3-甲基-5-(4,4,5,5-四甲基[1,3,2]二噁硼烷-2-基)苯酚 | 889659-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-甲基-5-(4,4,5,5-四甲基[1,3,2]二噁硼烷-2-基)苯酚
• 中文别名: 3-甲基-5-羟基-苯硼酸频哪醇酯
• 英文名称: 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• CAS: 889659-70-5
• 化学式: C₁₃H₁₉BO₃
• 分子量: 234.103
• InChiKey: HECOEAIIOZQGFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P330,P363,P501
• 危险性描述：
  H302,H312,H332

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Hydroxy-5-methylphenylboronic acid, pinacol ester
Synonyms: 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

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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: 3-Hydroxy-5-methylphenylboronic acid, pinacol ester
CAS number: 889659-70-5

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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: C13H19BO3
Molecular weight: 234.1

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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.

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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

反应信息

• 作为反应物：
  描述：

  3-甲基-5-(4,4,5,5-四甲基[1,3,2]二噁硼烷-2-基)苯酚 、 4-amino-5-bromophthalodinitrile 在 palladium diacetate potassium carbonate 、 三(邻甲基苯基)磷 、 盐酸 作用下， 以 水 、 异丙醇 、 甲苯 、 乙酸乙酯 为溶剂， 反应 3.0h， 以74%的产率得到4-Amino-5-(3-hydroxy-5-methylphenyl)benzene-1,2-dicarbonitrile
  参考文献：
  名称：

  Novel azo dye compound

  摘要：

  化合物的化学式为（I）：化学式（I）其中Z1和Z2各自是形成芳香环所必需的原子；V1和V2各自是取代基W1或W2；当至少一个V1是W1时，至少一个V2是W2，或者当至少一个V1是W2时，至少一个V2是W1；r为1至4；s为1至4；M1是一个计数离子；m1是中和电荷所需的数量；W1是羟基，一级、二级或三级氨基，酰胺基或磺酰胺基；W2是硝基，氰基，烷氧羰基，芳基氧羰基，烷基或芳基磺酰基，氨基甲酰基，磺胺基，烯基，炔基，芳基，杂环，磺基，羧基，杂环氧基，铵基，烷基或芳基亚砜基，烷基或芳基磺酰基，酰基，或芳基或杂环偶氮基；芳香环可能具有除V1和V2之外的取代基。

  公开号：

  US20060142553A1
• 作为产物：
  描述：

  3,5-二羟基甲苯 在 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 甲烷磺酸(2-二环己基膦基-2',4',6'-三-异丙基-1,1'-联苯基)(2'-氨基-1,1'-联苯-2-基)钯(II) 、 potassium acetate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲苯 为溶剂， 反应 19.0h， 生成 3-甲基-5-(4,4,5,5-四甲基[1,3,2]二噁硼烷-2-基)苯酚
  参考文献：
  名称：

  烯丙醇的对映异构氟化：数据集设计揭示了非手性导向基团和手性阴离子之间的结构相互作用

  摘要：

  对映选择性值代表相对速率测量值，该测量值对底物和相互作用产生它们的催化剂的结构特征敏感。因此，精心设计的对映选择性数据集信息丰富，可以提供有关特定分子相互作用的关键见解。然而，如果对映体选择机制在整个数据集中有所不同，则无法轻松比较这些值。这一前提是自由能关系的关键，它暴露了识别多元相关性中的机械断裂的挑战性问题。在此，我们描述了一种在使用芳基硼酸作为瞬时导向基团的手性磷酸催化烯丙醇氟化的背景下解决该问题的方法。通过设计磷酸和硼酸结构系统变化的数据集，识别和分析了关键的对映选择性异常值。进行了一项机制研究，以揭示这些异常值的结构起源，这与数据集中存在的几种机制机制一致。虽然 2- 和 4-取代的芳基硼酸有利于大多数研究的催化剂产生 (R)-对映体，但间烷氧基取代的芳基硼酸与某些 (R)-磷酸结合使用时会产生 (S)-对映体。酸。我们认为这种选择性逆转是底物连接的硼酸和磷酸盐之间孤对-π相互

  DOI：

  10.1021/jacs.6b00356