3,4,5-三乙氧基苯甲酸 | 6970-19-0

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香酸
• 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: 3,4,5-三乙氧基苯甲酸
• 英文名称: 3,4,5-triethoxybenzoic acid
• CAS: 6970-19-0
• 化学式: C₁₃H₁₈O₅
• mdl: MFCD00002505
• 分子量: 254.283
• InChiKey: YCENSLDYFDZUMO-UHFFFAOYSA-N

物化性质

• 熔点：
  109-112 °C
• 沸点：
  357.49°C (rough estimate)
• 密度：
  1.2092 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25,S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2918990090
• 危险性防范说明：
  P280,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H312,H315,H317,H319,H332
• 储存条件：
  室温

SDS

Name:	3 4 5-Triethoxybenzoic Acid 97+% Material Safety Data Sheet
Synonym:	None known
CAS:	6970-19-0

Section 1 - Chemical Product MSDS Name:3 4 5-Triethoxybenzoic Acid 97+% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6970-19-0	3,4,5-Triethoxybenzoic Acid	97+	230-192-3

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 6970-19-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: beige
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 109-111 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C13H18O5
Molecular Weight: 254.28

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6970-19-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,4,5-Triethoxybenzoic Acid - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 6970-19-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6970-19-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6970-19-0 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：

  3,4,5-三乙氧基苯甲酸 在 溶剂黄146 作用下， 以 aqueous HBr 为溶剂， 生成 3,5-diethoxy-4-hydroxybenzoic acid
  参考文献：
  名称：

  Ouinone derivatives and pharmacological use

  摘要：

  一种用于治疗肝脏疾病的醌衍生物，其通用公式为：##STR1## 其中R1选自由烷基、烯基、炔基或杂环组成的组，R2是含有取代氮原子的基团，所述氮原子上的取代基选自由氢、取代或不取代的低级烷基或杂环组成的组，并且所述氮原子可以是环杂原子，而R3、R4和R5可以是相同的或不同的，且每个都是氢、低级烷基或低级烷氧基团。

  公开号：

  US05210239A1
• 作为产物：
  描述：

  没食子酸甲酯 在 potassium carbonate 、 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 生成 3,4,5-三乙氧基苯甲酸
  参考文献：
  名称：

  扩展 2-苯基苯并碲唑库：乙氧基官能团对紫外/可见光吸收特性的红移效应

  摘要：

  这项工作描述了在 2 位带有苯环的新型苯并碲唑系列的高产率合成，该苯环被不同的乙氧基链官能化。改变这些官能团的数量和位置决定了固态自组装的差异，以及目标分子的光物理特性。正如对每个分子的 HOMO-LUMO 间隙的理论计算所预期的那样，与未取代的苯并碲唑相比，邻位和对位乙氧基链的存在决定了吸收峰中高达 20 nm 的红移。同样，对于那些带有o的衍生物，在125 Te NMR 光谱的化学位移中观察到更显着的变化。-和对-乙氧基官能化。

  DOI：

  10.1055/s-0041-1737898

文献信息

• A Rhodium-Catalyzed Cascade Cyclization: Direct Synthesis of<i>N</i>-Substituted Phthalimides from Isocyanates and Benzoic Acids
  作者：Xian-Ying Shi、Andrea Renzetti、Soumen Kundu、Chao-Jun Li

  DOI：10.1002/adsc.201300834

  日期：2014.3.10

  A rhodium(III)‐catalyzed amidation between benzoic acids and isocyanates via direct functionalization of an ortho CH bond followed by intramolecular cyclization is described. This cascade cyclization affords N‐substituted phthalimides in one step in 26–91% yields. The reaction is highly atom‐economical, since no theoretical waste except for water is generated in the reaction.

  苯甲酸和异氰酸酯之间的铑（III）催化的酰胺化通过一个的直接官能邻Ç  H键，随后分子内环化进行说明。这种级联环化一步即可提供N取代的邻苯二甲酰亚胺，产率为26-91％。该反应是高度原子经济的，因为在反应中除水外没有产生理论上的浪费。
• Rh^III-Catalyzed C−H Olefination of Benzoic Acids under Mild Conditions using Oxygen as the Sole Oxidant
  作者：Quandi Jiang、Changlei Zhu、Huaiqing Zhao、Weiping Su

  DOI：10.1002/asia.201500601

  日期：2016.2

  Phthalide skeletons have been synthesized for the first time through a RhIII‐catalyzed C−H olefination of benzoic acids under mild conditions using oxygen as the sole oxidant. Aromatic acids bearing a variety of functional groups could react with diverse alkenes to afford the desired cyclized lactones or uncyclized alkenylarenes in moderate‐to‐excellent yields.

  邻苯二甲酸酯骨架是通过在氧气的唯一氧化剂下，在温和的条件下通过Rh III催化的苯甲酸的CH的H-H烯化反应首次合成的。带有多种官能团的芳香酸可以与各种烯烃反应，以中等至优异的产率提供所需的环化内酯或未环化的烯基芳烃。
• Depigmenting Activity and Low Cytotoxicity of Alkoxy Benzoates or Alkoxy Cinnamte in Cultured Melanocytes
  作者：Hak Hee Kang、Ho Sik Rho、Jae Sung Hwang、Seong-Geon Oh

  DOI：10.1248/cpb.51.1085

  日期：——

  To obtain effective and safe topical depigmenting agents, we synthesized hydroxybenzoates, alkoxybenzoates, and 3,4,5-trimethoxycinnamate containing a thymol moiety and screened then for high-level inhibitory activity against melanin synthesis in cultured melanocytes. Eight compounds were tested for their depigmenting effect and cytotoxicity using a murine melanocyte cell line. We found that 3,4,5-trialkoxybenzoates and 3,4,5-trimethoxycinnamate, synthesized by conjugating 3,4,5-trialkoxybenzoic acids and 3,4,5-trimethoxycinnmic acid with thymol, showed a potent depigmenting effect and low cytotoxicity. Compound 4h, 5-methyl-2-(methylethyl)phenyl (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate, showed the most potent depigmenting effect (IC50=10 μM) with low cytotoxicity (IC50=200 μM).

  为了获得有效且安全的局部脱色剂，我们合成了含百里酚基团的羟基苯甲酸盐、烷氧基苯甲酸盐和3,4,5-三甲氧基肉桂酸盐，并对其在培养的黑素细胞中抑制黑色素合成的高水平活性进行了筛选。我们使用小鼠黑素细胞系测试了八种化合物的脱色效果和细胞毒性。研究发现，通过将3,4,5-三烷氧基苯甲酸和3,4,5-三甲氧基肉桂酸与百里酚结合合成的3,4,5-三烷氧基苯甲酸盐和3,4,5-三甲氧基肉桂酸盐显示出强大的脱色效果和低细胞毒性。化合物4h，5-甲基-2-（甲基乙基）苯基（2E）-3-（3,4,5-三甲氧基苯基）丙-2-烯酸酯，显示出最强的脱色效果（IC50=10 μM）和低细胞毒性（IC50=200 μM）。
• ANTINEOPLASTIC AGENTS: IX. N-BENZYL-N-BIS(2-HALOETHYL)AMINES
  作者：George R. Pettit、David S. Blonda、Ernest C. Harrington

  DOI：10.1139/v63-435

  日期：1963.12.1

  and three N-bis(2-iodoethyl)benzylamines have been prepared for cancer chemotherapy studies. The chloro-nitrogen mustards were readily obtained by aluminum chloride – lithium aluminum hydride reduction of the corresponding N-bis(2-chloroethyl)amides. A convenient procedure for converting N-bis(2-chloroethyl)-benzylamine hydrochlorides to N-bis(2-iodoethyl)benzylamine hydroiodides, employing sodium

  许多 N-双（2-氯乙基）胺和三种 N-双（2-碘乙基）苄胺已被制备用于癌症化疗研究。通过氯化铝 - 氢化铝锂还原相应的 N-双（2-氯乙基）酰胺，很容易获得氯氮芥。还开发了一种使用碘化钠将 N-双（2-氯乙基）-苄胺盐酸盐转化为 N-双（2-碘乙基）苄胺氢碘化物的简便方法。
• Design of Trehalose‐Based Amide/Sulfonamide C‐type Lectin Receptor Signaling Compounds
  作者：Omer K. Rasheed、Cassandra Buhl、Jay T. Evans、Kendal T. Ryter

  DOI：10.1002/cmdc.202000775

  日期：2021.4.20

  Mycobacterium tuberculosis. As an expansion of our previous work, a library of 6,6′‐amide and sulfonamide α,α‐d‐trehalose compounds with various substituents on the aromatic ring was synthesized efficiently in good to excellent yields. These compounds were evaluated for their ability to activate the human C‐type lectin receptor Mincle by the induction of cytokines from human peripheral blood mononuclear cells

  Mincle 激动剂已被证明可以诱导炎症细胞因子的产生，例如肿瘤坏死因子-α (TNF)，并促进 Th1/Th17 免疫反应的发展，这对于开发针对结核分枝杆菌等病原体的有效疫苗接种可能至关重要。作为我们之前工作的扩展，我们有效地合成了芳环上具有各种取代基的 6,6'-酰胺和磺酰胺 α,α- d -海藻糖化合物库，收率良好至优异。评估了这些化合物通过诱导人外周血单核细胞产生的细胞因子来激活人 C 型凝集素受体 Mincle 的能力。这些新型海藻糖二酰胺和磺酰胺的初步构效关系 (SAR) 表明，与 Mincle 配体海藻糖二山嵛酸酯佐剂 (TDB) 和天然配体海藻糖二霉菌酸酯相比，芳基酰胺连接的海藻糖化合物表现出改善的活性和相对高效的细胞因子产生(TDM) 在 HEK 报告细胞系中诱导剂量依赖性和人类 Mincle 特异性刺激。

表征谱图