四叔丁基联苯酚 | 128-38-1

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 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: 四叔丁基联苯酚
• 中文别名: 3,3,5,5-四(叔丁基)[1,1-联苯]-4,4-二醇；2,2',6,6'-四叔丁基-4,4'-联苯二酚
• 英文名称: 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
• 英文别名: 3,3',5,5'-tetra-tert-butyl-[1,1'-biphenyl]-4,4'-diol；[1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetrakis(1,1-dimethylethyl)-；2,6-ditert-butyl-4-(3,5-ditert-butyl-4-hydroxyphenyl)phenol
• CAS: 128-38-1
• 化学式: C₂₈H₄₂O₂
• mdl: MFCD00069443
• 分子量: 410.64
• InChiKey: GSOYMOAPJZYXTB-UHFFFAOYSA-N

物化性质

• 熔点：
  185
• 密度：
  0.981
• 最大波长(λmax)：
  265nm(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38
• 海关编码：
  2907299090
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319
• 储存条件：
  室温

SDS

Name:	3 3 5 5 -Tetra(tert-butyl)[1 1 -biphenyl] -4 4 -diol 97% Material Safety Data Sheet
Synonym:
CAS:	128-38-1

Section 1 - Chemical Product MSDS Name:3 3 5 5 -Tetra(tert-butyl)[1 1 -biphenyl] -4 4 -diol 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
128-38-1	3,3',5,5'-Tetra(tert-butyl)[1,1'-biphe	97%	204-883-5

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes 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. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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:
Vacuum or sweep up material and place into a suitable disposal 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:
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# 128-38-1: 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: yellow - brown
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: C28H42O2
Molecular Weight: 411

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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, acid chlorides.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 128-38-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,3',5,5'-Tetra(tert-butyl)[1,1'-biphenyl] -4,4'-diol - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 128-38-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 128-38-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 128-38-1 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

制备方法与用途

药物成分（用于研究实验）

反应信息

• 作为反应物：
  描述：

  四叔丁基联苯酚 在 氧气 、 二氧化氮 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以98%的产率得到3,3’,5,5’-tetra-tert-butyl-[1,1’-bis(cyclohexane)]-2,2’,5,5’-tetraene-4,4’-dione
  参考文献：
  名称：

  通过氢醌与氮氧化物的催化自氧化方便地制备醌

  摘要：

  一种有效，廉价的对苯二酚自动氧化的催化方法利用了气态（NO x）催化剂，该方法允许简单的后处理步骤，仅通过去除溶剂即可分离出醌。

  DOI：

  10.1016/s0040-4039(00)76211-3
• 作为产物：
  描述：

  2,6-二叔丁基-4-甲基苯酚 在 [Fe^IV (asN₄Py)(O)](ClO₄)₂ 作用下， 以 乙腈 为溶剂， 生成 四叔丁基联苯酚
  参考文献：
  名称：

  四吡啶基含氧铁（IV）络合物氧化2,6-二叔丁基苯酚

  摘要：

  摘要先前报道的五齿低自旋（S = 1）氧化铁（IV）配合物[FeIV（O）（asN4Py）]（2）（asN4Py = N，N-双（2-吡啶基甲基）-1，已经研究了2-二（2-吡啶基）乙胺在2，6-二叔丁基苯酚衍生物的氧化反应中。详细的动力学和机理研究（动力学同位素效应（KIE）为4.52，Hammett相关系数为ρ= −1.83）得出结论，该反应的速率确定步骤涉及氢原子直接转移（HAT）。与血红素型辣根过氧化物酶（HRP）系统相反，氧代铁（IV）物种产生了苯酚。

  DOI：

  10.1016/j.poly.2018.02.015
• 作为试剂：
  描述：

  在 bis-triphenylphosphine-palladium(II) chloride 、 四叔丁基联苯酚 、 乙酸酐 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 neat (no solvent) 为溶剂， 以70 %的产率得到
  参考文献：
  名称：

  单萜苯酚类杂萜化合物及其中间体化合物、合成方法

  摘要：

  本发明属于活性天然产物合成领域，具体提供了单萜苯酚类杂萜化合物及其中间体化合物，所述的单萜苯酚类杂萜化合物的结构式如式(Ⅴ)所示，所述的中间体化合物的结构式如式(Ⅰ)、式(Ⅱ)、式(Ⅲ)或式(Ⅳ)所示，本专利还提供了单萜苯酚类杂萜化合物及其中间体化合物的合成方法，利用简单易得的化工原料，通过一步或多步反应得到一系列结构新颖的合成单萜苯酚类杂萜化合物的中间体化合物，并制备得到了一系列单萜苯酚类杂萜化合物。本发明的合成工艺简单绿色环保、高效，条件温和，产率高，制备得到的单萜苯酚类杂萜化合物抗肿瘤、抗氧化、抗骨质疏松和抗抑郁等效果显著，具有广阔的应用前景。

  公开号：

  CN116239456A

文献信息

• The chemistry of pentavalent organobismuth reagents
  作者：Derek H.R. Barton、Jean-Pierre Finet、Charles Giannotti、Frank Halley

  DOI：10.1016/s0040-4020(01)86150-0

  日期：1988.1

  The reactivity of BiV reagents towards very hindered phenols with tert.-butyl groups at 2 and 6 under basic conditions has been studied. Unexpected phenylation at the 4-position and, in several cases, replacement of a tert.-butyl group by phenyl have been observed. The mechanism of these reactions has been discussed.

  在碱性条件下，研究了Bi V试剂对在2和6处具有叔丁基的受阻酚的反应性。在4-位发生意外的苯基化，并且在某些情况下，观察到叔丁基被苯基取代。已经讨论了这些反应的机理。
• Enantiospecific Synthesis of Nepetalactones by One-Step Oxidative NHC Catalysis
  作者：Wacharee Harnying、Jörg-M. Neudörfl、Albrecht Berkessel

  DOI：10.1021/acs.orglett.9b04034

  日期：2020.1.17

  An efficient oxidative NHC-catalyzed one-step transformation of (S)- or (R)-8-oxocitronellal to nepetalactone (NL) in enantio- and diastereomerically pure form has been developed. Several new and "easy to make" N-Mes- or N-Dipp-substituted 1,2,4-triazolium salts carrying nitroaromatic groups on N1 were synthesized and evaluated as precatalysts in combination with base and stoichiometric organic oxidant

  已经开发了一种有效的氧化NHC催化的对映体和非对映体纯形式的（S）-或（R）-8-氧鞘甾醇向荆芥内酯（NL）的一步转化。合成了几种在N1上带有硝基芳族基团的新型且易于制造的N-Mes或N-Dipp取代的1,2,4-三唑鎓盐，并与碱和化学计量有机氧化剂一起作为预催化剂进行了评估。在优化的条件下，NLs的收率非常好，在温和条件下非对映异构纯。所使用的氧化剂可在操作简单的条件下回收和再循环。
• Pd-Catalyzed Aerobic Oxidation Reactions: Strategies To Increase Catalyst Lifetimes
  作者：Wilson C. Ho、Kevin Chung、Andrew J. Ingram、Robert M. Waymouth

  DOI：10.1021/jacs.7b11372

  日期：2018.1.17

  10-phenanthroline) is an effective catalyst precursor for the selective oxidation of primary and secondary alcohols, vicinal diols, polyols, and carbohydrates. Both air and benzoquinone can be used as terminal oxidants, but aerobic oxidations are accompanied by oxidative degradation of the neocuproine ligand, thus necessitating high Pd loadings. Several strategies to improve aerobic catalyst lifetimes were devised

  钯络合物 [(neocuproine)Pd(μ-OAc)]2[OTf]2 (1, neocuproine = 2,9-dimethyl-1,10-phenanthroline) 是伯醇和仲醇选择性氧化的有效催化剂前体、邻二醇、多元醇和碳水化合物。空气和苯醌都可以用作末端氧化剂，但有氧氧化伴随着新铜碱配体的氧化降解，因此需要高 Pd 负载。在催化剂失活的机理研究的指导下，设计了几种提高有氧催化剂寿命的策略。这些研究暗示了从新铜碱配体中提取 H 原子引发的自由基自氧化机制。旨在延缓 H 原子提取以及添加牺牲性 H 原子供体的配体修饰增加了催化剂寿命并导致在有氧条件下更高的周转数 (TON)。其他研究表明，添加苄型氢过氧化物或苯乙烯也会导致 TON 显着增加。机理研究表明，苄型氢过氧化物充当 H 原子供体，而苯乙烯可有效拦截 Pd 氢化物。这些策略能够使用低至 0.25 mol% 的 Pd 以制
• Optically active compound and photosensitive resin composition
  申请人：——

  公开号：US20030211421A1

  公开（公告）日：2003-11-13

  A photoactive compound is used in combination with a photosensitizer, represented by the following formula (1): A −[( J ) m −( X-Pro )] n (1) wherein A represents a hydrophobic unit comprising at least one kind of hydrophobic groups selected from a hydrocarbon group and a heterocyclic group, J represents a connecting group, X-Pro represents a hydrophilic group protected by a protective group Pro which is removable by light exposure, m represents 0 or 1, and n represents an integer of not less than 1. The protective group Pro may be removable by light exposure in association with the photosensitizer (especially, a photo acid generator), or may be a hydrophobic protective group. The hydrophilic group may be a hydroxyl group or a carboxyl group. The photoactive compound has high sensitivity to a light source of short wavelength beams, for resist application, therefore, the photoactive compound is advantageously used for forming a pattern with high resolution.

  一种光活性化合物与光敏剂结合使用，由以下公式（1）表示： A −[( J ) m −( X-Pro )] n (1) 其中，A代表至少包括一种从烃基和杂环基中选择的疏水基的疏水单元，J代表连接基团，X-Pro代表由光照可去除的保护基团Pro保护的亲水基团，m代表0或1，n代表不少于1的整数。 保护基团Pro可以与光敏剂（特别是光酸发生剂）一起通过光照可去除，也可以是疏水保护基团。亲水基团可以是羟基或羧基。光活性化合物对短波长光源具有很高的敏感性，用于光刻应用，因此，该光活性化合物有利于形成具有高分辨率的图案。
• Stoichiometric Formation of an Oxoiron(IV) Complex by a Soluble Methane Monooxygenase Type Activation of O₂ at an Iron(II)-Cyclam Center
  作者：Dustin Kass、Teresa Corona、Katrin Warm、Beatrice Braun-Cula、Uwe Kuhlmann、Eckhard Bill、Stefan Mebs、Marcel Swart、Holger Dau、Michael Haumann、Peter Hildebrandt、Kallol Ray

  DOI：10.1021/jacs.9b13756

  日期：2020.4.1

  (O2) is activated at a diiron(II) center to form an oxodiiron(IV) intermediate Q that performs the challenging oxidation of me-thane to methanol. An analogous mechanism of O2 activation at mono- or di-nuclear iron centres is rare in the synthetic chemistry. Herein, we report a mononuclear non-heme iron(II)-cyclam complex 1-trans that activates O2 to form the corresponding iron(IV)-oxo complex 2-trans

  在可溶性甲烷单加氧酶 (sMMO) 中，双氧 (O2) 在二铁 (II) 中心被激活，形成氧化二铁 (IV) 中间体 Q，该中间体 Q 可将甲烷氧化成甲醇。O2 在单核或双核铁中心活化的类似机制在合成化学中很少见。在此，我们报告了一种单核非血红素铁 (II)-仙客来络合物 1-反式，它通过让人联想到 sMMO 中的 O2 激活过程的机制激活 O2 以形成相应的铁 (IV)-氧代络合物 2-反式。1-反式向2-反式的转化是通过中间体形成铁（III）-超氧化物物质3进行的，该物质可以在-50°C下被捕获并进行光谱表征。令人惊讶的是，3 是比 2-trans 更强的氧原子转移 (OAT) 试剂；3 对 1-trans 或 PPh3 进行 OAT 以定量产生 2-trans。