(R)-(-)-1,2-二苯基乙醇 | 41822-67-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: (R)-(-)-1,2-二苯基乙醇
• 英文名称: (R)-1,2-diphenylethanol
• 英文别名: 1,2-diphenylethanol；(1R)-1,2-diphenylethanol
• CAS: 41822-67-7
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: GBGXVCNOKWAMIP-CQSZACIVSA-N

物化性质

• 熔点：
  198 °C
• 沸点：
  308.1±11.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2906299090
• 储存条件：
  存于阴凉干燥处。

SDS

Name:	(R)-(-)-1 2-Diphenylethanol 95% (98% E.E.)% Material Safety Data Sheet
Synonym:
CAS:	41822-67-7

Section 1 - Chemical Product MSDS Name:(R)-(-)-1 2-Diphenylethanol 95% (98% E.E.)% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
41822-67-7	(R)-(-)-1,2-Diphenylethanol	95%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause 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.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 41822-67-7: 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 to off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 198 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: C14H14O
Molecular Weight: 198.26

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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.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 41822-67-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(R)-(-)-1,2-Diphenylethanol - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 41822-67-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 41822-67-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 41822-67-7 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：

  (R)-(-)-1,2-二苯基乙醇 在 三氟甲磺酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 methyl 4-(1,2-diphenylethoxy)-4-methylhept-6-enoate
  参考文献：
  名称：

  使用不对称多米诺烯丙基化反应的（+）-（R）-Pinnatolide的第一个对映选择性全合成。

  摘要：

  描述了（+）-（R）-Pinnatolide的有效全合成。作为关键步骤，使用乙酰丙酸甲酯的不对称多组分多烯丙基烯丙基化反应以高度选择性的方式形成季立构立体中心。

  DOI：

  10.1021/ol301932d
• 作为产物：
  描述：

  1,2-二苯乙烷 在 C₂₆H₃₆IN₃O₂Si 、 间氯过氧苯甲酸 、 sodium bromide 、 copper(I) bromide 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以79%的产率得到(R)-(-)-1,2-二苯基乙醇
  参考文献：
  名称：

  在双激活模式下使用手性芳基碘化物的对映体会合苯甲酸羟基化反应

  摘要：

  据报道三唑取代的手性碘芳烃在烷基芳烃的直接对映选择性羟基化中的应用。尽管其非模板性质，该方法仍能以高产率和立体控制快速合成手性苄醇。在由初始辐射诱导的自由基C-H-溴化和连续的对映体会聚羟基化组成的级联活化中，碘芳烃催化剂具有双重作用。它通过原位形成的溴碘烷引发处于氧化态的自由基溴化反应，在第二步（铜催化）中，它起手性配体的作用。这项工作证明了手性芳基碘化物催化剂在高对映选择性的C-H活化转化中既起氧化剂的作用，又起手性配体的作用。此外，

  DOI：

  10.1021/acscatal.0c02321

文献信息

• Iron-catalyzed asymmetric hydrosilylation of ketones
  作者：Ziqing Zuo、Lei Zhang、Xuebing Leng、Zheng Huang

  DOI：10.1039/c5cc00612k

  日期：——

  iminopyridine-oxazoline (IPO) ligands have been synthesized. The most sterically hindered iron catalyst exhibits excellent activity (up to 99% yield) and high enantioselectivity (up to 93% ee) in asymmetric hydrosilylation of aryl ketones.

  已经合成了一系列手性亚氨基吡啶-恶唑啉（IPO）配体的铁配合物。受空间最大阻碍的铁催化剂在芳基酮的不对称氢化硅烷化中表现出出色的活性（高达99％的收率）和高的对映选择性（高达93％ee）。
• RhIII- and IrIII-Catalyzed Asymmetric Transfer Hydrogenation of Ketones in Water
  作者：Xiaofeng Wu、Xiaohong Li、Antonio Zanotti-Gerosa、Allan Pettman、Jianke Liu、Allan James Mills、Jianliang Xiao

  DOI：10.1002/chem.200701258

  日期：2008.2.27

  formate in neat water is shown to be viable with Rh-TsDPEN and Ir-TsDPEN catalysts, derived in situ from [Cp*MCl2]2 (M=Rh, Ir) and TsDPEN. A variety of ketones were reduced, including nonfunctionalized aryl ketones, heteroaryl ketones, ketoesters, and unsaturated ketones. In comparison with Ir-TsDPEN and the related Ru II catalyst, the Rh III catalyst is most efficient in water, affording enantioselectivities

  研究表明，纯净水中甲酸酯在酮中的不对称转移氢化（ATH）在Rh-TsDPEN和Ir-TsDPEN催化剂上是可行的，该催化剂原位衍生自[Cp * MCl2] 2（M = Rh，Ir）和TsDPEN。还原了多种酮，包括未官能化的芳基酮，杂芳基酮，酮酸酯和不饱和酮。与Ir-TsDPEN和相关的Ru II催化剂相比，Rh III催化剂在水中的效率最高，即使在100-1000的底物/催化剂（S / C）比下，对映选择性高达99％ee。惰性气氛。水相还原显示出高度依赖pH值；对于Rh-和Ir-TsDPEN，TOF大于50 mol mol（-1）h（-1）的最佳pH窗口分别为5.5-10.0和6.5-8.5。在pH窗口之外，根据pH的不同，还原速度会变慢或停滞。但是，对映选择性仅在酸性条件下会腐蚀。在较高的S / C比下，Rh-TsDPEN的ATH水溶液显示出对产物以及副产物的抑制作用。产物抑制似乎至少
• A bifunctionalized organic–inorganic hybrid silica: synergistic effect enhances enantioselectivity
  作者：Wei Xiao、Ronghua Jin、Tanyu Cheng、Daquan Xia、Hui Yao、Fei Gao、Boxin Deng、Guohua Liu

  DOI：10.1039/c2cc36350j

  日期：——

  An imidazolium-based bifunctional heterogeneous catalyst exhibits excellent catalytic efficiency in asymmetric transfer hydrogenation of aromatic ketones in aqueous medium. The superior catalytic performance and the enhanced enantioselectivity is attributed to the synergistic effect of salient imidazolium phase-transfer function and the confined nature of the chiral organoiridium catalyst.

  一种基于咪唑鎓的双功能非均相催化剂在水介质中表现出优异的芳香酮不对称转移氢化催化效率。其卓越的催化性能和提高的立体选择性归因于显著的咪唑鎓相转移功能和受限的手性有机铱催化剂之间的协同效应。
• Chiral N-heterocyclic carbene iridium catalyst for the enantioselective hydrosilane reduction of ketones
  作者：Yoshiki Manabe、Kanako Shinohara、Hanako Nakamura、Hiro Teramoto、Satoshi Sakaguchi

  DOI：10.1016/j.molcata.2016.05.020

  日期：2016.9

  NHC–Ag complex derived from N -(1-naphthalenylmethyl)-substituted benzimidazolium salt L12 , affording the corresponding alcohol in 92% yield and with 92% ee. Moreover, the evaluation of an Ir catalyst precursor showed that cationic [Ir(cod) 2 ]BF 4 complex could be used. Furthermore, the introduction of a chiral hydroxyamide side arm into the benzimidazolium salt was critical for the successful design of

  摘要 已开发了在室温下原位生成的 N-杂环卡宾 (NHC) Ir 配合物催化 (EtO) 2 MeSiH 对酮的对映选择性还原。在不对称氢化硅烷化反应中合成并筛选了一系列苯并咪唑盐。结果，[IrCl(cod)] 2 和 N-(1-萘基甲基)-取代的苯并咪唑盐 L12 衍生的 NHC-Ag 络合物的组合催化体系有效地还原苯丙酮，以 92% 的收率得到相应的醇，并且具有 92% 的 ee。此外，对Ir催化剂前体的评估表明可以使用阳离子[Ir(cod) 2 ]BF 4 络合物。此外，在苯并咪唑盐中引入手性羟基酰胺侧臂对于 NHC 配体的成功设计至关重要。
• Chelated Ruthenium Complexes of Functionalized Pentaarylcyclopentadienes
  作者：Matthias Kanthak、Alexandra Aniol、Marco Nestola、Klaus Merz、Iris M. Oppel、Gerald Dyker

  DOI：10.1021/om100727d

  日期：2011.1.24

  tetraphenylcyclopentadiene (7) and the classical “tetracyclone route” are tested as preparative entries to a variety of pentaarylcyclopentadienes 4 monofunctionalized in the ortho-position. The corresponding chelated ruthenium complexes 6 can be formed either thermally induced or by photochemical irradiation. These complexes contain stereogenic ruthenium centers. Enantiopure complexes 6f and 6g, with chiral oxazoline

  测试了Pd催化的四苯基环戊二烯（7）的芳基化反应和经典的“四旋风途径”作为在邻位单官能化的各种五芳基环戊二烯4的制备入口。相应的螯合钌配合物6可以通过热诱导或通过光化学辐射形成。这些复合物含有立体构型的钌中心。对映体纯的配合物6f和6g，带有手性恶唑啉基团，用于苯基酮9的不对称转移氢化反应。