2,3-二甲氧基苯甲酸甲酯 | 2150-42-7

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 2,3-二甲氧基苯甲酸甲酯
• 中文别名: 甲基2,3-二甲氧基苯甲酸酯
• 英文名称: methyl 2,3-dimethoxybenzoate
• 英文别名: 2,3-dimethoxybenzoic acid methyl ester；2,3-Dimethoxy-benzoesaeure-methylester；Methyl-2,3-dimethoxybenzoat
• CAS: 2150-42-7
• 化学式: C₁₀H₁₂O₄
• mdl: MFCD00027555
• 分子量: 196.203
• InChiKey: MGLIMPUPAKQITQ-UHFFFAOYSA-N

物化性质

• 熔点：
  48-52 °C (lit.)
• 沸点：
  180-185 °C/50 mmHg (lit.)
• 密度：
  1.119±0.06 g/cm3(Predicted)
• 闪点：
  110 °C
• LogP：
  1.830 (est)
• 保留指数：
  1483
• 稳定性/保质期：
  在常温常压下，该物质保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密闭、阴凉干燥处保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Methyl 2,3-dimethoxybenzoate
CAS-No. : 2150-42-7
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 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
S-phrase(s) none
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C10H12O4
Molecular Weight : 196,2 g/mol
Component Concentration
Methyl 2,3-dimethoxybenzoate
CAS-No. 2150-42-7 -
EC-No. 218-425-7

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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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.
Indication of immediate medical attention and special treatment needed
no data available

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Section 5. FIRE-FIGHTING 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
Precautions for fire-fighters
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
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
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.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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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).

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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/freezing point Melting point/range: 48 - 52 °C
f) Initial boiling point and 180 - 185 °C at 67 hPa
boiling range
g) Flash point > 110 °C - closed cup
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- log Pow: 1,865
octanol/water
p) Autoignition 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
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents, Strong acids, Strong bases
Hazardous decomposition products
Other decomposition products - no data available

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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 sensitization
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
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes Causes eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.
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
no data available
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 users
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：

  2,3-二甲氧基苯甲酸甲酯 在 sodium hydroxide 、 硫酸 作用下， 生成 6,7-二甲氧基-1(3h)-异苯并呋喃酮
  参考文献：
  名称：

  Fritsch, Justus Liebigs Annalen der Chemie, 1898, vol. 301, p. 356

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基水杨酸 在 硫酸 作用下， 以 甲醇 为溶剂， 生成 2,3-二甲氧基苯甲酸甲酯
  参考文献：
  名称：

  EP2199295

  摘要：

  公开号：

文献信息

• Alkylation of Substituted Benzoic Acids in a Continuous Flow Microfluidic Microreactor: Kinetics and Linear Free Energy Relationships
  作者：Azarmidokht Gholamipour-Shirazi、Christian Rolando

  DOI：10.1021/op300085w

  日期：2012.5.18

  data, temperature effect and free energy relationships, which are expected to follow predictable laws, were investigated. The kinetics vary over 6 orders of magnitude and follows a perfect Arrhenius law, allowing the determination of the energies, enthalpies, and entropies of activation. Finally, we established a Hammett linear relationship for a series of 16 substituted benzoic acids, leading to a

  使用有机超碱，在DMF中的1,8-双（四甲基胍基）萘（TMGN），通过碘甲烷将对位取代的苯甲酸烷基化作为模型反应，以测试连续流微流体反应器中实验参数的控制质量因为期望通过改变取代基来遵循具有大动力学的完美的二阶动力学。这些条件可以直接用于天然产物酯的合成。由于TMGN与碘甲烷反应缓慢，因此比较了底物，碱和烷基化试剂之间的三种不同混合策略。确定与一组烷基化剂和在不同溶剂中反应的速率常数。为了测试所获得数据的质量，温度效应和自由能关系，预期将遵循可预测的法律进行调查。动力学变化超过6个数量级，并遵循完美的阿伦尼乌斯定律，可以确定激活的能量，焓和熵。最后，我们为一系列16个取代的苯甲酸建立了Hammett线性关系，导致该反应的反应常数ρ为-0.65。所获得动力学的质量使我们可以讨论离群值。用少于0.5mmol的底物获得所有动力学。导致该反应的反应常数ρ为-0.65。所获得动力学的质量使我们可以讨论离群值。用少于0
• Free-Radical-Promoted Site-Selective C–H Silylation of Arenes by Using Hydrosilanes
  作者：Zhengbao Xu、Li Chai、Zhong-Quan Liu

  DOI：10.1021/acs.orglett.7b02717

  日期：2017.10.20

  silylation using hydrosilane was developed. This cross-dehydrogenative silylation enables both electron-rich and electron-poor aromatics to afford the desired arylsilanes in unique selectivity. A “para-selectivity” was observed by examination of over 54 examples. This exceptional orientation is quite different from that in Friedel–Crafts C–H silylation or transition-metal-catalyzed dehydrogenative silylation

  开发了使用氢硅烷的自由基促进的芳基/杂芳基CH硅烷化反应。这种交叉脱氢甲硅烷基化可以使富电子和贫电子的芳族化合物以独特的选择性提供所需的芳基硅烷。通过检查超过54个实例，观察到“对位选择性”。这种特殊的取向与Friedel-Crafts的C-H甲硅烷基化或过渡金属催化的脱氢甲硅烷基化完全不同。
• Esters as Acylating Reagent in a Friedel−Crafts Reaction: Indium Tribromide Catalyzed Acylation of Arenes Using Dimethylchlorosilane
  作者：Yoshihiro Nishimoto、Srinivasarao Arulananda Babu、Makoto Yasuda、Akio Baba

  DOI：10.1021/jo801914x

  日期：2008.12.5

  The Friedel-Crafts acylation of arenes with esters by dimethylchlorosilane and 10 mol % of indium tribromide has been achieved. The key intermediate RCOOSi(Cl)Me(2) is generated from alkoxy esters with the evolution of the corresponding alkanes. The scope of the alkoxy ester moiety was wide: tert-butyl, benzyl, allyl, and isopropyl esters were successful. In addition, we demonstrated the direct synthesis

  已经通过二甲基氯硅烷和10mol％的三溴化铟实现了芳烃与酯的弗瑞德-克来福特酰化。关键中间体RCOOSi（Cl）Me（2）由烷氧基酯生成，并伴随有相应的烷烃生成。烷氧基酯部分的范围很广：叔丁基酯，苄基酯，烯丙基酯和异丙酯是成功的。此外，我们证明了由酯10直接合成丹参戊醇的茚满酮中间体11。
• Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution
  作者：Natalie Holmberg-Douglas、David A. Nicewicz

  DOI：10.1021/acs.orglett.9b02678

  日期：2019.9.6

  Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SNAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore

  本文中，我们描述了利用高度氧化的cri啶氧化还原催化剂和丙酮氰醇（一种便宜的可商购氰化物源）对烷氧基芳烃进行阳离子自由基加速的亲核芳香取代（CRA-SNAr）。该氰化对于碳-氧（CO）键官能化是选择性的，并且适用于一定范围的甲氧基芳烃和二甲氧基芳烃。此外，计算研究为预测​​甲氧基芳烃阳离子自由基的竞争性CH和CO氰化反应中的区域选择性和化学选择性提供了模型。
• Total Synthesis of (±)-Brussonol and (±)-Komaroviquinone via a Regioselective Cross-Electrophile Coupling of Aryl Bromides and Epoxides
  作者：Anees Ahmad、Antonio C. B. Burtoloso

  DOI：10.1021/acs.orglett.9b02221

  日期：2019.8.2

  The short and stereoselective syntheses of diterpenes (±)-brussonol and (±)-komaroviquinone, via a Ni-catalyzed epoxide ring-opening approach in the presence of aryl halides, is described. Key steps involve the effective preparation of a challenging hemiacetal intermediate in a single operation, followed by a highly efficient BF3·OEt2-catalyzed Friedel–Craft alkylation, to construct the tricyclic skeleton

  描述了在芳基卤化物存在下，通过Ni催化的环氧基开环方法，二萜（±）-布鲁索醇和（±）-komroviquinone的短和立体选择性合成。关键步骤包括在一次操作中有效制备具有挑战性的半缩醛中间体，然后进行高效的BF 3 ·OEt 2催化的Friedel-Craft烷基化反应，以构建这些二萜的三环骨架。合成方法可能为合成含有冰松烷图案的几种天然产物提供一条统一的途径。

表征谱图