1,3-二苯甲酰氧基苯 | 94-01-9

• 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 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: 1,3-二苯甲酰氧基苯
• 中文别名: 间亚苯基二苯甲酸酯；1,3-联苯甲酰氧基苯；1,3-苯二醇二苯甲酸酯；亚苯基间二苯甲酸酯；间苯二酚双苯甲酸酯；间苯二酚二苯甲酸酯
• 英文名称: resorcinol dibenzoate
• 英文别名: benzene-1,3-diyl dibenzoate；1,3-benzenediol dibenzoate；benzene-1,3-diyl benzoate；1,3-dibenzoyloxy benzene；1,3-dibenzoyloxybenzene；m-phenylene dibenzoate；(3-benzoyloxyphenyl) benzoate
• CAS: 94-01-9
• 化学式: C₂₀H₁₄O₄
• 分子量: 318.329
• InChiKey: SUQGLJRNDJRARS-UHFFFAOYSA-N

物化性质

• 熔点：
  115-117 °C
• 沸点：
  450 °C
• 密度：
  1.2086 (rough estimate)
• 闪点：
  93°C
• 溶解度：
  溶于丙酮

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38
• 海关编码：
  2916399090
• RTECS号：
  VH0590000
• 储存条件：
  本品应密封保存。

SDS

Name:	M-Phenylene Dibenzoate Material Safety Data Sheet
Synonym:	Dibenzoate Resourcino
CAS:	94-01-9

Section 1 - Chemical Product MSDS Name:M-Phenylene Dibenzoate Material Safety Data Sheet
Synonym:Dibenzoate Resourcino

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
94-01-9	1,3-Benzenediol, Dibenzoate	ca 100	202-294-8

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. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 94-01-9: 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:
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: white to off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 157 deg C
Freezing/Melting Point: 114.00 - 118.00 deg C
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: C20H14O4
Molecular Weight: 318.32

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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# 94-01-9: VH0590000 LD50/LC50:
Not available.
Carcinogenicity:
1,3-Benzenediol, Dibenzoate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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# 94-01-9: No information available.
Canada
CAS# 94-01-9 is listed on Canada's NDSL List.
CAS# 94-01-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 94-01-9 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

类别：有毒物品

毒性分级：低毒

急性毒性：腹腔-小鼠 LD50: 8000 毫克/公斤

可燃性危险特性：可燃；燃烧时产生刺激烟雾

储运特性：库房应通风、低温且干燥

灭火剂：干粉、泡沫、沙土、二氧化碳、雾状水

反应信息

• 作为反应物：
  描述：

  1,3-二苯甲酰氧基苯 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 3.0h， 以66%的产率得到间苯二酚
  参考文献：
  名称：

  在非水解条件下温和的化学选择性方法对乙酸芳基酯和苯甲酸酯进行脱保护

  摘要：

  乙酸芳基酯和苯甲酸酯的化学选择性脱保护可以在非水解条件下通过在100°C下于N-甲基-2-吡咯烷酮（NMP）中用K 2 CO 3处理来实现。在分子内竞争期间，在烷基羧酸盐的存在下，乙酸芳基酯和苯甲酸酯的选择性裂解发生。

  DOI：

  10.1016/s0040-4020(01)00922-x
• 作为产物：
  描述：

  苯甲酸酐 、 间苯二酚 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以95%的产率得到1,3-二苯甲酰氧基苯
  参考文献：
  名称：

  三氟甲烷磺酸作为在用酸酐和混合酸酐酰化醇时极活泼的路易斯酸催化剂。

  摘要：

  可商购的三氟甲磺酸（三氟甲磺酸late）是一种实用且有用的路易斯酸催化剂，用于在对硝基苯甲酸酐的存在下将醇与酸酐酰化或将醇通过羧酸酯化。三氟甲磺酸scan的极高的催化活性可用于协助伯醇的酸酐酰化以及空间受阻的仲或叔醇的酸酐酰化。所提出的方法对于ω-羟基羧酸的选择性大内酯化特别有效。

  DOI：

  10.1021/jo952237x

文献信息

• HF–Pyridine: A Versatile Promoter for Monoacylation/Sulfonylation of Phenolic Diols and for Direct Conversion of <i>t</i>-Butyldimethylsilyl Ethers to the Corresponding Acetates
  作者：Kyosuke Michigami、Kazuya Yoshimoto、Masahiko Hayashi

  DOI：10.1246/cl.2012.138

  日期：2012.2.5

  Monoacylation and trifluoromethanesulfonylation of phenolic diols were achieved by the aid of HF–pyridine, whereas diacylation occurred with pyridine alone. Furthermore, HF–pyridine was found to promote the direct conversion of t-butyldimethylsilyl ethers to the corresponding acetates.

  在HF-吡啶的帮助下，实现了酚性二醇的单酰化和三氟甲磺酰化，而双酰化则是单独使用吡啶完成的。此外，HF-吡啶还被发现能促进叔丁基二甲基硅醚直接转化为相应的乙酸酯。
• Electrostatic catalysis by ionic aggregates: scope and limitations of Mg(ClO4)2 as acylation catalyst
  作者：Asit K Chakraborti、Lalima Sharma、Rajesh Gulhane、Shivani

  DOI：10.1016/j.tet.2003.08.007

  日期：2003.9

  Alkali and alkaline earth metal perchlorates exhibit electrostatic catalysis in the activation of anhydrides for the acylation reaction. Perchlorates with higher values of the charge-size function of the metal ion exhibit better catalytic activity following the order Mg(ClO4)2>Ba(ClO4)2>LiClO4. Acylation of structurally diverse phenols, thiols, alcohols, and amines have been carried out with stoichiometric

  碱和碱土金属高氯酸盐在酸酐活化过程中表现出静电催化作用，可进行酰化反应。金属离子的电荷大小函数的值较高的高氯酸盐表现出更好的催化活性，遵循Mg（ClO 4）2 > Ba（ClO 4）2 > LiClO 4的顺序。在室温下，在无溶剂条件下，在催化量的Mg（ClO 4）2存在下，用化学计量的酸酐对结构多样的酚，硫醇，醇和胺进行酰化反应。受阻和电子不足的酚可被有效地酰化。与空间受阻的酸酐（如异丁酸，新戊酸和苯甲酸酐）的酰化反应可与苯酚和醇类以极高的收率进行。酸敏感的醇以极好的收率被酰化，而没有任何竞争性副反应。
• Bismuth(III) salts as convenient and efficient catalysts for the selective acetylation and benzoylation of alcohols and phenols
  作者：Iraj Mohammadpoor-Baltork、Hamid Aliyan、Ahmad Reza Khosropour

  DOI：10.1016/s0040-4020(01)00521-x

  日期：2001.7

  Efficient acetylation and benzoylation of alcohols and phenols with acetic and benzoic anhydrides have been carried out under catalysis of bismuth(III) salts including BiCl3, Bi(TFA)3 and Bi(OTf)3. Selective acetylation and benzoylation of alcohols in the presence of phenols is an additional advantage of this procedure.

  在包括BiCl 3，Bi（TFA）3和Bi（OTf）3的铋（III）盐的催化下，已经进行了醇和酚与乙酸酐和苯甲酸酐的有效乙酰化和苯甲酰化。在酚存在下，醇的选择性乙酰化和苯甲酰化是该方法的另一个优点。
• Solid-Phase Benzoylation of Phenols and Alcohols in Microwave Reactor: An Ecofriendly Protocol
  作者：Suchandra Chakraborty、Ahana Saha、Kaushik Basu、Chandan Saha

  DOI：10.1080/00397911.2015.1078899

  日期：2015.10.18

  Abstract An efficient solid-phase benzoylation of phenols and alcohols was developed under microwave irradiation. A stoichiometric amount of benzoyl chloride was sufficient to carry out the reaction. This benzoylation features short reaction time, good yields, and easy workup procedures. Furthermore, the scope of the reaction was extended to prepare 3,5-dinitrobenzoyl derivatives of alcohols. GRAPHICAL

  摘要 开发了一种在微波辐射下高效固相苯甲酰化苯酚和醇的方法。化学计量的苯甲酰氯足以进行反应。这种苯甲酰化反应的特点是反应时间短、产率高、后处理程序简单。此外，该反应的范围扩展到制备醇的 3,5-二硝基苯甲酰基衍生物。图形概要
• PhCOCl-Py/Basic Alumina as a Versatile Reagent for Benzoylation in Solvent-Free Conditions
  作者：Satya Paul、Puja Nanda、Rajive Gupta

  DOI：10.3390/80400374

  日期：——

  A solvent-free procedure using PhCOCl-Py/basic alumina under microwave irradiation has been developed for N-, O- and S-benzoylation.

  已经开发了一种无溶剂的工艺，使用酰氯-吡啶/碱性铝土矿在微波辐射下进行N-、O-和S-苯甲酰化。

表征谱图