1-(2-硝基苯基)乙醇 | 3205-25-2

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 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: 1-(2-硝基苯基)乙醇
• 英文名称: 1-(2-nitrophenyl)ethan-1-ol
• 英文别名: 1-(2-nitrophenyl)ethanol；1-(2-nitrophenyl)-1-ethanol；1-methyl-2-nitrobenzyl alcohol；α-methyl-2-nitrobenzylalcohol；α-o-nitrophenylethanol
• CAS: 3205-25-2
• 化学式: C₈H₉NO₃
• mdl: MFCD02683380
• 分子量: 167.164
• InChiKey: DSDBYQDNNWCLHL-UHFFFAOYSA-N

物化性质

• 熔点：
  40-41℃
• 沸点：
  106-107°C 1mmHg.
• 密度：
  1.2300 g/cm3 (20 ºC)
• 溶解度：
  可溶于二氯甲烷、乙醚、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2906299090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  2~8℃，干燥保存，密封存放。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(2-Nitrophenyl)ethanol
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1-(2-Nitrophenyl)ethanol
CAS number: 3205-25-2

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H9NO3
Molecular weight: 167.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  硝基乙苯	2-nitro(ethylbenzene)	612-22-6	C8H9NO2	151.165
  邻硝基苯乙酮	2-Acetylnitrobenzene	577-59-3	C8H7NO3	165.148
  甲基硝基苯	1-methyl-2-nitrobenzene	88-72-2	C7H7NO2	137.138
  邻硝基苯甲醛	2-nitro-benzaldehyde	552-89-6	C7H5NO3	151.122

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  (S)-1-(2-硝基苯基)乙醇	(S)-1-(2-nitrophenyl)ethanol	80379-10-8	C8H9NO3	167.164
  (-)-1-(2-硝基苯基)乙醇	(R)-1-(2-nitrophenyl)ethanol	108530-03-6	C8H9NO3	167.164
  ——	1-(2-nitrophenyl)ethyl carbonochloridate	154187-40-3	C9H8ClNO4	229.62
  ——	2-(1-Acetoxyethyl)nitrobenzene	32313-86-3	C10H11NO4	209.202
  ——	1-(2-nitrophenyl)ethyl phosphate	67030-24-4	C8H10NO6P	247.144
  ——	chloro-acetic acid 1-(2-nitro-phenyl)-ethyl ester	479637-57-5	C10H10ClNO4	243.647
  ——	dichloro-acetic acid 1-(2-nitro-phenyl)-ethyl ester	479637-58-6	C10H9Cl2NO4	278.092
  ——	trichloro-acetic acid 1-(2-nitro-phenyl)-ethyl ester	304443-67-2	C10H8Cl3NO4	312.537
  ——	1-(2-nitrophenyl)ethyl (2-hydroxyethyl)carbamate	1450591-96-4	C11H14N2O5	254.243
  1-(2-硝基苯基)乙基戊-4-烯酸酯	1-(2-nitrophenyl)ethyl 4-pentenoate	264258-90-4	C13H15NO4	249.266

反应信息

• 作为反应物：
  描述：

  1-(2-硝基苯基)乙醇 在 吡啶 、 四氮唑 、 水 、 碘 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 氘代氯仿 、 二氯甲烷 、 乙腈 为溶剂， 反应 48.0h， 生成 1-(2-亚硝基苯基)-乙酮
  参考文献：
  名称：

  鞘氨醇1-磷酸SPP的光解性衍生物的合成和评估。

  摘要：

  通过N-（叔丁氧基羰基）-2-N，3-O-异丙基亚叉基神经鞘氨醇7和双（α-甲基-o-硝基苄基）N，N-二异丙基的反应报道了可光解鞘氨醇1-磷酸酯衍生物的合成。 -亚磷酰胺。还描述了在笼中装满SPP的细胞照射后刺激DNA合成。

  DOI：

  10.1016/s0960-894x(98)00112-7
• 作为产物：
  描述：

  邻硝基苯乙酮 在 C₄₀H₃₇ClN₂PRuS⁽¹⁺⁾*C₂₄H₂₀B^(1-) 、 异丙醇 、 potassium hydroxide 作用下， 反应 2.0h， 以100%的产率得到1-(2-硝基苯基)乙醇
  参考文献：
  名称：

  高效和可回收的钌（II）芳烃硫酰胺催化剂，用于酮的氢化转移：取代基对催化结果的影响

  摘要：

  六个阳离子钌（II）芳烃与分子通式的硫代酰胺络合物的[Ru（η 6 - p -cymene）（PPH 3）（L）] + [其中，L =吡啶-2-硫代酰胺和它的衍生物]已成功从的[Ru（反应合成η 6 - p氯-cymene）2 ] 2与螯合配体的硫代酰胺和PPH 3 2 M比分别为：在1在甲醇中。所有的复合物分离，为他们的BPH 4 -的盐，并通过分析和光谱（FT-IR，UV-Vis和被完全表征11 H-NMR）方法。复合物中的一个的固态结构，的[Ru（η 6 - p -cymene）（PPH 3）（L4）] BPH 4（4）（L4 =  ñ - （2，4，6-三甲基苯基）吡啶已通过X射线单晶衍射建立了2-硫代羧酰胺），表明复合物中存在伪八面体（钢琴凳）配位几何。已经研究了钌（II）配合物对各种芳族，杂环和环状酮的转移氢化作用。氢化钌（II）的形成由1确认1 H-NMR被提出作为该反应中的

  DOI：

  10.1016/j.jorganchem.2016.02.016

文献信息

• Reductions with Sulfurated Borohydrides. VI. The Reduction of Nitro, Nitrile, Amide, and Nitroso Groups
  作者：J. M. Lalancette、J. R. Brindle

  DOI：10.1139/v71-498

  日期：1971.9.15

  Aromatic nitro compounds can be reduced with sulfurated sodium borohydride to the corresponding amine in high yields (≈80%) without affecting ester, nitrile, ether, halide or olefinic groups also present. With ortho-substituted nitro compounds the yields are around 60%.Primary aliphatic nitro compounds are reduced to the corresponding nitrile in high yields. Secondary aliphatic nitro compounds are

  芳香族硝基化合物可以用硫化硼氢化钠以高产率 (≈80%) 还原为相应的胺，而不会影响也存在的酯、腈、醚、卤化物或烯烃基团。对于邻位取代的硝基化合物，产率约为 60%。初级脂肪族硝基化合物以高产率还原为相应的腈。二级脂肪族硝基化合物被还原为酮和相应肟的混合物。叔脂肪族硝基化合物不会被还原。芳香腈可以用过量的还原剂还原成相应的胺，或用过量的腈转化为相应的硫代酰胺。酰胺和亚硝基可以中等产率还原为相应的胺.
• Candida tenuis xylose reductase catalysed reduction of acetophenones: the effect of ring-substituents on catalytic efficiency
  作者：Michael Vogl、Regina Kratzer、Bernd Nidetzky、Lothar Brecker

  DOI：10.1039/c1ob05510k

  日期：——

  mono-substituted acetophenones are in reasonable correlation with the σ-Hammett coefficients of the substituted phenyl groups. Variations of the substrate transformation rates are hence mainly caused by mesomeric and inductive effects of the substituents, while differences in substrate binding have a secondary relevance. Some substrate 1H NMR chemical shifts and carbonyl IR absorption bands are in reasonable

  细念珠菌木糖还原酶催化单取代苯乙酮还原的催化效率与取代苯基的σ -Hammett系数合理相关。因此，底物转化率的变化主要是由取代基的介观效应和诱导效应引起的，而底物结合的差异具有次要相关性。一些底物1 H NMR 化学位移和羰基 IR 吸收带与催化活性是合理的，可以以良好的准确度估计转化率。生成的取代的 ( S )-1-苯基乙醇以非常高的对映体过量产生。
• A New and More Efficient Synthesis of Methylene Acetals
  作者：Chunbao Li、Guobiao Chu、Yanqiao Zhang、Yuqing Zhang

  DOI：10.1055/s-0029-1216992

  日期：2009.11

  A new and efficient synthesis of benzyl chlorides and methylene acetals by use of 2,4-dichloro-6-methoxy[1,3,5]triazine (MeOTCT) and dimethyl sulfoxide has been developed. Chlorides are the major products for benzyl alcohols, while methylene acetals are the major products for secondary alcohols. This procedure provides the highest yields so far for methylene acetals of steroids. A plausible mechanism

  已开发出一种新的有效的合成苄基氯和亚甲基​​乙缩醛的方法，是使用2,4-二氯-6-甲氧基[1,3,5]三嗪（MeOTCT）和二甲基亚砜。氯化物是苯甲醇的主要产品，而亚甲基缩醛是仲醇的主要产品。迄今为止，该方法为类固醇的亚甲基缩醛提供了最高的收率。在实验的基础上提出了一个合理的机制。 2,4-二氯-6-甲氧基[1,3,5]三嗪-二甲基亚砜-醇-苄基氯-亚甲基缩醛
• Design and Synthesis of Zirconium-Containing Coordination Polymer Based on Unsymmetric Indolyl Dicarboxylic Acid and Catalytic Application on Borrowing Hydrogen Reaction
  作者：Xinyu Hu、Haiyan Zhu、Xinxin Sang、Dawei Wang

  DOI：10.1002/adsc.201800875

  日期：2018.11.16

  Catalytic borrowing hydrogen reaction is a very attractive transformation in the field of C‐alkylation reaction. In this work, a new Zr (Zirconium)‐containing coordination polymer containing unsymmetric indolyl dicarboxylic acid 1‐(carboxymethyl)‐1H‐indole‐5‐carboxylic acid (H2CIA) was synthesized by the way of a solvothermal synthetic route and characterized by powder X‐ray diffraction (XRD), scanning

  催化借位氢反应是C-烷基化反应领域中一个非常诱人的转变。在这项工作中，一种新的含Zr（锆）的配位聚合物包含不对称的吲哚基二羧酸1-（羧甲基）-1H-吲哚-5-羧酸（H 2CIA）是通过溶剂热合成途径合成的，其特征在于粉末X射线衍射（XRD），扫描电子显微镜（SEM），透射电子显微镜（TEM），氮吸附-脱附，傅立叶变换红外光谱和X-射线光电子能谱（XPS）。在苯甲醇存在下，配位聚合物Zr-CIA被用作苯乙酮衍生物C-烷基化的催化剂。此外，还观察到Zr-CIA催化剂在醇类与醇类的反应中很有效，并且烷基化产物的收率很高。还进行了机理研究以更好地理解催化剂和转化。同时，Zr-CIA至少可重复使用五次，而活性和选择性均不会显着下降。
• 一种近红外光响应性光动药物控释系统及其制备方法
  申请人：武汉理工大学

  公开号：CN108969480A

  公开（公告）日：2018-12-11

  本发明涉及一种近红外光响应性光动药物控释系统及其制备方法，可有效解决现有控释系统近红外光响应性差，毒副作用大，可控性差的问题。技术方案是合成光扳机化合物的琥珀酸单酯，将其嫁接到可生物降解及生物相容性良好的羧甲基壳聚糖(CMCS)上形成两亲性缀合物，溶于中性或偏碱性去离子水中，然后加入包含疏水性光动剂的有机溶液，使其充分混合，通过超声自组装获得一种近红外光响应性光动药物控释系统。该控释系统通过静脉注射或者其它途径到达人体靶部位，能响应体外近红外光刺激加速释放光动剂；并能通过调节近红外光的作用时间和强度调控光动剂的释放，用于癌症的光动治疗。