4-甲基-2-硝基苯基硼酸 | 143697-03-4

• 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-甲基-2-硝基苯基硼酸
• 中文别名: (4-甲基-2-硝基苯基)硼酸
• 英文名称: 2-nitro-4-methylphenylboronic acid
• 英文别名: 4-methyl-2-nitrobenzene boronic acid；(4-Methyl-2-nitrophenyl)boronic acid
• CAS: 143697-03-4
• 化学式: C₇H₈BNO₄
• mdl: MFCD06659821
• 分子量: 180.956
• InChiKey: AYHIVXNOPOXRIZ-UHFFFAOYSA-N

物化性质

• 熔点：
  240-244

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 安全说明：
  S26,S36
• 危险性防范说明：
  P210,P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P332+P313,P337+P313,P362,P370+P378,P403+P233,P403+P235,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Methyl-2-nitrophenylboronic acid
Product Name:
Synonyms:

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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

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Section 3. Composition/information on ingredients.
4-Methyl-2-nitrophenylboronic acid
Ingredient name:
CAS number: 143697-03-4

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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:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H8BNO4
Molecular weight: 181.0

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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, nitrogen oxides.

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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：

  4-甲基-2-硝基苯基硼酸 在 盐酸 、 四(三苯基膦)钯 、 铁粉 、 cesium fluoride 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 55.0h， 生成 C₁₅H₁₂BrNO₂
  参考文献：
  名称：

  Development of potent macrocyclic inhibitors of genotype 3a HCV NS3/4A protease

  摘要：

  A series of macrocyclic compounds containing 2-substituted-quinoline moieties have been discovered and shown to exhibit excellent HCV NS3/4a genotype 3a and genotype 1b R155K mutant activity while maintaining the high rat liver exposure. Cyclization of the 2-substituted quinoline substituent led to a series of tricyclic P2 compounds which also display superb gt3a potency. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.106
• 作为产物：
  描述：

  硼酸三甲酯 在 苯基氯化镁 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.42h， 以69%的产率得到4-甲基-2-硝基苯基硼酸
  参考文献：
  名称：

  WO2007/14922

  摘要：

  公开号：

文献信息

• Water‐Soluble Palladium(II) Sulfonated Thiosemicarbazone Complexes: Facile Synthesis and Preliminary Catalytic Studies in the Suzuki–Miyaura Cross‐Coupling Reaction in Water
  作者：Leah C. Matsinha、Jincheng Mao、Selwyn F. Mapolie、Gregory S. Smith

  DOI：10.1002/ejic.201500588

  日期：2015.8

  very stable in water at 70 °C. Consequently, preliminary catalytic experiments show the water-soluble complexes to be efficient catalyst precursors in the Suzuki–Miyaura cross-coupling reaction in water. No evidence of homo-coupling was observed and the water-soluble complexes demonstrated versatility in coupling substrates containing various functional groups.

  一系列单核和双核磺化缩氨基硫脲 PdII 复合物已被合成并使用核磁共振光谱、红外光谱、电喷雾电离质谱和元素分析进行​​表征。该配合物在室温下表现出优异的水溶性，此外，1H 和 31P1H} NMR 光谱实验表明，单核配合物 4 在 70°C 的水中非常稳定。因此，初步催化实验表明水溶性配合物是 Suzuki-Miyaura 交叉偶联反应中的有效催化剂前体。没有观察到同质偶联的证据，水溶性复合物在含有各种官能团的偶联底物上表现出多功能性。
• PYRROLOTRIAZINES AS ALK AND JAK2 INHIBITORS
  申请人：Breslin Henry J.

  公开号：US20120028919A1

  公开（公告）日：2012-02-02

  The present invention provides a compound of formula I or a salt form thereof, wherein Q 1 , Q 2 , Q 3 , and Q 4 are as defined herein. The compound of formula I has ALK and/or JAK2 inhibitory activity, and may be used to treat proliferative disorders.

  本发明提供了公式I或其盐形式的化合物，其中Q1、Q2、Q3和Q4的定义如本文所述。公式I的化合物具有ALK和/或JAK2抑制活性，可用于治疗增生性疾病。
• Pyrrolotriazines as ALK and JAK2 inhibitors
  申请人：Breslin Henry J.

  公开号：US08471005B2

  公开（公告）日：2013-06-25

  The present invention provides a compound of formula I or a salt form thereof, wherein Q1, Q2, Q3, and Q4 are as defined herein. The compound of formula I has ALK and/or JAK2 inhibitory activity, and may be used to treat proliferative disorders.

  本发明提供了公式I或其盐形式的化合物，其中Q1、Q2、Q3和Q4的定义如本文所述。公式I的化合物具有ALK和/或JAK2抑制活性，并可用于治疗增殖性疾病。
• Promoting Reductive Tandem Reactions of Nitrostyrenes with Mo(CO)₆ and a Palladium Catalyst To Produce 3<i>H</i>-Indoles
  作者：Navendu Jana、Fei Zhou、Tom G. Driver

  DOI：10.1021/jacs.5b02946

  日期：2015.6.3

  The combination of Mo(CO)(6) and 10 Mol % of palladium acetate catalyzes the transformation of 2-nitroarenes to 3H-indoles through a tandem cyclization-[1,2] shift reaction of in situ generated nitrosoarenes. Mo(CO)(6) appears to have dual roles in this transformation generate generate CO and promote C-N bond formation to increase the yield of the N-heterocycle product.
• A facile and convenient synthesis of functionalized ortho-nitrophenylboronic acids
  作者：Scott E. Collibee、Jiaxin Yu

  DOI：10.1016/j.tetlet.2005.04.129

  日期：2005.6

  A variety of ortho-nitrophenylboronic acids bearing functional groups such as cyano, nitro, halo, alpha-bromomethyl, and ester were prepared in good yields via I-Mg exchange followed by quenching with trimethyl borate. All reagents employed in this procedure are commercially available and were used without further purification, and the procedure can be executed in about an hour. (c) 2005 Elsevier Ltd. All rights reserved.