三苯基甲醇 | 76-84-6

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香醇
• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 三苯基甲醇
• 中文别名: 羟基三苯基甲烷；三苯甲醇
• 英文名称: Triphenylmethanol
• 英文别名: triphenylmethyl alcohol；trityl alcohol；triphenylcarbinol
• CAS: 76-84-6
• 化学式: C₁₉H₁₆O
• mdl: MFCD00004445
• 分子量: 260.335
• InChiKey: LZTRCELOJRDYMQ-UHFFFAOYSA-N

物化性质

• 熔点：
  160-163 °C (lit.)
• 沸点：
  360 °C (lit.)
• 密度：
  d40 1.199
• 闪点：
  360-380°C
• 溶解度：
  在二恶烷中的溶解度为0.1 g/mL，透明
• 稳定性/保质期：

  Stable and combustible, it is incompatible with oxidizing agents, acids, acid chlorides, and acid anhydrides.

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.052
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S22,S24/25
• 危险类别码：
  R38
• WGK Germany：
  3
• 海关编码：
  29062900
• 危险品运输编号：
  NONH for all modes of transport
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  请将药品存放在阴凉处并密封保存。

SDS

Name:	Triphenylmethanol 97% Material Safety Data Sheet
Synonym:	Triphenylcarbinol; Trityl alcoho
CAS:	76-84-6

Section 1 - Chemical Product MSDS Name:Triphenylmethanol 97% Material Safety Data Sheet
Synonym:Triphenylcarbinol; Trityl alcoho

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
76-84-6	Triphenylmethanol	97.0	200-988-5

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:
None

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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 if irritation develops or persists. Flush skin with plenty of soap and water.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
Remove from exposure and move to fresh air immediately. Get medical aid if cough or other symptoms appear.
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.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. 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# 76-84-6: 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 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: Powder
Color: beige
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 380 deg C @ 760.00mmHg
Freezing/Melting Point: 164.2 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: insoluble
Specific Gravity/Density: 1.199
Molecular Formula: C19H16O
Molecular Weight: 260.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Acids - acid chlorides - acid anhydrides - 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# 76-84-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Triphenylmethanol - 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.
WGK (Water Danger/Protection)
CAS# 76-84-6: 2
Canada
CAS# 76-84-6 is listed on Canada's DSL List.
CAS# 76-84-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 76-84-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质
无色三角形结晶。熔点为164.2℃，沸点为380℃，易溶于醇、醚和苯；溶于浓硫酸呈深黄色，溶于冰乙酸时则无色，不溶于水及石油醚。在360-380℃下蒸馏不会分解。

用途
用于有机合成。

生产方法
可在三氯化铝存在下，使苯与四氯化碳作用，再经酸化、水解而得；或由苯基溴化镁格氏试剂和苯甲酸甲酯反应制得三苯基甲醇。

反应信息

• 作为反应物：
  描述：

  三苯基甲醇 在 劳森试剂 作用下， 以 乙二醇二甲醚 为溶剂， 反应 15.0h， 以92%的产率得到三苯甲硫醇
  参考文献：
  名称：

  具有金属/硫双官能度的CS螯合物的Cp * Ir III配合物的合成和反应性

  摘要：

  通过三苯甲基硫醇的环金属化合成了带有五元C-S螯合配体的半三明治硫醇钛铱络合物。硫金属杂环结晶为配位饱和的二聚体，与硫醇基配体桥接。二电子供体，例如膦和一氧化碳，很容易与具有双金属核的硫金属环配合，从而提供相应的单核C-S螯合硫醇基配合物。硫醇基部分被亲电有机卤化物（包括甲基碘，苄基溴和烯丙基卤化物）烷基化，以立体选择性的方式产生相应的单核硫醚配合物，从而验证了硫代衣环上配位硫原子的亲核特性。通过用炔烃处理双核配合物，碳-碳三键有选择地插入硫醇根-金属键中，得到具有金属-硫键的相应三齿硫醚配合物。不对称乙炔羧酸酯的插入提供了区域选择性加合物，其中酯取代基连接到与金属中心键合的碳上，这意味着亲核硫原子攻击不饱和酯上的亲电子β-碳。

  DOI：

  10.1021/acs.organomet.8b00562
• 作为产物：
  描述：

  (三苯甲氧基甲基)苯 在 Oxone 、 potassium bromide 作用下， 以 乙腈 为溶剂， 反应 24.5h， 以88%的产率得到三苯基甲醇
  参考文献：
  名称：

  Oxidative Debenzylation of N-Benzyl Amides and O-Benzyl Ethers Using Alkali Metal Bromide

  摘要：

  The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields.

  DOI：

  10.1021/ol501703y
• 作为试剂：
  描述：

  2-methyl-1,2,3,4-tetrahydronaphthalen-2-ol 在 三苯基甲醇 、 三氟乙酸 作用下， 反应 48.0h， 生成 2-甲基萘
  参考文献：
  名称：

  潜在的抗抑郁药显示组合的alpha（2）-肾上腺素受体拮抗剂和单胺摄取抑制剂的性质。

  摘要：

  人们认为经典的抗抑郁药通过提高大脑中的单胺（5-羟色胺和去甲肾上腺素）水平来发挥作用。通常通过抑制单胺代谢（MAO抑制剂）或阻断单胺摄取（三环类抗抑郁药和选择性5-羟色胺或去甲肾上腺素再摄取抑制剂）来完成该作用。但是，所有此类药物均存在时滞（3--6周），才能证明其强大的临床功效。此延迟可能反映了去甲肾上腺素对突触前α（2A）-肾上腺素能自发或异源受体的抑制作用，该抑制作用在长时间暴露下会逐渐下调。具有单胺摄取抑制特性的拮抗剂对突触前α（2A）-肾上腺素受体的阻断作用可能导致新的抗抑郁药具有更高的疗效和更短的时间延迟。在文献中 仅描述了两个具有这种药理学特征的分子。其中，萘哌唑（2）被选为设计4（5）-[（（3,4-二氢-2-萘基）甲基] -4,5-二氢咪唑（4a）的起点。所需的配置文件：α（2A）-肾上腺素受体拮抗剂特性和5-羟色胺/去甲肾上腺素摄取抑制。从这个原始分子，设计并合成了一系

  DOI：

  10.1021/jm001040g

文献信息

• [EN] S-NITROSOMERCAPTO COMPOUNDS AND RELATED DERIVATIVES<br/>[FR] COMPOSÉS DE S-NITROSOMERCAPTO ET DÉRIVÉS APPARENTÉS
  申请人：GALLEON PHARMACEUTICALS INC

  公开号：WO2009151744A1

  公开（公告）日：2009-12-17

  The present invention is directed to mercapto-based and S- nitrosomercapto-based SNO compounds and their derivatives, and their use in treating a lack of normal breathing control, including the treatment of apnea and hypoventilation associated with sleep, obesity, certain medicines and other medical conditions.

  本发明涉及基于巯基和S-亚硝基巯基的SNO化合物及其衍生物，以及它们在治疗正常呼吸控制缺失方面的用途，包括治疗与睡眠、肥胖、某些药物和其他医疗状况相关的呼吸暂停和低通气。
• A Novel Linker Methodology for the Synthesis of Tailored Conjugate Vaccines Composed of Complex Carbohydrate Antigens and Specific T_H‐Cell Peptide Epitopes
  作者：Sebastian Dziadek、Sandra Jacques、David R. Bundle

  DOI：10.1002/chem.200800065

  日期：2008.6.27

  protein (hsp60). Moreover, the linkage chemistry has proven well suited for the synthesis of more complex target structures such as a biotinylated glycopeptide, a three component vaccine containing an immunostimulatory peptide epitope from interleukin-1 beta (IL-1 beta), and for the conjugation of complex carbohydrates to carrier proteins such as bovine serum albumin.

  致病生物或致癌转化细胞通常在其细胞表面表达复杂的碳水化合物结构，这是主动免疫疗法的可行目标。我们在这里描述了一种新型的，免疫中性的，用于高效制备结合复杂糖抗原与特定TH细胞肽表位的高清晰度疫苗偶联物的方法。这种新颖的异双功能方法被用于从致病性真菌白色念珠菌中将（1-> 2）-β-甘露聚糖三糖以及肿瘤相关神经节苷脂GM2的碳水化合物部分与TH细胞肽表位偶联鼠60 kDa自热休克蛋白（hsp60）。此外，事实证明，连接化学非常适合合成更复杂的目标结构，例如生物素化糖肽，
• [EN] PERFLUORO-TERT-BUTYL HYDROXYPROLINE<br/>[FR] PERFLUORO-TERT-BUTYLE HYDROXYPROLINE
  申请人：ZONDLO NEAL

  公开号：WO2014127052A1

  公开（公告）日：2014-08-21

  The present invention provides novel analogues of alpha amino acids, comprising a perfluoro-tert-butyl group, and molecules comprising the novel analogues. Also provided are a wide range of applications of the novel analogues in therapeutics, theranostics and pharmaceuticals as well as in imaging applications. In particular, the use of the novel analogues in detecting or modifying a target molecule is provided.

  本发明提供了新型α氨基酸的类似物，包括全氟叔丁基基团，以及包含这些新型类似物的分子。还提供了这些新型类似物在治疗学、治疗诊断学、制药学以及成像应用中的广泛应用。特别提供了在检测或修改靶分子中使用这些新型类似物的方法。
• Synthesis of Oligo(ethylene glycol) toward 44-mer
  作者：Saleh A. Ahmed、Mutsuo Tanaka

  DOI：10.1021/jo0617464

  日期：2006.12.1

  A synthetic method for oligo(ethylene glycol) toward 44-mer (FW = 1956.35) is described. Reiteration of Williamson's ether synthesis and hydrogenation to remove protecting benzyl group affords desired oligo(ethylene glycol) toward 44-mer in moderate yields. The advantages in this method are use of commercially easily available materials as starting materials and procedures avoiding difficulty in purification

  描述了一种低聚（乙二醇）向44聚体（FW = 1956.35）的合成方法。重复威廉姆森的醚合成和氢化以除去保护的苄基，以中等收率向44-聚体提供所需的寡聚（乙二醇）。该方法的优点是使用市售易得的材料作为起始材料和方法，从而避免了尽可能多地纯化产物的困难。
• Synthesis of New Glycerolipids Linked to Hydroxamate Derivatives Designed for Two-Dimensional Crystallization of Aminopeptidase M
  作者：Jean-Michel Altenburger、Luc Lebeau、Charles Mioskowski、Daniel Schirlin

  DOI：10.1002/hlca.19920750808

  日期：1992.12.16

  The synthesis of glycerolipids linked to hydroxamate derivatives designed for two-dimensional crystallization of aminopeptidase M is reported. The lipid moieties are readily obtained using a convergent pathway. Their structure allows the introduction of a wide variety of ligands of biological interest.

  报道了设计用于氨基肽酶M的二维结晶的与异羟肟酸酯衍生物连接的甘油脂的合成。使用会聚途径容易获得脂质部分。它们的结构允许引入多种具有生物学意义的配体。

表征谱图