3,5-二叔丁基-4-羟基苯甲腈 | 1988-88-1

• 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: 3,5-二叔丁基-4-羟基苯甲腈
• 中文别名: 3,5-二-叔-丁基-4-羟基苯甲腈
• 英文名称: 2,6-di-tert-butyl-4-cyanophenol
• 英文别名: 3,5-Di-tert-butyl-4-hydroxybenzonitrile；3,5-ditert-butyl-4-hydroxybenzonitrile
• CAS: 1988-88-1
• 化学式: C₁₅H₂₁NO
• mdl: MFCD00156137
• 分子量: 231.338
• InChiKey: AKXIIOLURNATOC-UHFFFAOYSA-N

物化性质

• 熔点：
  144 °C
• 稳定性/保质期：
  如果按照规定使用和储存，则不会发生分解，目前没有已知的危险反应，应避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2926909090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险品运输编号：
  3276
• 储存条件：
  请将贮藏器保持密封状态，并存放在阴凉、干燥处。同时，确保工作环境具有良好的通风或排气设施。

SDS

Name:	3 5-Di(tert-butyl)-4-hydroxybenzonitrile 97% Material Safety Data Sheet
Synonym:
CAS:	1988-88-1

Section 1 - Chemical Product MSDS Name:3 5-Di(tert-butyl)-4-hydroxybenzonitrile 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1988-88-1	3,5-Di(tert-butyl)-4-hydroxybenzonitri	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
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# 1988-88-1: 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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 141 - 143 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: C15H21NO
Molecular Weight: 231

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1988-88-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3,5-Di(tert-butyl)-4-hydroxybenzonitrile - 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
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
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 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
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 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 1988-88-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1988-88-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1988-88-1 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：

  3,5-二叔丁基-4-羟基苯甲腈 以50%的产率得到2,6-Bis(1,1-dimethylethyl)-4-(3,4,8,9-tetrahydro-6-methoxy-3,3,8,8-tetramethylfuro[2,3-h]isoquinolin-1-yl)phenol hydrochloride
  参考文献：
  名称：

  FUROISOQUINOLINE DERIVATIVES, PROCESS FOR PRODUCING THE SAME AND USE THEREOF

  摘要：

  公开号：

  EP1270577B1
• 作为产物：
  描述：

  3,5-二-叔丁基-4-羟基苯甲醛肟 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.5h， 生成 3,5-二叔丁基-4-羟基苯甲腈
  参考文献：
  名称：

  Rearrangement fragmentation of aldoxime to isocyanide

  摘要：

  DOI：

  10.1007/bf01457806
• 作为试剂：
  描述：

  三氯乙腈 在 aluminum tri-bromide 、 3,5-二叔丁基-4-羟基苯甲腈 作用下， 以 乙醚 为溶剂， 以27%的产率得到6-<3,5-di(tert-butyl)-4-hydroxyphenyl>-2,4-bis(trichloromethyl)-sym-trazene
  参考文献：
  名称：

  Synthesis and properties of sym-triazine derivatives. 8. Synthesis of amino and alkoxy derivatives of sym-triazine containing fragments of a sterically-hindered phenol from 2,4-bis(trichloromethyl)-sym-triazines

  摘要：

  DOI：

  10.1007/bf00755699

文献信息

• Crystal Engineering and Substituent Effect of Hindered Phenols for SHG Materials
  作者：Koichi Takagi、Akira Mizuno、Michiru Kubata、Akira Mizoguchi、Masaru Furushow、Masaru Matsuoka

  DOI：10.1246/cl.1992.1743

  日期：1992.9

  2,6-Di-tert-butylphenol moiety was found to be effective to control molecular packing in crystals for SHG materials. Many derivatives having compact acceptor group at 4-position of hindered phenols showed SHG responses depending on the electron withdrawing effect of an acceptor. The X-ray structural analyses revealed that molecular packing was controlled both by the steric requirements and the intermolecular hydrogen bonding.

  研究发现，含有2,6-二叔丁基苯酚部分的化合物能够有效控制SHG材料的晶体分子堆积。许多在受阻酚4位具有紧凑受体基团的衍生物，其SHG响应取决于受体的吸电子效应。X射线结构分析揭示，分子堆积既受到空间位阻要求的控制，也受到分子间氢键的影响。
• Reaction of superoxo Co(III) complex with stable phenoxy radicals
  作者：A. Nishinaga、H. Tomita、T. Matsuura

  DOI：10.1016/s0040-4039(00)78701-6

  日期：1980.1

  A typical superoxo complex [Co(CN)5O2][Ph3PNPPh3]3 combines with stable phenoxy radicals in CH2Cl2 leading to selective formation of peroxy--quinols except for 2,4,6-tri--butylphenoxy radical, representing radical reactivity of the complex.

  一个典型的复杂superoxo [CO（CN）5 ö 2 ] [PH 3 PNPPh 3 ] 3个结合在CH稳定的苯氧自由基2氯2导致过氧的选择性形成-quinols除了2,4,6-三---丁基苯氧基自由基，代表配合物的自由基反应性。
• Oxidation of 2,6-di-tert-butylphenol by tetrapyridyl oxoiron(IV) complex
  作者：Dóra Lakk-Bogáth、Gábor Speier、József Kaizer

  DOI：10.1016/j.poly.2018.02.015

  日期：2018.5

  (S = 1) oxoiron(IV) complex, [FeIV(O)(asN4Py)] (2) (asN4Py = N,N-bis(2-pyridylmethyl)-1,2-di(2-pyridyl)ethylamine), has been investigated in the oxidation reaction of 2,6-di-tert-butylphenol derivatives. Detailed kinetic, and mechanistic studies (kinetic isotope effect (KIE) of 4.52, and Hammett correlation with ρ = −1.83), lead to the conclusion that the rate-determining step in this reaction involves direct

  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。
• Phenol Oxidation by a Nickel(III)–Fluoride Complex: Exploring the Influence of the Proton Accepting Ligand in PCET Oxidation
  作者：Prasenjit Mondal、Aidan R. McDonald

  DOI：10.1002/chem.202002135

  日期：2020.8.6

  transfer/electron transfer (PT/ET) reaction mechanism. The analogous complexes [NiIII(Z)(L)] (Z=Cl, OCO2H, O2CCH3, ONO2) reacted with all phenols through a HAT mechanism. We explore the reason for a change in mechanism with the highly basic fluoride ligand in 2 . Complex 2 was also found to react one to two orders of magnitude faster than the corresponding analogous [NiIII(Z)(L)] complexes. This was ascribed

  为了深入了解H +受体末端配体在高价氧化剂介导的质子偶联电子传递（PCET）反应中的影响，使用了高价氟化镍络合物的反应性[Ni III（F）（L） ]（2，L = N，N'-（2,6-二甲基苯基）-2,6-吡啶氨基甲酸酯）的研究。对这些反应的动力学数据（Evans-Polanyi，Hammett和Marcus图以及KIE测量）和形成的产物进行分析，结果表明2与富电子酚通过氢原子转移（HAT或PCET协同作用）机理以及与电子反应通过逐步质子转移/电子转移（PT / ET）反应机理获得的不良酚。类似物[Ni III（Z）（L）]（Z ＝ Cl，OCO 2 H，O 2 CCH 3，ONO 2）通过HAT机理与所有酚反应。我们探索了在2中具有高碱性氟化物配体的机理发生变化的原因。还发现，配合物2的反应比相应的类似[Ni III（Z）（L）]配合物快一到两个数量级。这归因于与HF相关的高键解离自由能值（135
• Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands
  作者：Maria Anastassiadou、Saı̈da Danoun、Louis Crane、Geneviève Baziard-Mouysset、Marc Payard、Daniel-Henri Caignard、Marie-Claire Rettori、Pierre Renard

  DOI：10.1016/s0968-0896(00)00280-7

  日期：2001.3

  heterocyclic-imidazoline compounds have been prepared and evaluated in vitro as imidazoline sites (I1 and I2) and alpha-adrenergic (alpha1 and alpha2) receptor ligands. Their pKi values indicate that linkage of the imidazoline moiety at the 2-position with an aromatic substituent dramatically decreases alpha-adrenergic affinity. I1 sites are more accessible by phenyl imidazolines substituted by a methyl or a methoxy

  已经制备了几种系列的2-芳基或杂环-咪唑啉化合物，并在体外评估为咪唑啉位点（I1和I2）和α-肾上腺素能（α1和α2）受体配体。它们的pKi值表明2-位咪唑啉部分与芳族取代基的连接显着降低了α-肾上腺素的亲和力。通过在邻位或间位上被甲基或甲氧基取代的苯基咪唑啉更易于接近I1位点。实际上，2-（2'-甲氧基苯基）-咪唑啉（17）是有史以来最好的I1配体之一（pKi = 8.53，I1 / I2> 3388）。另一方面，在对位中存在甲基时，I 2选择性增加。原始化合物2-（3'-氟-4'-甲苯基）-咪唑啉（31）是I2位点的新有效配体，具有高选择性（pKi = 8。

表征谱图