(S)-(+)-1-苯基乙基3,5-二硝基苯甲酸 | 3205-18-3

• 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: (S)-(+)-1-苯基乙基3,5-二硝基苯甲酸
• 中文别名: (S)-(+)-1-苯基-3,5-二硝基苯甲酸乙酯
• 英文名称: (S)-1-phenylethyl 3,5-dinitrobenzoate
• 英文别名: (S)-(+)-1-Phenylethyl 3,5-dinitrobenzoate；[(1S)-1-phenylethyl] 3,5-dinitrobenzoate
• CAS: 3205-18-3
• 化学式: C₁₅H₁₂N₂O₆
• 分子量: 316.27
• InChiKey: YATKDADIXNBBCZ-JTQLQIEISA-N

物化性质

• 熔点：
  122-125 °C(lit.)
• 稳定性/保质期：
  如果按照规格正确使用和储存，则不会发生分解，且尚未发现有任何已知的危险情况。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2916399090

SDS

Version 1.4
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name (S)-(+)-1-PHENYLETHYL
3,5-DINITROBENZOAT E, 98%

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2 - Hazards Identification

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
(S)-(+)-1-PHENYLETHYL 3205-18-3 None None
3,5-DINITROBENZOATE,98%
Formula C15H12N2O6
Molecular Weight 316,2700 AMU

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4 - First Aid Measures

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AFTER INHALATION
If inhaled, remove to fresh air. If not breathing give
artificial respiration. If breathing is difficult, give oxygen.
AFTER SKIN CONTACT
In case of contact, immediately wash skin with soap and copious
amounts of water.
AFTER EYE CONTACT
In case of contact, immediately flush eyes with copious amounts
of water for at least 15 minutes.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician.

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5 - Fire Fighting Measures

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EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
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appropriate foam.
SPECIAL RISKS
Specific Hazard(s): Emits toxic fumes under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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6 - Accidental Release Measures

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PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear respirator, chemical safety goggles, rubber boots, and
heavy rubber gloves.
METHODS FOR CLEANING UP
Sweep up, place in a bag and hold for waste disposal. Avoid
raising dust. Ventilate area and wash spill site after material
pickup is complete.

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7 - Handling and Storage

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HANDLING
Directions for Safe Handling: Avoid inhalation. Avoid contact
with eyes, skin, and clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed. Store in a cool dry
place.

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Safety shower and eye bath. Mechanical exhaust required.
GENERAL HYGIENE MEASURES
Wash thoroughly after handling. Wash contaminated clothing before
reuse.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Respiratory protection is not required. Where
protection is desired, use multi-purpose combination (US) or type
ABEK (EN 14387) respirator cartridges.
Hand Protection: Compatible chemical-resistant gloves.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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pH N/A
BP/BP Range N/A
MP/MP Range 122,000. - 125,000 °
C.
Flash Point N/A
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
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Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient N/A
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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STABILITY
Materials to Avoid: Strong oxidizing agents.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, Carbon dioxide,
Nitrogen oxides.

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11 - Toxicological Information

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SIGNS AND SYMPTOMS OF EXPOSURE
To the best of our knowledge, the chemical, physical, and
toxicological properties have not been thoroughly investigated.
ROUTE OF EXPOSURE
Skin Contact: May cause skin irritation.
Eye Contact: May cause eye irritation.
Inhalation: Material may be irritating to mucous membranes and
upper respiratory tract.
Multiple Routes: May be harmful by inhalation, ingestion, or
skin absorption.

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12 - Ecological Information

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No data available.

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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
Dissolve or mix the material with a combustible solvent and burn
in a chemical incinerator equipped with an afterburner and
scrubber. Observe all federal, state, and local environmental
regulations.

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14 - Transport Information

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RID/ADR
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
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Non-hazardous for air transport.

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15 - Regulatory Information

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Caution: Substance not yet fully tested (EU).
COUNTRY SPECIFIC INFORMATION
Germany
WGK: 3
Self-Classification

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16 - Other Information

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WARRANTY
The above information is believed to be correct but does not
purport to be all inclusive and shall be used only as a guide. The
information in this document is based on the present state of our
knowledge and is applicable to the product with regard to
appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (S)-(+)-1-苯基乙基3,5-二硝基苯甲酸 、 苯酚 在 sodium phenoxide 作用下， 生成 (1-苯基乙基)-苯酚
  参考文献：
  名称：

  保持性溶剂分解。七、离去基团对1-苯乙基体系SN1酚解空间空间过程的影响

  摘要：

  一系列具有各种离去基团的旋光 1-苯乙基体系在酚类溶剂中被酚化。具有负离去基团的 1-苯乙基体系（即 1-苯乙基氯、溴、3,5-二硝基苯甲酸酯和甲苯磺酸酯）提供具有净保留构型的 1-苯乙基苯基醚。相比之下，带有正电荷离去基团的 1-苯乙基体系（即 1-苯乙基重氮离子、二乙基-（1-苯乙基）-氧鎓离子和质子化的 2,6-二叔丁基-4 -甲基-4-(1-苯乙基)-环己二烯-1-酮)得到具有净倒置构型的1-苯乙基苯基醚。这些结果进一步支持了以下观点，即保持性 SN1 苯酚分解是通过苯酚分子和离子对中间体之间的四中心过渡态进行的。除了酚醚，

  DOI：

  10.1246/bcsj.43.1545
• 作为产物：
  描述：

  (S)-(-)-1-苯乙醇 、 3,5-二硝基苯甲酰氯 在 吡啶 作用下， 生成 (S)-(+)-1-苯基乙基3,5-二硝基苯甲酸
  参考文献：
  名称：

  具有大环腔的手性卟啉二聚体，用于插入芳族客体。

  摘要：

  手性双卟啉受体1具有通过双pi-pi堆积相互作用将芳香客体分子夹在中间的大环腔，从而能够肉眼检测出芳香族炸药以及NMR中的手性鉴别。

  DOI：

  10.1039/c1cc11572c

文献信息

• Noncovalently Functionalized Commodity Polymers as Tailor‐Made Additives for Stereoselective Crystallization
  作者：Xichong Ye、Zhaoxu Wang、Jie Zhang、Xinhua Wan

  DOI：10.1002/anie.202106603

  日期：2021.9.6

  efficient method to obtain enantiopure compounds. However, the conventional preparation of polymeric additives from chiral monomers are laborious and limited in structures, which impedes their rapid optimization and applicability. Herein, we report a “plug-and-play” strategy to facilitate synthesis by using commercially available achiral polymers as the platform to attach various chiral small molecules as

  通过“量身定制”的聚合物添加剂，立体选择性地抑制一种对映体的成核和晶体生长，是获得对映体纯化合物的有效方法。然而，由手性单体制备聚合物添加剂的常规方法费力且结构有限，阻碍了它们的快速优化和适用性。在此，我们报告了一种“即插即用”策略，通过使用市售的非手性聚合物作为平台，通过非共价相互作用连接各种手性小分子作为识别侧链，从而促进合成。由两种乙烯基聚合物和六个小分子组成的超分子聚合物库与种子一起应用于不同溶剂中七种外消旋物的选择性结晶。它们在聚集体和外消旋化合物形成系统中产生具有高对映体纯度的晶体方面显示出良好至极好的立体选择性。这种方便、低成本的聚合物添加剂模块化合成策略将允许高效、经济地分离不同规模的各种外消旋物。
• Recyclable Mitsunobu Reagents: Catalytic Mitsunobu Reactions with an Iron Catalyst and Atmospheric Oxygen
  作者：Daisuke Hirose、Tsuyoshi Taniguchi、Hiroyuki Ishibashi

  DOI：10.1002/anie.201300153

  日期：2013.4.22

  Aerobic recycling: A catalytic amount of a hydrazine reagent is sufficient to promote Mitsunobu reactions in the presence of triphenylphosphine, an iron catalyst, and air. The active form of the catalyst, an azo species, can be readily generated by iron‐catalyzed aerobic oxidation. MS=molecular sieves, Pc=phthalocyanine.

  有氧循环：在三苯基膦，铁催化剂和空气的存在下，催化量的肼试剂足以促进Mitsunobu反应。铁催化的好氧氧化很容易产生催化剂的活性形式（偶氮类）。MS ＝分子筛，Pc ＝酞菁。
• Molecular Recognition of Chiral Diporphyrin Receptor with a Macrocyclic Cavity for Intercalation of Aromatic Compounds
  作者：Tadashi Ema、Norichika Ura、Katsuya Eguchi、Takashi Sakai

  DOI：10.1246/bcsj.20110230

  日期：2012.1.15

  Chiral diporphyrin receptor 1, which has a macrocyclic cavity for the intercalation of aromatic guest molecules, was designed and synthesized from pyrrole in five steps. The binding constants (Ka) ...

  手性二卟啉受体 1 具有用于插入芳香客体分子的大环腔，是由吡咯设计和合成的，分为五个步骤。结合常数 (Ka) ...
• Recyclable and reusable ionic liquid-supported azo precursors in Mitsunobu reactions
  作者：Cheng-Kun Lin、Wei Lee、Chun-Fu Wu、Fang-Yi Shih

  DOI：10.1039/d2ob00039c

  日期：——

  A new type of azo precursor, ionic liquid-supported hydrazidecarboxylate, was synthesized and applied in Mitsunobu reactions. The developed reagent is recyclable during the reaction and reusable after recovery by the ionic liquids. The ionic liquid-based azo precursor in conjugation with PhI(OAc)2 has been proved to be useful in the formation of carbon–oxygen, carbon–nitrogen, and carbon–sulfur bonds

  合成了一种新型偶氮前体离子液体负载的酰肼羧酸盐，并将其应用于光信反应。显影的试剂在反应过程中可回收利用，经离子液体回收后可重复使用。已证明离子液体基偶氮前体与 PhI(OAc) 2共轭可用于形成碳-氧、碳-氮和碳-硫键。
• Shimon, L. J. W.; Zbaida, D.; Addadi, L., Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 161, p. 199 - 222
  作者：Shimon, L. J. W.、Zbaida, D.、Addadi, L.、Leiserowitz, L.、Lahav, M.

  DOI：——

  日期：——