3-苄氧基-4-甲氧基羰基苯硼酸频那醇酯 | 1073355-16-4

• 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: 3-苄氧基-4-甲氧基羰基苯硼酸频那醇酯
• 中文别名: 3-苄氧基-4-甲氧基羰基苯基硼酸,频哪醇酯
• 英文名称: methyl 2-(benzyloxy)-4-(pinacolboronic ester) benzoate
• 英文别名: Methyl 2-(benzyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate；methyl 2-phenylmethoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
• CAS: 1073355-16-4
• 化学式: C₂₁H₂₅BO₅
• 分子量: 368.238
• InChiKey: PBHDAXIPBGMAKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3-Benzyloxy-4-Methoxycarbonylphenylboronic Acid
Pinacol Ester
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R22
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.

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SECTION 3: Composition/information on ingredients
Substances
Molecular weight : 368,24 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3-Benzyloxy-4-Methoxycarbonylphenylboronic Acid Pinacol Ester
Acute Tox. 4; H302 <= 100 %
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3-Benzyloxy-4-Methoxycarbonylphenylboronic Acid Pinacol Ester
Xn, R22 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
No data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Nature of decomposition products not known.
Advice for firefighters
Wear self-contained breathing apparatus for firefighting if necessary.
Further information
No data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Storage class (TRGS 510): Non Combustible Solids
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour No data available
c) Odour Threshold No data available
d) pH No data available
e) Melting point/freezing No data available
point
f) Initial boiling point and No data available
boiling range
g) Flash point No data available
h) Evaporation rate No data available
i) Flammability (solid, gas) No data available
j) Upper/lower No data available
flammability or
explosive limits
k) Vapour pressure No data available
l) Vapour density No data available
m) Relative density No data available
n) Water solubility No data available
o) Partition coefficient: n- No data available
octanol/water
p) Auto-ignition No data available
temperature
q) Decomposition No data available
temperature
r) Viscosity No data available
s) Explosive properties No data available
t) Oxidizing properties No data available
Other safety information
No data available

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SECTION 10: Stability and reactivity
Reactivity
No data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
No data available
Conditions to avoid
No data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
No data available
Skin corrosion/irritation
No data available
Serious eye damage/eye irritation
No data available
Respiratory or skin sensitisation
No data available
Germ cell mutagenicity
No data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
No data available
Specific target organ toxicity - single exposure
No data available
Specific target organ toxicity - repeated exposure
No data available
Aspiration hazard
No data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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SECTION 12: Ecological information
Toxicity
No data available
Persistence and degradability
No data available
Bioaccumulative potential
No data available
Mobility in soil
No data available
Results of PBT and vPvB assessment
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.
Other adverse effects
No data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
No data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
No data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
H302 Harmful if swallowed.
Full text of R-phrases referred to under sections 2 and 3
Xn Harmful
R22 Harmful if swallowed.
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  3-苄氧基-4-甲氧基羰基苯硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 palladium 10% on activated carbon 、 氢气 、 cesium fluoride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 生成 dimethyl 3,3′-dihydroxy-[1,1′-biphenyl]-4,4′-dicarboxylate
  参考文献：
  名称：

  在纳米尺度上构建的分子规模块

  摘要：

  作为低聚对二甲苯（OPX）同源系列的一部分，已经合成了基于1–7、9–11对二甲苯环的分子规嵌段，以期提供用于构建纳米结构（例如球体）的分子工具箱。笼子，胶囊，金属有机框架（MOF），金属有机多面体（MOP）和共价有机框架（COF）等，其中只有几个-定义明确的尺寸和形状。对位二甲苯​​环平面之间的扭曲是由于与甲基相关的位阻而产生的，并导致存在可溶性分子规嵌段，至少在较低的同系物的情况下，不需要在其上引入长的脂族侧链分子中的亚苯基环。尽管已经使用重复的对二甲苯单元制备了具有多达七个连续的苯环的可溶性分子规嵌段，但是在较高的同系物的情况下，有必要在选择的亚苯基环上引入己基而不是甲基来保持溶解性。发现具有七个取代的亚苯基环的己基掺杂化合物是有机胶凝剂，具有可热逆凝胶化作用，临界胶凝浓度为10 mM在二甲基亚砜中。此外，根据通过扫描电子显微镜获得的图像，观察到对一系列己基掺杂OPX的形态进行控制，

  DOI：

  10.1002/chem.201201985
• 作为产物：
  描述：

  4-溴-2-羟基苯羧酸甲酯 在 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 、 potassium acetate 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 生成 3-苄氧基-4-甲氧基羰基苯硼酸频那醇酯
  参考文献：
  名称：

  温度控制下的纳米多孔MOF晶体向多层多孔超结构的演化

  摘要：

  复杂的多通道管状结构早已在生物系统中得到利用。然而，利用这些特征对仿生材料进行良好控制的组装仍然是一个挑战。在这里，我们报告了仿生分层多孔金属有机框架（MOF）管状超结构的意想不到的一锅法制造。在溶剂热条件下研究了这种温度控制的结构演化：在较高温度下可通过自模板化和自修复获得结晶空心MOF管，而在较低温度下通过螺旋或定向演化过程可制造分层的螺旋或多通道管状超结构。 。

  DOI：

  10.1016/j.chempr.2019.03.003

文献信息

• METAL-ORGANIC FRAMEWORKS WITH EXCEPTIONALLY LARGE PORE APERATURES
  申请人：CALIFORNIA THE REGENTS OF THE UNIVERSITY OF

  公开号：US20130096210A1

  公开（公告）日：2013-04-18

  The disclosure relates to metal organic frameworks or isoreticular metal organic frameworks, methods of production thereof, and methods of use thereof.

  该披露涉及金属有机框架或同构金属有机框架的生产方法以及使用方法。
• Molecular Insight into Fluorocarbon Adsorption in Pore Expanded Metal–Organic Framework Analogs
  作者：Jian Zheng、Dushyant Barpaga、Benjamin A. Trump、Manish Shetty、Yanzhong Fan、Papri Bhattacharya、Jeromy J. Jenks、Cheng-Yong Su、Craig M. Brown、Guillaume Maurin、B. Peter McGrail、Radha Kishan Motkuri

  DOI：10.1021/jacs.9b11963

  日期：2020.2.12

  the 1-dimensional pore metal-organic framework MOF-74 by using elongated organic linkers and stereochemistry control. The prepared pore-engineered MOFs show remarkable equilibrium adsorption of the selected fluorocarbon refrigerant that is translated to a modeled adsorption-based refrigeration cycle. To probe molecular level interactions at the origin of these unique adsorption properties for this series

  全球空间冷却能源需求的快速增长需要开发更高效的环境冷却器，其中可以使用基于吸附的冷却系统。在此贡献中，我们通过孔隙工程概念探索用于冷却器的吸附剂，通过使用细长的有机连接体和立体化学控制构建一维孔隙金属有机框架 MOF-74 的类似物。制备的孔隙工程 MOF 对所选碳氟化合物制冷剂表现出显着的平衡吸附作用，可转化为基于吸附的制冷循环模型。为了探究该系列 Ni-MOF 独特吸附特性的分子水平相互作用，我们结合了原位同步加速器 X 射线粉末衍射、中子粉末衍射、X 射线吸收光谱、量热法、傅里叶变换红外技术和分子模拟。我们的结果揭示了每个 Ni-MOF 类似物在低压下氟（R134a 中的 CH2F）与镍 (II) 开放金属中心的配位，并深入了解整个吸附等温线范围的孔填充机制。由于工程孔径/体积更大，新设计的 Ni-TPM 与其母体微孔 Ni-MOF-74 相比，表现出卓越的 R134a 吸附能力。将
• Pore-Engineered Metal–Organic Frameworks with Excellent Adsorption of Water and Fluorocarbon Refrigerant for Cooling Applications
  作者：Jian Zheng、Rama S. Vemuri、Luis Estevez、Phillip K. Koech、Tamas Varga、Donald M. Camaioni、Thomas A. Blake、B. Peter McGrail、Radha Kishan Motkuri

  DOI：10.1021/jacs.7b04872

  日期：2017.8.9

  Metal-organic frameworks (MOFs) have shown promising behavior for adsorption cooling applications. Using organic ligands with 1, 2, and 3 phenylene rings, we construct moisture-stable Ni-MOF-74 members with adjustable pore apertures, which exhibit excellent sorption capabilities toward water and fluorocarbon R134a. To our knowledge, this is the first report of adsorption isotherms of fluorocarbon R134a

  金属有机框架（MOF）在吸附冷却应用中表现出良好的性能。使用具有 1、2 和 3 个亚苯基环的有机配体，我们构建了具有可调节孔径的耐湿 Ni-MOF-74 成员，该成员对水和碳氟化合物 R134a 具有出色的吸附能力。据我们所知，这是 MOF 中碳氟化合物 R134a 吸附等温线的首次报道。这些材料的吸附模式显着不同，并且归因于与孔径差异相关的疏水/亲水孔特征的变化。
• MOLECULAR GAUGE BLOCKS FOR BUILDING ON THE NANOSCALE
  申请人：NORTHWESTERN UNIVERSITY

  公开号：US20130122297A1

  公开（公告）日：2013-05-16

  Disclosed herein is a way to produce a series of discrete sized slender, rigid oligoparaxylene molecules ranging from 1-5 nm in length. Molecules, based on 1-7, 9-11 paraxylene rings, have been synthesized as part of a homologous series of oligoparaxylenes (OPXs) with a view to providing a molecular tool box for the construction of nano architectures—such as spheres, cages, capsules, metal-organic frameworks (MOFs), metal-organic polyhedrons (MOPs) and covalent-organic frameworks (COFs), to name but a few—of well-defined sizes and shapes. Twisting between the planes of contiguous paraxylene rings is generated by the steric hindrance associated with the methyl groups and leads to the existence of soluble molecular gauge blocks without the need—at least in the case of the lower homologues—to introduce long aliphatic side chains onto the phenylene rings in the molecules.

  本公开涉及一种生产一系列离散尺寸细长、刚性寡聚对二甲苯分子的方法，其长度范围为1-5纳米。基于1-7、9-11对二甲苯环的分子已经合成，作为寡聚对二甲苯（OPXs）同系列的一部分，旨在提供一个分子工具箱，用于构建纳米结构，例如球体、笼子、胶囊、金属有机框架（MOFs）、金属有机多面体（MOPs）和共价有机框架（COFs）等，以明确定义的尺寸和形状。相邻对二甲苯环之间的平面扭曲是由于与甲基基团相关的立体位阻所产生的，导致可溶性分子测量块的存在，而不需要在分子中引入长脂肪侧链，至少在较低同系物的情况下。
• Temperature-Controlled Evolution of Nanoporous MOF Crystallites into Hierarchically Porous Superstructures
  作者：Liang Feng、Jia-Luo Li、Gregory S. Day、Xiu-Liang Lv、Hong-Cai Zhou

  DOI：10.1016/j.chempr.2019.03.003

  日期：2019.5

  Herein, we report an unexpected one-pot fabrication of biomimetic hierarchically porous metal-organic framework (MOF) tubular superstructures. This temperature-controlled structural evolution was investigated under solvothermal conditions: crystalline hollow MOF tubes can be obtained via self-templating and self-healing at higher temperatures, whereas hierarchical helical or multichannel tubular superstructures

  复杂的多通道管状结构早已在生物系统中得到利用。然而，利用这些特征对仿生材料进行良好控制的组装仍然是一个挑战。在这里，我们报告了仿生分层多孔金属有机框架（MOF）管状超结构的意想不到的一锅法制造。在溶剂热条件下研究了这种温度控制的结构演化：在较高温度下可通过自模板化和自修复获得结晶空心MOF管，而在较低温度下通过螺旋或定向演化过程可制造分层的螺旋或多通道管状超结构。 。