3,4-二甲基苯甲酸甲酯 | 38404-42-1

• 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: 3,4-二甲基苯甲酸甲酯
• 英文名称: methyl 3,4-dimethylbenzoate
• CAS: 38404-42-1
• 化学式: C₁₀H₁₂O₂
• mdl: MFCD00219861
• 分子量: 164.204
• InChiKey: PTSSKYUSCIALKU-UHFFFAOYSA-N

物化性质

• 熔点：
  35-37℃
• 沸点：
  244.2±9.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)
• 保留指数：
  1311;1357.6
• 稳定性/保质期：
  常规情况下不会分解，也没有危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37
• 危险类别码：
  R36/37/38
• 海关编码：
  2916399090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Name:	Methyl 3 4-dimethylbenzoate 97% Material Safety Data Sheet
Synonym:
CAS:	38404-42-1

Section 1 - Chemical Product MSDS Name:Methyl 3 4-dimethylbenzoate 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
38404-42-1	Methyl 3,4-dimethylbenzoate	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 38404-42-1: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H12O2
Molecular Weight: 164

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 38404-42-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl 3,4-dimethylbenzoate - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 38404-42-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 38404-42-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 38404-42-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3,4-二甲基苯甲酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 二甲基亚砜 为溶剂， 以87%的产率得到3,4-双(溴代甲基)苯甲酸甲酯
  参考文献：
  名称：

  钯催化氢化物还原形成4,5,6,7-四氢异吲哚

  摘要：

  制备了取代的1，3-二氢-2H-异吲哚（2，异吲哚啉），并进行了钯催化的甲酸还原。烷基异吲哚啉被还原为4,5,6,7-四氢-2H-异吲哚（1）。对于5-甲氧基异吲哚啉仅观察到部分还原，并且4-甲氧基-，5-碳甲氧基-，氨基和酰胺基异吲哚啉对该反应是惰性的。将卤素取代的异吲哚啉脱卤并还原为4,5,6,7-四氢-2H-异吲哚。异吲哚24也被还原为异吲哚啉和4,5,6,7-四氢-2H-异吲哚的混合物。相反，2,3-二氢-1 H-吲哚21进行脱氢反应得到热力学稳定的吲哚。理论计算表明，异吲哚和吲哚之间的芳香性存在显着差异，与观察到的反应性差异相对应。在NBS和空气存在下，将四氢-2 H-异吲哚1氧化为4,5,6,7-四氢异吲哚-1,3-二酮。

  DOI：

  10.1021/jo7016845
• 作为产物：
  描述：

  3,4-二甲基苯酚 在 吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 32.5h， 生成 3,4-二甲基苯甲酸甲酯
  参考文献：
  名称：

  通过一氧化碳的原位生成钯催化的芳基（伪）卤化物的氯羰基化反应。

  摘要：

  已经开发了一种有效的钯催化的芳基（假）卤化物的氯羰基化反应，该反应可以使用多种羧酸衍生物。使用丁酰氯作为CO和Cl的混合来源，就不需要有毒的气态一氧化碳，从而促进了从容易获得的芳基（伪）卤化物合成高价值产品的需求。钯（0），黄药和胺碱的组合对于促进这种广泛适用的催化反应至关重要。总体而言，该反应可通过原位生成的芳酰氯的转化获得多种含羰基的产物。结合实验和计算研究，可以支持涉及原位生成CO的反应机理。

  DOI：

  10.1002/anie.202005891

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
• Hydrogenation of Esters to Alcohols with a Well-Defined Iron Complex
  作者：Svenja Werkmeister、Kathrin Junge、Bianca Wendt、Elisabetta Alberico、Haijun Jiao、Wolfgang Baumann、Henrik Junge、Fabrice Gallou、Matthias Beller

  DOI：10.1002/anie.201402542

  日期：2014.8.11

  We present the first base‐free Fe‐catalyzed ester reduction applying molecular hydrogen. Without any additives, a variety of carboxylic acid esters and lactones were hydrogenated with high efficiency. Computations reveal an outer‐sphere mechanism involving simultaneous hydrogen transfer from the iron center and the ligand. This assumption is supported by NMR experiments.

  我们展示了第一个使用分子氢的无碱铁催化的酯还原反应。在没有任何添加剂的情况下，各种羧酸酯和内酯被高效地氢化。计算揭示了一种外球机理，涉及同时从铁中心和配体转移氢。NMR实验支持这一假设。
• Iron-Catalyzed Reduction of Carboxylic Esters to Alcohols
  作者：Kathrin Junge、Bianca Wendt、Shaolin Zhou、Matthias Beller

  DOI：10.1002/ejoc.201300039

  日期：2013.4

  formed from Fe(stearate)2/NH2CH2CH2NH2 and polymethylhydrosiloxane was directly developed for the hydrosilylation of carboxylic acid esters to alcohols. The catalytic method exhibits broad substrate scope, including 20 aliphatic, aromatic, and heterocyclic esters. The corresponding alcohols are obtained in moderate to very good yields.

  直接开发了由 Fe(stearate)2/NH2CH2CH2NH2 和聚甲基氢硅氧烷形成的新型催化体系，用于将羧酸酯氢化硅烷化为醇。该催化方法具有广泛的底物范围，包括 20 种脂肪族、芳香族和杂环酯。以中等至非常好的收率获得相应的醇。
• 一种醇直接氧化酯化法制备羧酸酯的方法
  申请人：中国科学院大连化学物理研究所

  公开号：CN109824513B

  公开（公告）日：2021-11-26

  本发明公开了一种醇直接氧化酯化法制备羧酸酯的方法，以芳香醇化合物或饱和直链脂肪醇作为反应底物，以Au‑Co复合颗粒负载物为催化剂，加入低催化量的碱，在甲醇溶剂中，在空气或者氧气或者二者混合氛围中，25‑150℃下，反应0.5‑15h，反应后处理得到目标产物羧酸酯。本发明的制备方法缩短了工艺步骤，条件温和，催化剂用量少，原子经济性高，操作简单，底物的适用范围广，具有工业实用性。
• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：Kala Pharmaceuticals, Inc.

  公开号：US20140235634A1

  公开（公告）日：2014-08-21

  Described herein are compounds of Formula (I) or Formula (VI), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Also provided are particles (e.g., nanoparticles) comprising compounds of Formula (I) or Formula (VI) and pharmaceutical compositions thereof that are mucus penetrating. Methods of using the compounds or pharmaceutical compositions thereof for treating diseases are also provided.

  本文描述了公式（I）或公式（VI）的化合物，其药学上可接受的盐以及其药物组合物。还提供了包含公式（I）或公式（VI）化合物及其药物组合物的微粒（例如，纳米颗粒），这些微粒具有穿透黏液的特性。还提供了使用这些化合物或药物组合物治疗疾病的方法。

表征谱图