三丁基-3-(三氟甲基)苯基锡 | 53566-38-4

• 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: 三丁基-3-(三氟甲基)苯基锡
• 英文名称: tributyl(3-(trifluoromethyl)phenyl)stannane
• 英文别名: 3-(Trifluoromethyl)phenyltributylstannane
• CAS: 53566-38-4
• 化学式: C₁₉H₃₁F₃Sn
• 分子量: 435.16
• InChiKey: LBIOKWLHIBBLEI-UHFFFAOYSA-N

物化性质

• 沸点：
  122-128°C 0,9mm

计算性质

• 辛醇/水分配系数(LogP)：
  6.76
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S35,S36/37/39,S45,S60,S61
• 危险类别码：
  R48/23/25,R36/38,R21,R50/53,R25
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 3146

SDS

Name:	Tributyl[3-(trifluoromethyl)phenyl]stannane tech Material Safety Data Sheet
Synonym:	None
CAS:	53566-38-4

Section 1 - Chemical Product MSDS Name:Tributyl[3-(trifluoromethyl)phenyl]stannane tech Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
53566-38-4	Tributyl[3-(trifluoromethyl)phenyl]sta	100	unlisted

Hazard Symbols: T N
Risk Phrases: 21 25 36/38 48/23/25 50/53

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful in contact with skin. Toxic if swallowed. Irritating to eyes and skin. Toxic : danger of serious damage to health by prolonged exposure through inhalation and if swallowed. Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
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:
The critical effect of tributyltin compounds in rats is on the immune system (ACGIH 7th Edition Documentation of the TLVs). Exposure limits have been recommended for organotin compounds to minimize the potential for adverse effects on immune function and the CNS.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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 immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid immediately. Wash mouth out with water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Use only with adequate ventilation. Avoid breathing vapor or mist.
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:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits.
Exposure Limits CAS# 53566-38-4: 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: Wear chemical splash goggles.
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: Viscous liquid
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 122 - 128 deg C @0.9mmHg
Freezing/Melting Point: Not available.
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: C19H31F3Sn
Molecular Weight: 435.00

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Excess heat, prolonged exposure to air, confined spaces.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, tin/tin oxides, acrid smoke and fumes, fluorine, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 53566-38-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tributyl[3-(trifluoromethyl)phenyl]stannane - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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, LIQUID, N.O.S.
Hazard Class: 6.1
UN Number: 2788
Packing Group: II
IMO
Shipping Name: ORGANOTIN COMPOUND, LIQUID, N.O.S.
Hazard Class: 6.1
UN Number: 2788
Packing Group: II
RID/ADR
Shipping Name: ORGANOTIN COMPOUND, LIQUID, N.O.S.
Hazard Class: 6.1
UN Number: 2788
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T N
Risk Phrases:
R 21 Harmful in contact with skin.
R 25 Toxic if swallowed.
R 36/38 Irritating to eyes and skin.
R 48/23/25 Toxic : danger of serious damage to
health by prolonged exposure through inhalation and if
swallowed.
R 50/53 Very toxic to aquatic organisms, may cause
long-term adverse effects in the aquatic environment.
Safety Phrases:
S 35 This material and its container must be
disposed of in a safe way.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
S 60 This material and its container must be
disposed of as hazardous waste.
S 61 Avoid release to the environment. Refer to
special instructions/safety data sheets.
WGK (Water Danger/Protection)
CAS# 53566-38-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 53566-38-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 53566-38-4 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：

  2-氯吡啶 、 三丁基-3-(三氟甲基)苯基锡 在 、 cesium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以86%的产率得到2-(3-trifluoromethylphenyl)pyridine
  参考文献：
  名称：

  在温和条件下非反应性芳基，杂芳基和氯乙烯的斯蒂勒偶联反应的高活性通用催化剂

  摘要：

  在各种芳基和杂芳基氯化物与有机锡的斯蒂尔偶联反应中，发现β-二酮亚氨基膦膦-钯配合物可作为一种有效的通用催化剂。结果表明，该催化体系允许使用反应性较低的底物，例如失活或空间受阻的芳基氯化物。0.5mol％的催化剂负载量足以在相对温和的反应条件下获得优异的性能。此外，催化剂的范围扩展到氯乙烯的偶联。

  DOI：

  10.1002/adsc.201300075
• 作为产物：
  描述：

  间三氟甲基苯酚 在 bis(1,5-cyclooctadiene)nickel (0) 、 三乙胺 、 cesium fluoride 、 1,2-双(二环己基磷基)-乙烷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 8.0h， 生成 三丁基-3-(三氟甲基)苯基锡
  参考文献：
  名称：

  Ni通过C-O键裂解催化芳基酯的甲氧基化

  摘要：

  描述了一种通过空气 裂解对水和不敏感的甲硅烷基锡烷基转移试剂进行镍催化的芳基酯的锡烷基化反应。该协议的特点是适用范围广，包括具有挑战性的组合，因此可以访问通用的构建基块和正交的C-杂原子键形成。

  DOI：

  10.1002/anie.201611720

文献信息

• [EN] NAPHTHYRIDINE DERIVATIVES AS INHIBITORS OF HYPOXIA INDUCIBLE FACTOR (HIF) HYDROXYLASE<br/>[FR] DÉRIVÉS DE NAPHTHYRIDINE EN TANT QU'INHIBITEURS D'UN FACTEUR INDUCTIBLE PAR L'HYPOXIE
  申请人：FIBROGEN INC

  公开号：WO2012106472A1

  公开（公告）日：2012-08-09

  The present disclosure relates to novel compounds, methods, and compositions capable of inhibiting HIF hydroxylase enzyme activity, thereby increasing the stability and/or activity of hypoxia inducible factor (HIF).

  本公开涉及能够抑制HIF羟化酶活性的新化合物、方法和组合物，从而增加缺氧诱导因子（HIF）的稳定性和/或活性。
• Phosphine‐Catalyzed (4+1) Annulation: Rearrangement of Allenylic Carbamates to 3‐Pyrrolines through Phosphonium Diene Intermediates
  作者：Brian R. Blank、Ian P. Andrews、Ohyun Kwon

  DOI：10.1002/cctc.202000626

  日期：2020.9.4

  and mononucleophiles unexpectedly unveiled that a phosphine‐catalyzed (4+1) reaction for the construction of cyclopentene products, previously reported by Tong, might not occur through a phosphonium diene, as had been proposed, but rather through multiple mechanisms working in concert. Consequently, our phosphine‐catalyzed rearrangement is most likely the first transformation to involve the unequivocal

  我们开发了一种膦催化的 (4+1) 环状重排，用于通过鏻二烯中间体从烯基氨基甲酸酯制备 3-吡咯啉。我们采用这种方法合成了一系列 1,3-二取代和 1,2,3-三取代-3-吡咯啉，包括通常难以制备的 2-烷基变体。使用乙酸丙二烯酯和单亲核试剂的机械研究出人意料地发现，Tong 先前报道的用于构建环戊烯产品的膦催化 (4+1) 反应可能不会通过鏻二烯发生，如已提出的那样，而是通过多个机制协同工作。最后，我们的膦催化重排很可能是第一个涉及沿反应途径明确形成鏻二烯中间体的转化。为了证明这种新开发反应的合成效用，我们完成了吡咯里西啶生物碱 (±)-trachelanthamidine 和 (±)-supinidine 的简明正式合成。
• Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions
  作者：Pavel S. Gribanov、Yulia D. Golenko、Maxim A. Topchiy、Lidiya I. Minaeva、Andrey F. Asachenko、Mikhail S. Nechaev

  DOI：10.1002/ejoc.201701463

  日期：2018.1.10

  and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls via one-pot two-step procedure.

  首次报道了钯催化芳基卤化物、Stille 交叉偶联和一锅两步 stannylation/Stille 交叉偶联 (SSC) 的无溶剂协议。带有受体、供体以及空间要求的取代基的（杂）芳基卤化物以高产率被甲锡烷基化和/或偶联。该反应在空气中由常规的乙酸钯 (II)/PCy3 (Pd(OAc)2/PCy3) 催化，使用可用的碱 CsF，并且不使用高纯度试剂。开发的合成程序用途广泛、稳健且易于扩展。没有溶剂，并消除了芳基锡烷的分离程序，使 SSC 协议简单、步骤经济且高效，用于通过一锅两步程序合成联芳。
• Efficient Synthesis of 2,2-Diaryl-1,1-difluoroethenes via Consecutive Cross-Coupling Reactions of 2,2-Difluoro-1-tributylstannylethenyl <i>p</i>-Toluenesulfonate
  作者：Seung Yeon Han、In Howa Jeong

  DOI：10.1021/ol1024037

  日期：2010.12.3

  2,2-Difluoro-1-tributylstannylethenyl p-toluenesulfonate (2) was reacted with aryl iodides in the presence of 10 mol % of Pd(PPh3)4 and 10 mol % of CuI in DMF at 80 °C for 10−20 h to give the cross-coupled products 3 in 35−97% yields. Further coupling reaction of 3 with arylstannanes in the presence of 5 mol % of Pd(PPh3)4 and 3 equiv of LiBr in DMF at 100 °C for 2−24 h afforded the desired products

  在10 mol％的Pd（PPh 3）4和10 mol％的CuI在DMF中于80°C的条件下于10°C的条件下使2,2-二氟-1-三丁基苯乙烯基对甲苯磺酸酯（2）与芳基碘化物反应h给出交叉耦合产物3，产率为35-97％。在DMF中，在5 mol％的Pd（PPh 3）4和3当量的LiBr存在下，将3与芳基锡烷进一步偶联反应，在100°C下进行2-24 h，得到所需产物5，产率为25-78％。
• Addition of arylstannanes to alkynes giving <i>ortho</i>-alkenylarylstannanes catalysed cooperatively by a rhodium complex and zinc chloride
  作者：Jialin Ming、Qi Shi、Tamio Hayashi

  DOI：10.1039/c8sc02459f

  日期：——

  The reaction of arylstannanes ArSnR3 with unfunctionalised alkynes was found to proceed in the presence of a rhodium catalyst and a catalytic amount of zinc chloride to give ortho-alkenylarylstannanes with high selectivity in high yields. The catalytic cycle is very unique, consisting of three transmetalation steps, from Sn to Rh, Rh to Zn, and Zn to Sn, in addition to arylrhodation of alkyne followed

  发现芳基锡烷ArSnR 3与未官能化的炔烃的反应在铑催化剂和催化量的氯化锌存在下进行，以高产率高选择性地产生邻-烯基芳基锡烷。催化循环非常独特，包括三个金属转移步骤，从 Sn 到 Rh、Rh 到 Zn 以及 Zn 到 Sn，此外还包括炔的芳基铑化，然后将 Rh 从 2-芳基烯基碳 1,4-迁移到邻位碳。烯基芳基碳。