辐射光照关环反应，即得到目标化合物；该类化合物具有光致发光性能，是一种新型的光致发光材料，可在纸质上印成各种防伪标志，用于防变造或伪造，也可塑封于不锈钢片上，在夜间作为路标指示灯。
• Method for producing (1,1′,4, 11″)-terphenyl compounds
  申请人：Clariant GmbH

  公开号：US06762315B1

  公开（公告）日：2004-07-13

  The invention relates to a method for producing [1,1′:4′,1″]-terphenyl compounds of the formula which comprises reacting a metal aryl of the formula with a boric ester at −80 to 40° C. in the presence of an inert solvent, converting the reaction product by hydrolysis into a boronic acid of the formula reacting the boronic acid, a boronic anhydride obtainable from boronic acid by elimination of water, or a mixture of boronic acid and boronic anhydride, with an alcohol, and reacting the boronic ester formed thereby with a biphenyl compound of the formula at 40 to 180° C. in the presence of a catalyst, of an acid-binding agent and of a polar solvent.

  本发明涉及一种制备式为[1,1′:4′,1″]-三苯基化合物的方法，包括在惰性溶剂存在下，将式为金属芳基的化合物与硼酸酯在-80至40℃反应，通过水解将反应产物转化为式为硼酸的化合物，将硼酸、由硼酸通过水的消除得到的硼酸酐或硼酸和硼酸酐混合物与醇反应，然后在存在催化剂、酸中和剂和极性溶剂的条件下，将所形成的硼酸酯与式为联苯的化合物在40至180℃反应。
• A Light-emitting Liquid Crystal Containing <i>p</i>-Terphenyl and an Alkylsilyl Group
  作者：Kyohei Otsuka、Shintaro Ishida、Soichiro Kyushin

  DOI：10.1246/cl.2012.307

  日期：2012.3.5

  A light-emitting liquid crystal containing p-terphenyl and a pentylsilyl group was synthesized, and its thermodynamic and photochemical properties were studied. The pentylsilyl group was found to work as a flexible side chain of a thermotropic liquid crystal. This compound shows intense blue fluorescence in hexane and in the liquid crystal state.

  我们合成了一种含有对三联苯和戊基硅烷基团的发光液晶，并对其热力学和光化学性质进行了研究。研究发现，戊基硅烷基团可作为热致液晶的柔性侧链。该化合物在己烷和液晶状态下呈现强烈的蓝色荧光。