二均三甲苯基硼酸 | 20631-84-9

• 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 - 苯和取代衍生物
• 中文名称: 二均三甲苯基硼酸
• 中文别名: 均三甲苯基硼酸
• 英文名称: dimesitylborinic acid
• 英文别名: Dimesitylborinsaeure；Dimesitylborsaeure；bis(2,4,6-trimethylphenyl)borinic acid
• CAS: 20631-84-9
• 化学式: C₁₈H₂₃BO
• 分子量: 266.191
• InChiKey: OTYVTANMHIUXBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  144-146 °C (lit.)
• 沸点：
  405.5±55.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)
• 稳定性/保质期：

  按规定使用和贮存的物质不会分解，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• WGK Germany：
  3
• 海关编码：
  2931900090
• 储存条件：
  请将药品存放在密闭、阴凉、干燥的地方。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Dimesitylborinic acid
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.
CAS-No. : 20631-84-9
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
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C18H23BO
Molecular Weight : 266,19 g/mol
CAS-No. : 20631-84-9
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
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.
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
Carbon oxides, Borane/boron oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
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
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
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.
Specific end use(s)
A part 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
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. 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 Melting point/range: 144 - 146 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration 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
Other decomposition products - no data available
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

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
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.
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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  二均三甲苯基硼酸 在 n-butyl lithium 作用下， 以 乙醚 、 正己烷 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  Weese, Kenneth J.; Bartlett, Ruth A.; Murray, Brendan D., Inorganic Chemistry, 1987, vol. 26, # 15, p. 2409 - 2413

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-1,3,5-三甲基苯 在 magnesium 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 1,2-二溴乙烷 为溶剂， 反应 9.0h， 生成 二均三甲苯基硼酸
  参考文献：
  名称：

  硼酸钡、硅氧化物、苯氧化物和硅叠氮化物的键合：与较轻的碱土的比较

  摘要：

  由庞大的硼烷氧化物 [OBR 2 ] -（其中 R=CH(SiMe 3 ) 2 , 2,4,6 - i Pr 3 -C 6 H 2或 2,4,6-(CF 3 ) 3 -C ）连接的钡配合物6 H 2 )、硅氧化物[OSi(SiMe 3 ) 3 ] -和/或苯氧化物[O-2,6-Ph 2 -C 6 H 3 ] -，已经准备好了。在固态中观察到均配和杂配复合物的多种配位模式，配位数在 2 和 4 之间。杂配二聚体中桥接配体的身份 [Ba(μ 2 -X 1 )(X 2 )] 2 在很大程度上取决于给定的一对配体 X 1和 X 2。实验上，填充桥接位置的倾向根据 [OB{CH(SiMe 3 ) 2 } 2 )] − <[N(SiMe 3 ) 2 ] − <[OSi(SiMe 3 ) 3 ]- <[O(2,6-Ph 2 -C 6 H 3 )] - <[OB( 2,4,6 - i Pr 3 -C 6 H

  DOI：

  10.1002/chem.202101687

文献信息

• Boroxide Complexes of the Group 4 Metals:  A “Noninnocent” Ligand in Olefin Polymerization
  作者：Sarah C. Cole、Martyn P. Coles、Peter B. Hitchcock

  DOI：10.1021/om050202+

  日期：2005.6.20

  group 4 metal complexes supported by the boroxide anion, [OB(mes)2]-, is described and their application in α-olefin polymerization discussed. The compounds MOB(mes)2}2Cl2(THF)2 [1, M = Ti; 2, M = Zr; 3, M = Hf] have been synthesized from MCl4(THF)n [M = Ti, n = 0; M = Zr/Hf, n = 2] and 2 equiv of lithiated dimesitylborinic acid. Accidental hydrolysis during the preparation of the zirconium analogue afforded

  描述了由硼氧化物阴离子[OB（mes）2 ] -承载的一系列第4组金属配合物的合成，并讨论了它们在α-烯烃聚合中的应用。化合物M OB（mes）2 } 2 Cl 2（THF）2 [ 1，M = Ti; 2，M = Zr; 由MCl 4（THF）n [M ＝ Ti，n＝ 0；3，M ＝ Hf]合成。M ＝ Zr / Hf，n＝ 2]和2当量的锂化的二聚二苯乙烯基鸟氨酸。锆类似物的制备过程中意外水解提供了二聚羟基物质[Zr OB（mes）2} 3（μ -OH）] 2（4），通过晶体学表征。四价钛双（酰胺）配合物Ti OB（mes）2 } 2（NEt 2）2（5）是通过使用母体硼酸对钛-四（酰胺）进行质子分解制备的。对1和3的X射线结构分析显示，金属中具有顺式-硼氧化物和反式-氯化物配体时，八面体的几何形状失真。还描述了一系列第4族金属的混合配体环戊二烯基/硼氧化物氯化物。TiCp'OB（mes）2
• PRODUCTION OF COMPOUNDS COMPRISING NITRILE FUNCTIONAL GROUPS
  申请人：Mastroianni Sergio

  公开号：US20110021804A1

  公开（公告）日：2011-01-27

  The present invention relates to a process for producing compounds comprising at least one nitrile function by hydrocyanation of a compound comprising at least one non-conjugated unsaturation. The invention proposes a process for producing compounds comprising at least one nitrile function by hydrocyanation of an organic compound comprising at least one non-conjugated unsaturation, comprising from 2 to 20 carbon atoms, by reaction with hydrogen cyanide in the presence of a catalytic system comprising a complex of nickel having the oxidation state of zero with at least one organophosphorus ligand chosen from the group comprising organophosphites, organophosphonites, organophosphinites and organosphosphines and a cocatalyst of the Lewis acid type of formula in which M1 and M2 represent elements chosen from the group comprising zinc, boron, aluminium, cadmium, gallium, indium and tin.

  该发明涉及通过对至少含有一个非共轭不饱和度的化合物进行氢氰化来生产包含至少一个腈基的化合物的方法。 该发明提出了一种通过对至少含有一个非共轭不饱和度的有机化合物与氢氰酸在存在一种催化体系的条件下反应来生产包含至少一个腈基的化合物的方法，所述有机化合物含有2至20个碳原子，所述催化体系包括氧化态为零的镍配合物和至少一种有机膦配体，所述有机膦配体选自包括有机膦酯、有机膦酸酯、有机膦酮和有机膦烷的群组，并且包括一种Lewis酸类型的辅助催化剂，其化学式为 其中M1和M2代表从锌、硼、铝、镉、镓、铟和锡的群组中选择的元素。
• Reactions of Hydroxymesitylboranes with Metal Alkyls:  An Approach to New Sterically Hindered (Metaloxy)mesitylboranes
  作者：Romana Anulewicz-Ostrowska、Sergiusz Luliński、Edyta Pindelska、Janusz Serwatowski

  DOI：10.1021/ic0112490

  日期：2002.5.1

  Reactions of mesitylboronic acid with alkyl derivatives of aluminum R(3)Al (R = Me, Et, Bu(i)), gallium (Me(3)Ga), and zinc (Et(2)Zn) were investigated. The treatment of mesitylboronic acid, MesB(OH)(2), with trimethylgallium afforded the discrete dimer [mu-(MesB(OH)O)GaMe(2)](2) (1), which is the simple example of a O-metalated boronic acid with no hydrogen bonding in the crystal lattice. In addition

  研究了异丁二酸与铝R（3）Al（R = Me，Et，Bu（i）），镓（Me（3）Ga）和锌（Et（2）Zn）的烷基衍生物的反应。用三甲基镓处理均三硼酸MesB（OH）（2）提供了离散的二聚体[mu-（MesB（OH）O）GaMe（2）]（2）（1），这是O的简单示例-金属化的硼酸，在晶格中没有氢键。此外，二聚二异丁烯二酸Mes（2）BOH与二乙基锌的反应生成了低价锌化合物[（mu-Mes（2）BO）ZnEt]（2）（2），其特征还在于X-射线衍射。
• Enantioselective Reductive Oligomerization of Carbon Dioxide into <scp>l</scp>-Erythrulose via a Chemoenzymatic Catalysis
  作者：Sarah Desmons、Katie Grayson-Steel、Nelson Nuñez-Dallos、Laure Vendier、John Hurtado、Pere Clapés、Régis Fauré、Claire Dumon、Sébastien Bontemps

  DOI：10.1021/jacs.1c07872

  日期：2021.10.6

  hydroboration reaction, leading to the isolation and complete characterization of a new bis(boryl)acetal compound derived from dimesitylborane. In an aqueous buffer solution at 30 °C, this compound readily releases formaldehyde, which is then involved in selective enzymatic transformations, giving rise either (i) to DHA using a formolase (FLS) catalysis or (ii) to l-erythrulose with a cascade reaction combining

  从未报道过CO 2的碳原子的无细胞对映选择性转化。在转化CO的紧急上下文2转化为高价值的产品，从CO的手性化合物的合成enantiocontrolled 2将是高度期望的。使用原始的混合化学酶催化过程，我们在此报告了 CO 2还原低聚成 C 3 (二羟基丙酮，DHA) 和 C 4 ( l-赤藓酮糖) 碳水化合物，后一种手性产物具有完美的对映选择性。这是通过甲醛的关键中间体实现的。CO 2首先通过 4e 选择性还原–通过铁催化的硼氢化反应，分离并完全表征了衍生自二甲基硼烷的新型双（硼基）缩醛化合物。在30℃的含水缓冲溶液，该化合物容易释放甲醛，其随后参与选择性酶促转化，使用formolase（FLS）催化或（ii）以引起或者（i）为DHA升与-erythrulose结合 FLS 和d-果糖-6-磷酸醛缩酶 (FSA) A129S 变体的级联反应。最后，合成产物的性质值得注意，因为碳水化合物对
• The structural characteristics of organozinc complexes incorporating N,N′-bidentate ligands
  作者：Samuel J. Birch、Sally R. Boss、Sarah C. Cole、Martyn P. Coles、Robert Haigh、Peter B. Hitchcock、Andrew E. H. Wheatley

  DOI：10.1039/b410945g

  日期：——

  Dimethylzinc reacts with an excess of N-2-pyridylaniline 6 to give the homoleptic species, Zn[PhN(2-C5H4N)]28. Single crystal X-ray diffraction reveals a solid-state dimer based on an 8-membered (NCNZn)2 core motif. Zn[CyN(2-C5H4N)]Me (Cy = c-C6H11) 10, prepared by the combination of ZnMe2 with the corresponding cyclohexyl-substituted pyridylamine, is also dimeric in the solid state but reveals a central (ZnN)2 metallacycle. Employment of (p-Tol)NH(2-C5H4N) (p-Tol = 4-MeC6H4) 11 yielded the tris(zinc) adduct Zn3[(p-Tol)N(2-C5H4N)]4Me212, which incorporates a central chiral molecule of ‘Zn[(p-Tol)N(2-C5H4N)]2’ 12a, that bridges two ‘Zn[(p-Tol)N(2-C5H4N)]Me’ 12b units. A similar trimetallic structure is noted when the pyridylaniline substrate 11 is replaced with the bicyclic guanidine 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine (hppH), affording Zn3(hpp)4Me213. Spectroscopic studies point to retention of the solid-state structure of 13 in hydrocarbon solution. Reaction of 13 with dimesityl borinic acid, Mes2BOH (Mes = mesityl), affords Zn3(hpp)4(OBMes2)214 in which the trimetallic core is retained. This reactivity is in contrast to the closely related reaction of dimeric Zn[Me2NCNiPr}2]Me 15 with Mes2BOH, which yielded Zn[Me2NCNiPr}2][OBMes2]·Me2NCNiPr}NHiPr} 16 as a result of protonation at the guanidine ligand in addition to the Zn–Me bond.

  二甲基锌与过量的N-2-吡啶基苯胺6反应，生成同配位体物种Zn[PhN(2-C5H4N)]28。单晶X射线衍射揭示了一种基于8成员（NCNZn）2核心结构的固态二聚体。Zn[CyN(2- )]Me (Cy = 环己基) 10，由ZnMe2与相应的环己基取代的吡啶胺反应生成，在固态中也是二聚体，但显示出一个中心（ZnN）2金属环结构。使用(p-Tol)NH(2- ) (p-Tol = 4-甲基苯基) 11，得到了三（锌）加成物Zn3[(p-Tol)N(2- )]4Me212，它包含一个中心手性分子‘Zn[(p-Tol)N(2- )]2’ 12a，桥接两个‘Zn[(p-Tol)N(2- )]Me’ 12b单元。当将吡啶基苯胺底物11替换为双环氨基脲1,3,4,6,7,8-六氢-2H-吡咯啶[1,2-a]嘧啶（hppH）时，观察到类似的三金属结构，生成Zn3(hpp)4Me213。光谱研究表明，13在烃溶液中保留了其固态结构。将13与二美克基硼酸Mes2BOH（Mes = 美克基）反应，生成Zn3(hpp)4(OBMes2)214，其中三金属核心得以保留。这一反应的活性与二聚体Zn[Me2NCNiPr}2]Me 15与Mes2BOH的相关反应形成对比，后者生成了Zn[Me2NCNiPr}2][OBMes2]·Me2NCNiPr}NHiPr} 16，因guanidine配体的质子化及Zn–Me键的断裂而产生。