2-氯-5-甲基苯硼酸 | 193353-35-4

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 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: 2-氯-5-甲基苯硼酸
• 中文别名: 2-氯-5-甲基苯基硼酸
• 英文名称: 2-chloro-5-methylphenylboronic acid
• 英文别名: (2-chloro-5-methylphenyl)boronic acid
• CAS: 193353-35-4
• 化学式: C₇H₈BClO₂
• 分子量: 170.403
• InChiKey: JMUXNVYJDBCLPF-UHFFFAOYSA-N

物化性质

• 熔点：
  203-205
• 沸点：
  330.1±52.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.33
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R20/21/22
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313
• 危险性描述：
  H315,H319

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2-Chloro-5-Methylphenylboronic 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. : 193353-35-4
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
Serious eye damage (Category 1), H318
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
Xi Irritant R41
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 Danger
Hazard statement(s)
H302 Harmful if swallowed.
H318 Causes serious eye damage.
Precautionary statement(s)
P280 Wear protective gloves/ eye protection/ face protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
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
Formula : C7H8BClO2
Molecular weight : 170,40 g/mol
CAS-No. : 193353-35-4
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
2-Chloro-5-Methylphenylboronic Acid
Acute Tox. 4; Eye Dam. 1; <= 100 %
H302, H318
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
2-Chloro-5-Methylphenylboronic Acid
Xn, Xi, R22R41 <= 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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
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
No data available
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. Evacuate personnel to safe areas. 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
Face shield and safety glasses 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
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. 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
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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
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
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with
an afterburner and scrubber. 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
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
Eye Dam. Serious eye damage
H302 Harmful if swallowed.
H318 Causes serious eye damage.
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
Xn Harmful
R22 Harmful if swallowed.
R41 Risk of serious damage to eyes.
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：

  2-氯-5-甲基苯硼酸 在 臭氧 作用下， 以 乙醇 、 水 为溶剂， 反应 0.58h， 以89%的产率得到2-氯-5-甲酚
  参考文献：
  名称：

  IPSO-Hydroxylation of Boronic Acid via Ozonolysis: A Metal-, Ligand-, and Base-free Method

  摘要：

  在此，我们开发了一种简单、高效且无需金属、配体和碱的方法，通过水-乙醇溶液中相应硼酸的臭氧化反应来合成功能化的芳香醇和脂环醇。该方法与多种官能团兼容，并可作为合成羟基芳烃和脂环醇的替代方法。

  DOI：

  10.1246/cl.151087

文献信息

• A site-selective and stereospecific cascade Suzuki–Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2′-dihalo 1,1′-biaryls
  作者：Suzanne Willems、Georgios Toupalas、Julia C. Reisenbauer、Bill Morandi

  DOI：10.1039/d1cc00648g

  日期：——

  A cascade Suzuki–Miyaura cross-coupling giving rise to 9,10-dihydrophenanthrenes has been developed. Using biaryls with unsymmetrical substitution-pattern full site-selectivity was observed. Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeds through the challenging coupling of a secondary boronate with complete stereoretention.

  已开发出可产生9,10-二氢菲的级联铃木-宫浦交叉偶联剂。使用具有不对称取代模式的联芳基，观察到全位点选择性。此外，烷基1,2-双硼烷频哪醇酯的这种交叉偶联通过具有完整立体保留的仲硼酸酯的挑战性偶联而进行。
• Broad activity of diphenyleneiodonium analogues against Mycobacterium tuberculosis, malaria parasites and bacterial pathogens
  作者：Nghi Nguyen、Danny W. Wilson、Gayathri Nagalingam、James A. Triccas、Elena K. Schneider、Jian Li、Tony Velkov、Jonathan Baell

  DOI：10.1016/j.ejmech.2017.10.010

  日期：2018.3

  evaluated primarily for in vitro efficacy against Gram-positive and Gram-negative bacteria, commonly responsible for nosocomial and community acquired infections. In addition, we also assessed the activity of these compounds against Mycobacterium tuberculosis (Tuberculosis) and Plasmodium spp. (Malaria). This led to the discovery of highly potent compounds active against bacterial pathogens and malaria parasites

  在这项研究中，合成了基于NDH-2抑制剂二苯并碘鎓（DPI）的结构-活性关系（SAR）化合物系列。评估化合物主要针对革兰氏阳性和革兰氏阴性细菌的体外功效，这些细菌通常负责医院和社区获得性感染。此外，我们还评估了这些化合物对结核分枝杆菌（Tuberculosis）和疟原虫属（Plasmodium spp ）的活性。（疟疾）。这导致发现了对细菌病原体和疟疾寄生虫具有活性的高效化合物，该化合物在低纳摩尔范围内，其中一些对哺乳动物细胞的毒性明显较低。
• <i>IPSO</i>-Hydroxylation of Boronic Acid via Ozonolysis: A Metal-, Ligand-, and Base-free Method
  作者：Yadaganahalli K. Bommegowda、Ningegowda Mallesha、Ajjampura C. Vinayaka、Maralinganadoddi P. Sadashiva

  DOI：10.1246/cl.151087

  日期：2016.3.5

  Here, we have developed a simple, efficient, and metal-, ligand-, and base-free method for the synthesis of functionalized aryl and alicyclic alcohols via ozonolysis of corresponding boronic acids in aqueous ethanol. The procedure is compatible with a variety of functional groups and can be utilized as an alternative method for the synthesis of hydroxy arenes and alicyclic alcohols.

  在此，我们开发了一种简单、高效且无需金属、配体和碱的方法，通过水-乙醇溶液中相应硼酸的臭氧化反应来合成功能化的芳香醇和脂环醇。该方法与多种官能团兼容，并可作为合成羟基芳烃和脂环醇的替代方法。
• [EN] SUBSTITUTED 5,6-DIPHENYL-3(2H)-PYRIDAZINONES FOR USE AS FUNGICIDES<br/>[FR] 5,6-DIPHÉNYL-3 (2H)-PYRIDAZINONES SUBSTITUÉES DESTINÉES À ÊTRE UTILISÉES COMME FONGICIDES
  申请人：FMC CORP

  公开号：WO2021163519A1

  公开（公告）日：2021-08-19

  Disclosed are compounds of Formula (1) including all geometric and stereoisomers, N-oxides, and salts thereof, wherein W, R1, R2, R3, R4, R5 m, n and p are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (1) and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

  公开了包括所有几何和立体异构体、N-氧化物和盐的化合物的结构式（1），其中W、R1、R2、R3、R4、R5、m、n和p的定义如公开内容所述。还公开了含有结构式（1）化合物的组合物以及用于控制由真菌病原体引起的植物疾病的方法，包括施用本发明的化合物或组合物的有效量。
• Modular Synthesis of Phenanthro[9,10-<i>c</i>]thiophenes by a Sequence of CH Activation, Suzuki Cross-Coupling and Photocyclization Reactions
  作者：Ingo Schnapperelle、Thorsten Bach

  DOI：10.1002/chem.201402765

  日期：2014.7.28

  ortho‐position of one of the aryl substituents. One aryl group was introduced by an oxidative cross‐coupling reaction, involving a CH activation at C4(3) of the thiophene core. The other aryl group was in most cases introduced by a Suzuki cross‐coupling reaction, which succeeded the oxidative cross‐coupling step. Photocyclization reactions of the 3,4‐diarylthiophenes were performed in a solvent mixture

  总共合成了15个不同的3,4-二芳基噻吩，它们在一个芳基取代基的邻位带有一个氯原子。通过氧化交叉偶联反应引入一个芳基，该反应涉及噻吩核的C4（3）处的CH活化。在大多数情况下，另一个芳基是通过铃木交叉偶联反应引入的，该反应是氧化交叉偶联步骤的后续步骤。3,4-二芳基噻吩的光环化反应是在苯和乙腈的混合溶剂中（50:50 v / v）在λ = 254 nm处进行的，标题化合物的收率为60-82％。在邻位确定光环化的选择性氯取代的芳基环由氯取代基的位置决定。在另一个环上，观察到一个单一的区域异构体的苯基和对位取代的苯基。对于2-萘基和邻位取代的苯环，人们明显倾向于主要的区域异构体，而苯环中的间位取代则导致5和7位取代的菲咯啉的比例约为1：1 [9,10] [ c ]噻吩。从机理上讲，光环化很可能发生在光化学允许的，旋转的[（4n + 2）π]过程中，并伴随着HCl的消除。显示了两个菲咯啉[9,10-