二苯基氧化锡 | 2273-51-0

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机锡
• 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: 二苯基氧化锡
• 中文别名: 氧化二苯锡
• 英文名称: diphenyltin(IV) oxide
• 英文别名: diphenyltin oxide；Diphenylzinnoxid；oxo(diphenyl)tin
• CAS: 2273-51-0
• 化学式: C₁₂H₁₀OSn
• 分子量: 288.921
• InChiKey: VPPWQRIBARKZNY-UHFFFAOYSA-N

物化性质

• 熔点：
  320 °C (dec.) (lit.)
• 溶解度：
  可溶于醋酸
• 暴露限值：
  ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
• 稳定性/保质期：
  避免让氧化物直接接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  14
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2931900090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险品运输编号：
  UN 3146 6.1/PG 3
• 危险标志：
  GHS07
• 危险性描述：
  H302,H312,H315,H319,H332,H335
• 危险性防范说明：
  P261,P280,P305 + P351 + P338
• 储存条件：
  请将容器密封后，放入一个紧密的储存器中，并储存在阴凉、干燥的地方。

SDS

Name:	Diphenyltin oxide 97% Material Safety Data Sheet
Synonym:
CAS:	2273-51-0

Section 1 - Chemical Product MSDS Name:Diphenyltin oxide 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2273-51-0	Diphenyltin oxide	97%	218-883-8

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
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. 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.
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:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2273-51-0: United Kingdom, WEL - TWA: (listed as tin organic compounds): 0.1 mg/m3 TWA (except cyhexatin, as Sn) United Kingdom, WEL - STEL: (listed as tin organic compounds): 0.
mg/m3 STEL (except cyhexatin, as Sn) United States OSHA: 0.1 mg/m3 TWA (as Sn) (listed under Tin orga compounds).
Belgium - TWA: (listed as tin organic compounds): 0.1 mg/m3 VLE ( Sn) Belgium - STEL: (listed as tin organic compounds): 0.2 mg/m3 VLE Sn) France - VME: (listed as tin organic compounds): 0.1 mg/m3 VME (a Sn) France - VLE: (listed as tin organic compounds): 0.2 mg/m3 VLE (a Sn) Germany: (listed as tin organic compounds): 0.1 mg/m3 VME (as Sn) Germany: (listed as tin organic compounds): Skin absorber Malaysia: (listed as tin organic compounds): 0.1 mg/m3 TWA (as Sn Netherlands: (listed as tin organic compounds): 0.2 mg/m3 STEL (a Sn) Netherlands: (listed as tin organic compounds): 0.1 mg/m3 MAC (as Spain: (listed as tin organic compounds): 0.1 mg/m3 VLA-ED (as Sn Spain: (listed as tin organic compounds): 0.2 mg/m3 VLA-EC (as Sn 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: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 320 deg C (dec.)
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: C12H10OSn
Molecular Weight: 288.9

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, tin/tin oxides.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2273-51-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Diphenyltin oxide - 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
Shipping Name: Organotin compound, solid, n.o.s.*
Hazard Class: 6.1
UN Number: 3146
Packing Group: III
IMO
Shipping Name: Organotin compound, solid, n.o.s.
Hazard Class: 6.1
UN Number: 3146
Packing Group: III
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: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 2273-51-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2273-51-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2273-51-0 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

制备方法与用途

概述

有机锡化合物具有一定的生物活性，二苯基氧化锡是其中一种。

应用

本研究制备了一种苯基锡配位化合物及其制备方法与应用。其结构式如下所示（Ph表示苯基）。具体步骤为：向容器中加入1mmol的N-羟基-3,4,5,6-四氯邻苯甲酰亚胺、1.0~1.5mmol的乙醇钠和1~1.5mmol的二苯基氧化锡，再加入20~30ml的甲醇。在50~70℃下搅拌回流6~7小时后冷却至室温，蒸发得到橘黄色固体；用二氯甲烷-乙醇进行重结晶（二氯甲烷与乙醇体积比为2:1~1:1），最终获得黄色透明晶体——苯基锡配位化合物。此化合物在制备治疗白血病、肺腺癌和结肠癌药物方面具有应用价值。

本发明的有机锡配位化合物具有抗癌活性高、脂溶性好、成本低、制备方法简单等特点，为开发抗癌药物提供了新的途径。

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
  ——	diphenyltin	1011-95-6	C12H12Sn	274.937
  二苯基二氯化锡	diphenyltin(IV) dichloride	1135-99-5	C12H10Cl2Sn	343.827

反应信息

• 作为反应物：
  描述：

  二苯基氧化锡 在 (CH₃CO)O₂ 作用下， 以 乙酸酐 为溶剂， 以86%的产率得到tin(IV) acetate
  参考文献：
  名称：

  Shandilya, P. R.; Srivastava, G.; Mehrotra, R.C., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1983, vol. 13, p. 899 - 904

  摘要：

  DOI：
• 作为产物：
  描述：

  dibenzyl-diphenyl stannane 在 succinimide 作用下， 以 乙醇 为溶剂， 生成 二苯基氧化锡
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.3.6, page 57 - 68

  摘要：

  DOI：
• 作为试剂：
  描述：

  双酚A 、 碳酸二甲酯 在 二苯基氧化锡 作用下， 170.0 ℃ 、101.33 kPa 条件下， 反应 10.0h， 生成 p,p'-Isopropylidendiphenol-monoacetat 、 双酚A双乙酯
  参考文献：
  名称：

  有机锡氧化物催化双酚A与碳酸二甲酯的酯交换反应及机理研究

  摘要：

  成功地合成了（CF 3 C 6 H 4）2 SnO，（CH 3 C 6 H 4）2 SnO和Ph 2 SnO用于DMC与BPA的酯交换反应。在其上选择性地合成了单碳酸酯封端的BPA（MmC（1））和两碳酸酯封端的BPA（DmC（1））的产物。通过FT-IR，TG和XPS对催化剂进行了表征。当在170°C下使用Ph 2 SnO作为催化剂时，BPA转化率达到28.60％，酯交换选择性达到98.35％。至于（CF 3 C 6 H 4）2SnO，BPA转化率和酯交换选择性分别降至12.48％和64.74％。与（CF 3 C 6 H 4）2 SnO相比，BPA转化率增加到42.83％，但酯交换选择性下降到44.55％。值得注意的是，Ph 2 SnO的较高的酯交换选择性是由于其最低的Sn 4+电子结合能。更重要的是，DMC在（CF 3 C 6 H 4）2 SnO，（CH 3 C 6 H 4）2 SnO和Ph

  DOI：

  10.1007/s11696-019-00759-0

文献信息

• Mössbauer spectra of tin(IV) iodide complexes
  作者：David Tudela、Antonio J. Sánchez-Herencia、Marcos Díaz、Ramón Fernández-Ruiz、Nieves Menéndez、Jesús D. Tornero

  DOI：10.1039/a905917b

  日期：——

  The first examples of compounds containing the [SnR2I3]– anion, i.e. [Bun4N][SnR2I3] (R = Me or Ph), have been prepared and characterized by IR, Raman and 119Sn Mössbauer spectroscopies, and X-ray powder diffraction data. The experimental data are consistent with a trigonal bipyramidal structure, with the R groups in equatorial positions, for the [SnR2I3]– anions. Octahedral [SnR2I4]2– anions could

  含有[SNR化合物的第一实施例2我3 ] -的阴离子，即[卜Ñ 4 N] [SNR 2我3〕（R = Me或PH），制备和表征通过IR，拉曼光谱和119的Sn穆斯堡尔光谱学和X射线粉末衍射数据。对于[SnR 2 I 3 ] –阴离子，实验数据与三角双锥体结构一致，R基团位于赤道位置。八面体[SnR 2 I 4 ] 2–阴离子无法分离，表明先前报道的[Bun 4 N] 2 [SnMe 2 I 4 ]实际上是Bu n 4 NI和[Bu n 4 N] [SnMe 2 I 3 ]的1∶1混合物。Cs 2 SnI 6的X射线粉末结构已通过Rietveld方法进行了改进。该化合物在立方米Fm 3 m空间群中以a  = 11.6410（3）Å和Sn-I距离为2.864（1）Å结晶。在Cs 2 SnI 6，SnI 4（bipy），SnI 4（Ph 3 PO） 2中的Sn–I距离和SNI 4（PH 2 SO
• Synthesis, Spectroscopic Studies, and Crystal Structures of Phenylorganotin Derivatives with[Bis(2,6-dimethylphenyl)amino]benzoic Acid: Novel Antituberculosis Agents
  作者：Vaso Dokorou、Dimitra Kovala-Demertzi、Jerry P. Jasinski、Angeliki Galani、Mavroudis A. Demertzis

  DOI：10.1002/hlca.200490175

  日期：2004.8

  The novel triphenyl adduct of 2-[(2,6-dimethylphenyl)amino]benzoic acid (HDMPA; 1), i.e., [SnPh3(DMPA)] (2), the dimeric tetraorganostannoxane [Ph2(DMPA)SnOSn(DMPA)Ph2]2 (3), and the monomeric adduct [SnPh2(DMPA)2] (4), where DMPA is monodeprotonated HDMPA, have been prepared and structurally characterized by means of IR, 1H-NMR, and 13C-NMR spectroscopy. The structures of 1 and 2 have been determined

  2-[（2,6-二甲基苯基）氨基]苯甲酸（HDMPA; 1）的新型三苯基加合物，即[SnPh 3（DMPA）]（2），二聚四有机锡氧烷[Ph 2（DMPA）SnOSn（DMPA） ）Ph 2 ] 2（3）和单体加合物[SnPh 2（DMPA）2 ]（4），其中DMPA是单去质子化的HDMPA，已通过IR，1 H-NMR和13 C进行了结构表征-NMR光谱。1和2的结构已经通过X射线晶体学确定。对1的单晶X射线衍射分析表明，不对称单元中有两个分子HD1和HD2构象不同，都形成了中心对称的二聚体，它们通过羧基O原子之间的H键相连。对2的X射线分析表明，该化合物具有五配位结构，其中含有与羧基基团配位的Ph 3 Sn。大量的CH / π相互作用和分子内H键稳定了1和2的结构，它们通过CH / π和π / π自组装-堆叠互动。发现Ph 3 Sn加合物2是一种有前景的抗分枝杆菌先导化合物，对结核分枝杆
• Synthesis, structural characterization and antimicrobial activity of mixed aryl-alkyl diorganotin(IV) compounds with quinoline-2-carboxylate (L−): {RR′SnLCl}n and RR′SnL2
  作者：Marzieh Vafaee、Mostafa M. Amini、Hamid Reza Khavasi、Seik Weng Ng、Edward R. T. Tiekink

  DOI：10.1002/aoc.2890

  日期：2012.9

  albicans were studied and compared with the antimicrobial activities of Ph2SnL2 and Me2SnL2, and with the antimicrobial standards gentamicin, tetracycline, ampicillin and penicillin. All organotin compounds displayed remarkable antibacterial activities that were comparable to those of the standard drugs, in particular against B. subtilis, where the activity was correlated with the number of Cl substituents

  喹啉-2-羧酸（LH）的一系列不对称二有机锡衍生物，即聚合的MePhSnClL} n（1）和EtPhSnClL} n（2），以及单核MePhSnL 2（3）和EtPhSnL 2（4）。通过LH与MePhSnCl 2，EtPhSnCl 2，MePhSnO和EtPhSnO前体的反应合成。通过元素分析和红外光谱以及1  H，13  C和119对化合物进行表征Sn NMR。代表性化合物2和4的分子结构是通过单晶X射线晶体学确定的。这项研究表明，聚合物2采用扭曲的八面体几何形状，因为羧酸盐配体N，O螯合了一个Sn原子，并同时通过第二个O原子桥接了一个相邻的Sn原子，其余位点被Cl和两个C占据原子 O原子彼此间是反式的。所述μ的结果2升-bridging模式-是一个超分子螺旋链的形成。化合物4呈斜梯形双锥体的几何构型，有机基团位于两个N，O-螯合羧酸酯配体的平面上，并指向较弱的Sn-N键。在体外研
• Microwave-assisted synthesis, third-order nonlinear optical properties, voltammetry cyclic and theoretical calculations of organotin compounds bearing push–pull Schiff bases
  作者：María C. García-López、Blanca M. Muñoz-Flores、Rodrigo Chan-Navarro、Víctor M. Jiménez-Pérez、Ivana Moggio、Eduardo Arias、Alejandro Rodríguez-Ortega、María E. Ochoa

  DOI：10.1016/j.jorganchem.2016.01.030

  日期：2016.3

  nitrobenzohydrazidatediphenyl-tin (IV) (1), (E)-N′-(4-(diethylamino)-2-hydroxysalicylidine) nitrobenzohydrazidate di n-butyl-tin (IV) (2), ((E)-N′-(4-(methoxy)-2-hydroxysalicylidine) nitrobenzohydrazidate diphenyl-tin (IV) (3), (E)-N′-(4-(methoxy)-2-hydroxysalicylidine) nitrobenzohydrazidate di n-butyl-tin (IV) (4)) were measured via Maker-Fringes technique. In particular, compounds 1 and 2 display larger third-order

  在这里，我们报道了绿色的一锅法微波辅助合成，以高收率衍生自希夫碱的四种推挽式有机锡复合物，与传统方法相比具有简单，经济高效且可重现的优点。所有化合物，其特征在于通过UV-Vis，TOF-HRMS，TGA-DTA，循环伏安法，理论研究和化合物1通过X射线单晶衍射。三阶非线性极化率χ （3）配合物的1 - 4 ; （（É）-N' - （4-（二乙氨基）-2- hydroxysalicylidine）nitrobenzohydrazidatediphenyl -锡（IV）（1），（ê）-N' - （4-（二乙氨基）-2- hydroxysalicylidine）nitrobenzohydrazidate二Ñ-丁基丁基锡（IV）（2），（（E）-N'-（4-（甲氧基）-2-羟基水杨基）硝基苯并肼基甲酸酯二苯基锡（IV）（3），（E）-N'-（4通过Maker-Fringes技术测量-（甲氧基）-2
• Two-photon absorption properties of four new pentacoordinated diorganotin complexes derived from Schiff bases with fluorene
  作者：Alejandro Enríquez-Cabrera、Alberto Vega-Peñaloza、Violeta Álvarez-Venicio、Margarita Romero-Ávila、Pascal G. Lacroix、Gabriel Ramos-Ortiz、Rosa Santillan、Norberto Farfán

  DOI：10.1016/j.jorganchem.2017.12.014

  日期：2018.1

  paper we report the synthesis and characterization of four novel pentacoordinated diorganotin complexes, obtained through a methodology that involves a multicomponent reaction of 4-([9H-fluorene-2-yl]ethynyl)-2-hydroxybenzaldehyde, 2-amino-5-nitrophenol and diphenyl or dibutyl-tin oxides. Diorganotin complexes 8–11 were obtained in high yields (70–80%) and were fully characterized by solution NMR (1H

  在本文中，我们报告了四种新型五配位二有机锡复合物的合成和表征，这些复合物是通过涉及4-（[[9H-芴-2-基]乙炔基）-2-羟基苯甲醛，2-氨基-5的多组分反应的方法获得的-硝基苯酚和二苯基或二丁基锡的氧化物。Diorganotin复合物8-11以高收率（70-80％）获得，并通过溶液NMR（1 H，13 C和119完全表征）Sn），高分辨率质谱（ESI-TOF）和ATR-FTIR。通过UV / Vis光谱和双光子激发荧光（TPEF）研究了光学性质。单光子吸收（OPA）光谱显示两个位于400和500 nm左右的谱带，此外，在双光子吸收（TPA）光谱中有一个位于750 nm左右的主谱带，其特征是TPA横截面的最大值（σ TPA）在450–500 GM范围内，次级带位于1000 nm，最大σTPA70 GM的值；2,2-二丁基-6-氮杂-1,3-二氧杂-11-（[[9,9-二己基-9H-芴-2