4-叔丁基苯酚 | 98-54-4

• 物质功能分类: 化学试剂 - 有机试剂
• 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: 4-叔丁基苯酚
• 中文别名: 4-羟基-1-叔丁基苯；对叔丁基苯酚(PTBP)；4-(1,1-二甲基乙基)苯酚；对叔丁基苯酚；1-羟基-4-叔丁基苯；对叔丁基酚；4-叔丁基酚
• 英文名称: 4-tert-butylphenol
• 英文别名: 4-(1,1-Dimethylethyl)phenol；para-tert-butylphenol；p-tert-butylphenol；4-t-butylphenol；4-tBP
• CAS: 98-54-4
• 化学式: C₁₀H₁₄O
• mdl: MFCD00002367
• 分子量: 150.221
• InChiKey: QHPQWRBYOIRBIT-UHFFFAOYSA-N

物化性质

• 熔点：
  96-101 °C (lit.)
• 沸点：
  236-238 °C (lit.)
• 密度：
  0.908 g/mL at 25 °C (lit.)
• 闪点：
  113 °C
• 溶解度：
  乙醇：可溶50mg/mL，澄清，无色
• LogP：
  3 at 23℃
• 物理描述：
  Crystals or practically white flakes. Has a disinfectant-like odor. May float or sink in water. Insoluble in water. (NTP, 1992)
• 颜色/状态：
  Needles from water
• 气味：
  Distinctive odor
• 蒸汽密度：
  5.1 (NTP, 1992) (Relative to Air)
• 蒸汽压力：
  0.00919 mm Hg at 25 °C
• 亨利常数：
  1.19e-06 atm-m3/mole
• 稳定性/保质期：

  1. 酚样的木香和甜香香气是一种强效的敏化剂和去色剂。遇明火能燃烧，分解放出有毒气体。

  2. 对眼睛、皮肤和黏膜有中等刺激性。在热熔状态下会灼烧皮肤。此时应先用乙醇擦拭，然后用大量温水冲洗。生产装置应密闭，并确保操作人员穿戴防护用具。

  3. 稳定性 [17]：稳定

  4. 禁配物 [18]：碱类、酰基氯、酸酐、氧化剂、铜

  5. 应避免的条件 [19]：受热

  6. 聚合危害 [20]：不会聚合

• 分解：
  When heated to decomposition it emits acrid and irritating fumes.
• 粘度：
  2.4 mPa.s at 110 °C
• 燃烧热：
  -16,900 Btu/lb = -9,410 cal/g = -394 X 105 J/kg
• 汽化热：
  67.9 kJ/mol
• 折光率：
  Refractive Index: 1.4787 at 114 °C
• 解离常数：
  pKa = 10.16 at 25 °C (OECD Guideline 112)
• 相对蒸发率：
  Evaporation at 20 °C is neglible
• 保留指数：
  1256;1261;1265

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

ADMET

代谢

4-叔丁基苯酚已知的人类代谢物包括(2S,3S,4S,5R)-6-(4-叔丁基苯氧基)-3,4,5-三羟基氧杂环己烷-2-羧酸。

4-tert-Butylphenol has known human metabolites that include (2S,3S,4S,5R)-6-(4-tert-butylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

来源:NORMAN Suspect List Exchange

毒理性

• 毒性总结

4-叔丁基苯酚在结构上与黑色素前体酪氨酸相似，并作为酪氨酸酶的底物。酪氨酸酶将4-叔丁基苯酚氧化成醌（4-叔丁基环己烯-3,5-二烯-1,2-二酮），后者迅速与谷胱甘肽（GSH）反应。谷胱甘肽防御系统的耗尽可能允许醌生成损害黑素细胞并诱导凋亡的反应性氧种，从而导致白斑病/白癜风。（A15209, A15210）

4-Tert-butylphenol is structurally similar to the melanin precursor tyrosine, and acts as a substrate for tyrosinase. Tyrosinase oxidizes 4-tert-butylphenol to a quinone (4-tert-butylcyclohexa-3,5-diene-1,2-dione) which in turn rapidly reacts with glutathione (GSH). A depletion of the GSH defence system may allow the quinone to generate reactive oxygen species that damage melanocytes and induce apoptosis, leading to leukoderma/vitiligo. (A15209, A15210)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

白斑病，白癜风。

Leukoderma, vitiligo.

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

真皮的

Dermal

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

皮肤失去色素沉着。

Loss of skin pigmentation.

来源:Toxin and Toxin Target Database (T3DB)

安全信息

• TSCA：
  Yes
• 危险等级：
  8
• 危险品标志：
  Xi,N
• 安全说明：
  S26,S39,S61
• 危险类别码：
  R51/53,R41,R37/38
• WGK Germany：
  2
• 海关编码：
  2907199090
• 危险品运输编号：
  UN 3077 9/PG 3
• 危险类别：
  8
• RTECS号：
  SJ8925000
• 包装等级：
  III
• 储存条件：
  1. 储存注意事项：储存于阴凉、通风的库房中，远离火种和热源，确保包装密封。应将储存物与氧化剂、碱类以及食用化学品分开存放，避免混合存储，并配备相应种类和数量的消防器材。储区需准备合适的材料以收集泄漏物质。 2. 包装及运输：使用内衬塑料袋并外加纤维板圆桶进行包装，每桶装载量为25kg。按照一般可燃化学品的规定进行储存与运输。

SDS

Name:	4-tert.-Butylphenol 97% Material Safety Data Sheet
Synonym:	Phenol, p-(tert-butyl)-; p-terc.Butylfenol; Butylphen; p-tert-Butylphenol; 4-t-Butylphenol; 4-(1,1-Dimethylethyl)phenol; 1-Hydroxy-4-tert-butylbenzene; Phenol, 4-(1,1-dimethylethyl)-; PTB
CAS:	98-54-4

Section 1 - Chemical Product MSDS Name:4-tert.-Butylphenol 97% Material Safety Data Sheet
Synonym:Phenol, p-(tert-butyl)-; p-terc.Butylfenol; Butylphen; p-tert-Butylphenol; 4-t-Butylphenol; 4-(1,1-Dimethylethyl)phenol; 1-Hydroxy-4-tert-butylbenzene; Phenol, 4-(1,1-dimethylethyl)-; PTB

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
98-54-4	4-tert-Butylphenol	97	202-679-0

Hazard Symbols: XN
Risk Phrases: 36/37/38 42/43

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin. May cause sensitization by inhalation and skin contact.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes severe eye irritation.
Skin:
Causes skin irritation. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
Ingestion:
Causes gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. In rare instances, exposure may cause sensitization, resulting in inflammation of the mucous membranes and in eczematous eruptions.
Chronic:
Repeated or prolonged exposure may cause allergic reactions in sensitive individuals.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Immediately 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 breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. 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. Do NOT get water inside containers. 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:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation. Do not get water inside containers.

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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. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

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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# 98-54-4: Germany: 0.08 ppm TWA; 0.5 mg/m3 TWA Germany: Skin absorber Netherlands: 0.1 ppm MAC; 0.5 mg/m3 MAC 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: Solid
Color: white to almost white
Odor: None reported.
pH: Not available.
Vapor Pressure: 13 hPa @ 115 C
Viscosity: Not available.
Boiling Point: 236 - 238 deg C @ 760.00mm Hg
Freezing/Melting Point: 96 - 100 deg C
Autoignition Temperature: 510 deg C ( 950.00 deg F)
Flash Point: 113 deg C ( 235.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: soluble in alcohol and ether
Specific Gravity/Density: .9080g/cm3
Molecular Formula: C10H14O
Molecular Weight: 150.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, moisture, excess heat.
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# 98-54-4: SJ8925000 LD50/LC50:
CAS# 98-54-4: Draize test, rabbit, eye: 10 mg Severe; Draize test, rabbit, eye: 50 ug/24H Severe; Draize test, rabbit, skin: 500 mg/4H Mild; Draize test, rabbit, skin: 500 mg/24H Mild; Oral, mouse: LD50 = 1030 mg/kg; Oral, rat: LD50 = 3250 uL/kg; Skin, rabbit: LD50 = 2520 uL/kg.
Carcinogenicity:
4-tert-Butylphenol - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Fathead Minnow: LC50 = 5.1 mg/L; 96 Hr; UnspecifiedWater flea Daphnia: EC50 = 4.2 mg/L; 24 Hr; UnspecifiedBacteria: Phytobacterium phosphoreum: EC50 = 0.21 mg/L; 5 min; Microtox test

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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
Shipping Name: ALKYLPHENOLS, SOLID, N.O.S.
Hazard Class: 8
UN Number: 2430
Packing Group: III
IMO
Shipping Name: ALKYLPHENOLS, SOLID, N.O.S.
Hazard Class: 8
UN Number: 2430
Packing Group: III
RID/ADR
Shipping Name: ALKYLPHENOLS, SOLID, N.O.S.
Hazard Class: 8
UN Number: 2430
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
R 42/43 May cause sensitization by inhalation and
skin contact.
Safety Phrases:
S 22 Do not breathe dust.
S 24 Avoid contact with skin.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
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# 98-54-4: 2
Canada
CAS# 98-54-4 is listed on Canada's DSL List.
CAS# 98-54-4 is listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 98-54-4 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

理化性质

4-叔丁基苯酚在常温常压下为白色结晶固体，易溶于乙醇、乙醚、苯等有机溶剂，难溶于水。它属于苯酚类衍生物，具有酚类化合物的通性，可以与碱性物质发生中和反应生成相应的盐。

结构特性

4-叔丁基苯酚的分子中，苯环上的4个氢原子均被取代为叔丁基基团。由于叔丁基基团的空间位阻效应，使得该分子的取代位点和反应位置受到限制，其反应活性较低。通常情况下，酚羟基的氢原子被取代的位置多为3-位或5-位而非2-位；同样，受空间位阻的影响，酚羟基的反应活性也较低，需要更强的反应条件或更活泼的试剂才能进行反应。

4-叔丁基苯酚分子中含有一个酚基，该性质使得它具有特殊的化学性质：如酚的亲电性较强，且具有一定的酸性。

化学性质

白色结晶，具有轻微的苯酚臭味。溶于丙酮、苯、甲苯，微溶于水。

用途

4-叔丁基苯酚用作合成抗氧剂，还广泛应用于农药、医药、香料、合成树脂等领域，也可作为软化剂、溶剂、染料与油漆的添加剂及油田用破乳剂成分和车用油添加剂。

具体应用如下：

1. 合成抗氧剂：可用于油溶性酚醛树脂。
2. 农药领域：用于杀螨剂炔螨特的合成，也是杀菌剂螺环菌胺(spiroxamine)的原料。此外还具有抗氧化性能，可作为橡胶、肥皂、氯代烃和硝化纤维的稳定剂；是医药(驱虫剂)、香料、合成树脂的原料。
3. 其他用途：可用于软化剂、溶剂、染料与油漆的添加剂；用作油田用破乳剂成分及车用油添加剂。此外，4-叔丁基苯酚还可用于紫外线吸收剂、橡胶和涂料防龟裂剂。

生产方法

1. 由苯酚与异丁烯为原料以阳离子交换树脂作催化剂制得。
2. 由苯酚与二异丁烯反应制得。除了得到对叔丁基酚以外，还同时联产对辛基苯酚4-(tert-Octyl)phenol。
3. 由苯酚与叔丁醇反应而得。

性质

• 类别：易燃固体
• 毒性分级：中毒
• 急性毒性：
  • 口服-大鼠 LD50: 3250 微升/公斤
  • 腹腔-小鼠 LD50: 78 毫克/公斤
• 刺激数据：
  • 皮肤-兔 500 毫克/24小时 轻度
  • 眼睛-兔 0.050 毫克/24小时 重度
• 爆炸物危险特性：易于氧化剂反应
• 可燃性危险特性：遇热、明火易燃；热分解产生辛辣刺激烟雾
• 储运特性：库房通风低温干燥；与氧化剂分开存放
• 灭火剂：干粉、二氧化碳、泡沫

反应信息

• 作为反应物：
  描述：

  4-叔丁基苯酚 在 aluminum (III) chloride 作用下， 反应 5.0h， 生成 3-叔丁基苯酚
  参考文献：
  名称：

  一种间叔丁基苯酚的绿色制备工艺

  摘要：

  本发明公开了一种间叔丁基苯酚的制备工艺，包括以下步骤：(1)以苯酚和叔丁基氯为原料，以酸性白土和浓硫酸为催化剂，经过烷基化反应一步得到主产物间叔丁基苯酚和副产物对叔丁基苯酚，分离；(2)以未反应完的苯酚和步骤(1)中对叔丁基苯酚副产物为原料，以酸性白土和三氯化铝为催化剂，再经过重排反应一步得到间叔丁基苯酚。相对于现有技术，本发明间叔丁基苯酚的制备工艺原料廉价易得、工艺简单、原子经济性好、绿色环保且适合工业化生产，对叔丁基苯酚化工业的经济效益和社会效益的提高有着重要的现实意义。

  公开号：

  CN110903171A
• 作为产物：
  描述：

  3-叔丁基苯酚 在 Ku-2-8chS 作用下， 反应 73.0h， 生成 4-叔丁基苯酚
  参考文献：
  名称：

  Pil'shchikov, V. A.; Nesterova, T. N.; Rozhnov, A. M., Journal of applied chemistry of the USSR, 1981, vol. 54, # 9, p. 1765 - 1769

  摘要：

  DOI：
• 作为试剂：
  描述：

  乙烯基三乙氧基硅烷 、 1-溴-4-硝基苯 在 4-叔丁基苯酚 、 四丁基氟化铵 作用下， 以 水 为溶剂， 反应 16.0h， 生成 4-硝基苯乙烯
  参考文献：
  名称：

  城市垃圾的价值化以获得低成本的多相钯催化剂，用于生物质衍生的 γ-戊内酯中的交叉偶联反应

  摘要：

  在这里，我们报告了一个简单的协议，用于评估普通城市生物废物的价值。将松针城市垃圾预处理后获得的木质纤维素生物质有效地转化为用于固定 Pd 纳米颗粒的低成本载体 (PiNe)。最终的 Pd/PiNe 多相催化剂具有小粒径 (4.5 nm) 和金属负载 (9.9 wt%)，可与大多数市售和常用的对应物相媲美。在这项贡献中，我们测试了 Pd/PiNe 系统在两个代表性交叉偶联 Heck 和 Hiyama 反应中的催化效率，并比较了与商业 Pd/C 催化剂获得的结果。生物质衍生溶剂 (GVL) 中的良好反应性证实了 Pd/PiNe 多相催化剂是一种有效的系统，可以在循环经济方法中整合到废物价值链中。此外，催化剂的效率也得到了扩展，以进行具有挑战性的连续 Hiyama-Heck 反应，以提供不同取代的（E )-1,2-二芳基乙烯。

  DOI：

  10.1039/d1gc01707a

文献信息

• Nitrosonium ion catalysis: aerobic, metal-free cross-dehydrogenative carbon–heteroatom bond formation
  作者：Luis Bering、Laura D’Ottavio、Giedre Sirvinskaite、Andrey P. Antonchick

  DOI：10.1039/c8cc08328b

  日期：——

  coupling of heteroarenes with thiophenols and phenothiazines has been developed under mild and environmentally benign reaction conditions. For the first time, NOx+ was applied for catalytic C–S and C–N bond formation. A comprehensive scope for the C–H/S–H and C–H/N–H cross-dehydrogenative coupling was demonstrated with >60 examples. The sustainable cross-coupling conditions utilize ambient oxygen as the

  杂芳烃与硫酚和吩噻嗪的催化交叉脱氢偶联已在温和且环境友好的反应条件下得到发展。首次将NO x +用于催化C–S和C–N键的形成。用60多个例子证明了C–H / S–H和C–H / N–H交叉脱氢偶联的综合范围。可持续的交叉偶联条件利用环境氧作为末端氧化剂，而水是唯一的副产物。
• Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20150231142A1

  公开（公告）日：2015-08-20

  The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

  本发明涉及含有上皮钠通道活性抑制剂与至少一种ABC转运蛋白调节剂化合物（A式、B式、C式或D式）的药物组合物。该发明还涉及这些药物配方，以及使用这些组合物治疗CFTR介导的疾病，特别是囊性纤维化的方法。
• Use of Diethoxymethane as a Solvent for Phase Transfer-Catalyzed<i>O</i>-Alkylation of Phenols
  作者：M. Todd Coleman、Gabriel LeBlanc

  DOI：10.1021/op900324p

  日期：2010.5.21

  The effectiveness of diethoxymethane (DEM) as a solvent for O-alkylation of a variety of phenols under phase transfer conditions has been examined and evaluated. The reaction between 4-methoxy phenol and benzyl chloride was selected to compare reaction rates in various solvents and the efficiency of various PTCs. This reaction was further studied to develop a commercially amenable process complete

  在相转移条件下，对二乙氧基甲烷（DEM）作为各种酚O-烷基化溶剂的有效性进行了评估。选择4-甲氧基苯酚和苄基氯之间的反应以比较在各种溶剂中的反应速率和各种PTC的效率。对该反应进行了进一步的研究，以开发出一种商业上可接受的方法，该方法具有再循环物流和有效的产物分离作用。对于这些类型的相转移催化反应，DEM是一种很好的溶剂，可以被视为二氯甲烷和甲苯的替代溶剂。
• Active Molybdenum-Based Anode for Dehydrogenative Coupling Reactions
  作者：Sebastian B. Beil、Timo Müller、Sydney B. Sillart、Peter Franzmann、Alexander Bomm、Michael Holtkamp、Uwe Karst、Wolfgang Schade、Siegfried R. Waldvogel

  DOI：10.1002/anie.201712718

  日期：2018.2.23

  and powerful active anode system that can be operated in 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP) has been discovered. In HFIP the molybdenum anode forms a compact, conductive, and electroactive layer of higher‐valent molybdenum species. This system can replace powerful but stoichiometrically required MoV reagents for the dehydrogenative coupling of aryls. This electrolytic reaction is more sustainable

  发现了一种可以在1,1,1,3,3,3-六氟-2-丙醇（HFIP）中运行的功能强大的新型阳极活性系统。在HFIP中，钼阳极形成一个高价钼物种的致密，导电和电活性层。该系统可替代功能强大但化学计量上要求的Mo V试剂，用于芳基的脱氢偶联。这种电解反应是更可持续的，并允许转化广泛范围的活化芳烃。
• Structure-Based Design of Potent and Orally Active Isoindolinone Inhibitors of MDM2-p53 Protein–Protein Interaction
  作者：Gianni Chessari、Ian R. Hardcastle、Jong Sook Ahn、Burcu Anil、Elizabeth Anscombe、Ruth H. Bawn、Luke D. Bevan、Timothy J. Blackburn、Ildiko Buck、Celine Cano、Benoit Carbain、Juan Castro、Ben Cons、Sarah J. Cully、Jane A. Endicott、Lynsey Fazal、Bernard T. Golding、Roger J. Griffin、Karen Haggerty、Suzannah J. Harnor、Keisha Hearn、Stephen Hobson、Rhian S. Holvey、Steven Howard、Claire E. Jennings、Christopher N. Johnson、John Lunec、Duncan C. Miller、David R. Newell、Martin E. M. Noble、Judith Reeks、Charlotte H. Revill、Christiane Riedinger、Jeffrey D. St. Denis、Emiliano Tamanini、Huw Thomas、Neil T. Thompson、Mladen Vinković、Stephen R. Wedge、Pamela A. Williams、Nicola E. Wilsher、Bian Zhang、Yan Zhao

  DOI：10.1021/acs.jmedchem.0c02188

  日期：2021.4.8

  (MDM2)-p53 protein–protein interaction with small molecules has been shown to reactivate p53 and inhibit tumor growth. Here, we describe rational, structure-guided, design of novel isoindolinone-based MDM2 inhibitors. MDM2 X-ray crystallography, quantum mechanics ligand-based design, and metabolite identification all contributed toward the discovery of potent in vitro and in vivo inhibitors of the MDM2-p53

  抑制小鼠双分钟 2 (MDM2)-p53 蛋白-蛋白与小分子的相互作用已被证明可以重新激活 p53 并抑制肿瘤生长。在这里，我们描述了基于异吲哚啉酮的新型 MDM2 抑制剂的合理的、结构指导的设计。 MDM2 X 射线晶体学、基于量子力学配体的设计和代谢物鉴定都有助于发现 MDM2-p53 与代表性化合物相互作用的有效体外和体内抑制剂，在 SJSA-1 骨肉瘤异种移植模型中诱导细胞停滞。 -每日口服给药。

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