4-硝基苯基苯硫 | 952-97-6

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇酯
• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 4-硝基苯基苯硫
• 中文别名: 4-硝基二苯硫醚；4-硝基苯基苯基硫化物
• 英文名称: 4-nitrophenyl phenyl sulfide
• 英文别名: (4-nitrophenyl)(phenyl)sulfane；4-nitrodiphenyl sulfide；p-Nitrophenyl phenyl sulfide；1-nitro-4-(phenylsulfanyl)benzene；4-nitro-1-(phenylthio)benzene；1-nitro-4-(phenylthio)benzene；1-nitro-4-phenylsulfanylbenzene
• CAS: 952-97-6
• 化学式: C₁₂H₉NO₂S
• mdl: MFCD00024700
• 分子量: 231.275
• InChiKey: RJCBYBQJVXVVKB-UHFFFAOYSA-N

物化性质

• 熔点：
  52-55 °C(lit.)
• 沸点：
  288.2 °C(Press: 100 Torr)
• 密度：
  1.2840 (rough estimate)
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2930909090
• RTECS号：
  WQ5620000
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将容器密封保存，并存放在阴凉、干燥处。

SDS

Name:	p-Nitrophenyl phenyl sulfide 98% Material Safety Data Sheet
Synonym:
CAS:	952-97-6

Section 1 - Chemical Product MSDS Name:p-Nitrophenyl phenyl sulfide 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
952-97-6	4-Nitrophenyl phenyl sulfide	98	213-462-5

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:
Dust may cause mechanical irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause digestive tract disturbances. 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:
No information found.

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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 immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
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 immediately.
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:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. 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# 952-97-6: 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 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: Crystalline powder
Color: yellow to green
Odor: None reported.
pH: Not available.
Vapor Pressure: 2 mmHg @ 182 C
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 56.00 - 58.00 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: C12H9NO2S
Molecular Weight: 231.27

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide, nitrogen, hydrogen sulfide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 952-97-6: WQ5620000 LD50/LC50:
Not available.
Carcinogenicity:
4-Nitrophenyl phenyl sulfide - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 952-97-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 952-97-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 952-97-6 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：

  4-硝基苯基苯硫 在 双氧水 、 C₄₉H₆₄MoN₂O₅ 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 4-硝基联苯砜
  参考文献：
  名称：

  含有半醌和邻氨基苯酚苯并恶唑配体的双自由基氧代钼络合物

  摘要：

  我们报道了一种新的单核钼（ IV ）配合物MoOL BIS L SQ ，其中L SQ （2,4-二叔丁基邻半苯醌配体）是通过三齿的邻亚氨基半苯醌形式的反应制备的非无害苯并恶唑配体、 L BIS和MoO 2 (acac) 2 。通过 X 射线晶体学、元素分析、红外和紫外-可见光谱以及磁化率测量对该复合物进行了表征。 MoOL BIS L SQ的晶体结构显示出围绕金属中心的扭曲八面体几何形状，周围环绕着L BIS的一个 O 原子和两个 N 原子以及L SQ的两个 O 原子。 MoOL BIS L SQ的有效磁矩（ μ eff ）在290至2 K的温度范围内从2.36降至0.2 μB ，表明金属与配体中心不成对电子之间的反铁磁耦合引起的单重态基态。此外，后者导致了该复合体的 EPR 沉默。循环伏安法（CV）研究表明配体和金属中心的氧化还原过程。 MoOL BIS L SQ用作环己烯氧化裂解为己二

  DOI：

  10.1039/d0ra06351g
• 作为产物：
  描述：

  4-硝基苯亚磺酰氯 在 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-硝基苯基苯硫
  参考文献：
  名称：

  吡咯的硫基保护基和2-（2,4-二硝基苯）亚磺酰基和磺酰基吡咯的轻松脱保护

  摘要：

  简单的亚磺酰基和磺酰基作为吡咯的吸电子保护基的有效性已使用13 C NMR光谱法进行了分析，并通过考虑X射线晶体结构得到了证实。另外，已表明2，4-二硝基苯亚磺酰基和磺酰基是吡咯的有效的吸电子保护基，它们可以通过在温和和特定条件下用苯硫醇或硫醇盐处理而除去。

  DOI：

  10.1021/jo050077b
• 作为试剂：
  描述：

  4-硝基苯硫醇 、 N-氯代丁二酰亚胺 、 benzene,bromozinc(1+) 在 4-硝基苯基苯硫 、 乙酸乙酯 、 hexanes 作用下， 以afforded the title compound as a colorless oil (0.042 g, 37%)的产率得到4-硝基苯基苯硫
  参考文献：
  名称：

  AROMATIC SULFIDE COMPOUNDS AND METHODS AND USE THEREOF

  摘要：

  本文描述了芳香族硫化物组合物及其使用方法，用于治疗或预防癌症。

  公开号：

  US20150266836A1

文献信息

• Efficient copper(I)-catalyzed C–S cross-coupling of thiols with aryl halides in an aqueous two-phase system
  作者：Xin-Yan Zhang、Xiao-Yan Zhang、Sheng-Rong Guo

  DOI：10.1080/17415993.2010.547197

  日期：2011.2.1

  A mild and convenient C–S bond formation reaction catalyzed by CuI/L-proline in an aqueous two-phase system was achieved, providing a simple method for the synthesis of aryl sulfides in good yields.

  CuI/L-脯氨酸在水性两相体系中实现了温和方便的 C-S 键形成反应，为合成芳基硫化物的高产率提供了一种简单的方法。
• Microwave-Assisted Simple and Efficient Ligand Free Copper Nanoparticle Catalyzed Aryl-Sulfur Bond Formation
  作者：Brindaban C. Ranu、Amit Saha、Ranjan Jana

  DOI：10.1002/adsc.200700289

  日期：2007.12.10

  A new protocol for the coupling of aryl iodides with thiophenols and alkanethiols catalyzed by copper nanoparticles under ligand-free condition has been developed. A variety of functionalized aryl sulfides are prepared in excellent yields under microwave irradiation for 5–7 min. A plausible radical mechanism has been suggested.

  开发了一种新的协议，用于在无配体条件下用铜纳米粒子催化芳基碘化物与硫酚和烷硫醇的偶联。在微波辐射下5-7分钟以高收率制备了各种功能化的芳基硫化物。已经提出了一种可能的自由基机制。
• 8-Hydroxyquinolin-N-oxide-Promoted Copper-Catalyzed C–S Cross-Coupling of Thiols with Aryl Iodides
  作者：Dayong Zhang、Sheng Jiang、Kun Su、Yatao Qiu、Yiwu Yao

  DOI：10.1055/s-0032-1317518

  日期：——

  8-Hydroxyquinolin- N -oxide was identified as a superior ligand for CuI-catalyzed C–S coupling reactions of aryl iodides with thiols to afford the corresponding thioethers in excellent yield. The method shows excellent chemoselectivity and high functional-group tolerance in both coupling partners.

  8-羟基喹啉-N-氧化物被鉴定为CuI催化芳基碘与硫醇的C-S偶联反应的优良配体，以优异的产率提供相应的硫醚。该方法在两个偶联伙伴中均显示出优异的化学选择性和高官能团耐受性。
• Ferromagnetic nanoparticle-supported copper complex: A highly efficient and reusable catalyst for three-component syntheses of 1,4-disubstituted 1,2,3-triazoles and C-S coupling of aryl halides
  作者：Mohammad Mehdi Khodaei、Kiumars Bahrami、Farhat Sadat Meibodi

  DOI：10.1002/aoc.3714

  日期：2017.10

  A new nanocatalyst was synthesized by immobilization of 4′‐(4‐hydroxyphenyl)‐2,2′:6′,2″‐terpyridine/CuI complex on ferromagnetic nanoparticles through a surface modification (FMNPs@SiO2‐TPy‐Cu). This heterogeneous catalyst was characterized using various techniques including Fourier transform infrared and energy‐dispersive X‐ray spectroscopies, transmission and scanning electron microscopies, X‐ray

  通过表面修饰（FMNPs @ SiO 2）将4'-（4-羟苯基）-2,2'：6'，2''-吡啶和CuI络合物固定在铁磁纳米颗粒上，合成了一种新的纳米催化剂-TPy-Cu）。这种非均相催化剂使用多种技术进行了表征，包括傅立叶变换红外光谱和能量色散X射线光谱，透射和扫描电子显微镜，X射线衍射，振动样品磁力分析和热重分析。所得的纳米催化剂对1,4-二取代的1,2,3-三唑和硫醚的区域选择性合成具有出色的催化活性。使用外部磁体很容易回收热和化学稳定，良性和经济的催化剂，并在至少五个连续运行中重复使用，而不会造成明显的活性损失。
• Copper(II)-faciliated synthesis of substituted thioethers and 5-substituted 1H-tetrazoles: Experimental and theoretical studies
  作者：Samaresh Layek、Bhumika Agrahari、Shuvankar Dey、Rakesh Ganguly、Devendra D. Pathak

  DOI：10.1016/j.jorganchem.2019.06.008

  日期：2019.9

  thermo-gravimetric (TG) analysis and Cyclic Voltammetry. The molecular structures of both complexes have also been determined by single crystal X-ray crystallography, which confirmed the coordination of Schiff base ligands through N, O donor atoms and distorted square planar geometry around the Cu(II) ion. Both complexes were found to be good homogeneous catalysts for the synthesis of a wide range of substituted

  通过Cu（CH 3 COO）2的反应合成了基于苯甲酰肼的席夫碱连接的两种新的铜（II）配合物[Cu（L 1）2 ] （1）和[Cu（L 2）2 ] （2）。 ·具有各自的席夫碱配体1-[（4-硝基苯基）亚乙基]苯并酰肼（HL 1）或1-[（4-甲氧基苯基）亚乙基]苯并酰肼（HL 2）的H 2 O）。两种配合物均被分离为绿色固体，并通过元素分析，FT-IR，EPR，热重（TG）分析和循环伏安法进行了全面表征。两种配合物的分子结构也已通过单晶X射线晶体学测定，这证实了席夫碱配体通过N，O供体原子的配位和Cu（II）离子周围扭曲的正方形平面几何结构。发现这两种配合物都是合成大量取代硫醚和5-取代1 H的良好均相催化剂-四唑在低催化剂负载量（0.5摩尔％）下的收率分别为92％和93％。从DFT计算中可以看出，结合角和距离与实验结果相吻合。根据DFT研究计算得出，HOMO和LUMO之间的能量差分别为复合物1和复合物2的5

表征谱图