4-氟三丁基甲锡烷基苯 | 17151-47-2

• 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: 4-氟三丁基甲锡烷基苯
• 中文别名: 三丁基(4-氟苯基)锡烷
• 英文名称: tributyl(4-fluorophenyl)stannane
• 英文别名: (4-fluorophenyl)-tri-n-butylstannane
• CAS: 17151-47-2
• 化学式: C₁₈H₃₁FSn
• 分子量: 385.153
• InChiKey: FLPKMHDTSOPPOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  132-134/0.1mm

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• TSCA：
  No
• 危险品标志：
  T
• 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
• 危险品运输编号：
  UN 3146

SDS

Name:	Tributyl(4-fluorophenyl)stannane 95+% Material Safety Data Sheet
Synonym:	None
CAS:	17151-47-2

Section 1 - Chemical Product MSDS Name:Tributyl(4-fluorophenyl)stannane 95+% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
17151-47-2	Tributyl(4-fluorophenyl)stannane	>95	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. 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 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. 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. Avoid contact with eyes, skin, and clothing. 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# 17151-47-2: 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: 132 - 134 deg C @0.1mmHg
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: C18H31FSn
Molecular Weight: 385

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 17151-47-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tributyl(4-fluorophenyl)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# 17151-47-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 17151-47-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 17151-47-2 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-氟三丁基甲锡烷基苯 在 potassium fluoride 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以53%的产率得到1,4-二氟苯
  参考文献：
  名称：

  [ 18 F] KF的铜介导的芳基锡烷的放射性氟化

  摘要：

  描述了用[ 18 F] KF进行的铜介导的芳基和乙烯基锡烷的亲核放射性氟化反应。该方法快速，使用可商购的试剂，并且与富电子和缺电子的芳烃底物兼容。该方法已应用于人工合成各种临床相关的放射性示踪剂，包括受保护的[ 18 F] F-苯丙氨酸和[ 18 F] F-DOPA。另外，已证明[ 18 F] MPPF的自动合成可提供200±20 mCi的临床验证剂量，并具有2400±900 Ci / mmol的高比活度。

  DOI：

  10.1021/acs.orglett.6b02911
• 作为产物：
  描述：

  对氟苯甲酰氯 在 potassium fluoride 、 18-冠醚-6 、 cesium fluoride 、 nickel dichloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 48.0h， 生成 4-氟三丁基甲锡烷基苯
  参考文献：
  名称：

  10.3390/molecules24091671_rfseq1

  摘要：

  DOI：

  10.3390/molecules24091671_rfseq1

文献信息

• Stille and Suzuki Cross-Coupling Reactions as Versatile Tools for Modifications at C-17 of Steroidal Skeletons - A Comprehensive Study
  作者：Vanessa Koch、Martin Nieger、Stefan Bräse

  DOI：10.1002/adsc.201601289

  日期：2017.3.6

  cross‐coupling study of steroidal vinyl (pseudo)halides with different boronic acids and tributyltin organyls. Furthermore, we have investigated the “inverse” case of those cross‐coupling reactions, i.e., the reaction of a steroidal vinylpinacolatoborane or a tributyltin steroid with various bromides. The development of both methods allows the introduction of different residues at C‐17 of steroid skeletons

  本文中，我们报告了甾体乙烯基（假）卤化物与不同的硼酸和三丁基锡有机基的Stille和Suzuki交叉偶联的比较研究。此外，我们研究了那些交叉偶联反应的“逆向”情况，即类固醇乙烯基松香烷硼烷或三丁基锡类固醇与各种溴化物的反应。两种方法的发展都允许在类固醇骨架的C-17处引入不同的残基，从而提供了广泛的类固醇类似物的途径，这对于生物学筛选或天然产物合成非常重要。
• Synthesis and reactivity of α-sulfenyl-β-chloroenones, including oxidation and Stille cross-coupling to form chalcone derivatives
  作者：Aoife M. Kearney、Linda Murphy、Chloe C. Murphy、Kevin S. Eccles、Simon E. Lawrence、Stuart G. Collins、Anita R. Maguire

  DOI：10.1016/j.tet.2021.132091

  日期：2021.5

  The synthesis of a range of novel α-sulfenyl-β-chloroenones from the corresponding α-sulfenylketones, via a NCS mediated chlorination cascade, is described. The scope of the reaction has been investigated and compounds bearing alkyl- and arylthio substituents have been synthesised. In most instances, the Z α-sulfenyl-β-chloroenones were formed as the major products, while variation of the substituent

  描述了通过NCS介导的氯化级联反应从相应的α-亚磺酰基酮合成一系列新型α-亚磺酰基-β-氯烯酮的方法。已经研究了反应范围，并且已经合成了带有烷基和芳硫基取代基的化合物。在大多数情况下，Ž α-硫基-β-chloroenones形成作为主要产品，而在β碳位上的取代基的变化导致了立体选择性的改变。的Stille交叉偶联与Ž导致的选择性形成α-硫基-β-chloroenones Ž硫基查耳酮，而Ë α-硫基-β-chloroenones没有在相同条件下发生反应。Z的氧化α-硫基-β-chloroenones随后异构化，导致Ë α -亚磺酰基- β-chloroenones。的Stille交叉偶联与Ë α -亚磺酰基- β-chloroenones产生的ë亚磺酰基查耳酮。无论是ë或Ž亚磺酰基的查耳酮可以通过改变氧化和的Stille交叉偶联的序列来获得。
• [EN] 4 -HYDROXY- ISOQUINOLINE COMPOUNDS AS HIF HYDROXYLASE INHIBITORS<br/>[FR] COMPOSÉS 4-HYDROXY-ISOQUINOLÉINE COMME INHIBITEURS D'HYDROXYLASE HIF
  申请人：FIBROGEN INC

  公开号：WO2013134660A1

  公开（公告）日：2013-09-12

  The present invention relates to novel compounds of formula (I), and compositions capable of inhibiting PHD1 enzyme activity selectively over other isoforms, for example, PHD2 and/or PHD3 enzymes. The invention also relates to compounds of formula (I) for use in disorders such as muscle degeneration, colitis, IBD, and certain ischemias.

  本发明涉及式(I)的新化合物，以及能够选择性地抑制PHD1酶活性而不影响其他同工酶（例如PHD2和/或PHD3酶）的组合物。该发明还涉及式(I)的化合物在肌肉退化、结肠炎、炎症性肠病和某些缺血症等疾病中的应用。
• Synthesis of 2-(4-Fluorophenyl)-4-isopropyl-3-quinolinecarbaldehyde: A New Route to 2,3,4-Substituted Quinolines
  作者：Jeffrey A. Robl

  DOI：10.1055/s-1991-26379

  日期：——

  A new method for the preparation of 2,3,4-substituted quinolines has been developed and its application towards the synthesis of 2-(4-fluorophenyl)-4-isopropyl-3-quinolinecarbaldehyde, as well as other quinolines, is described.

  一种用于制备2,3,4-取代喹啉的新方法已被开发出来，并且其应用于合成2-(4-氟苯基)-4-异丙基-3-喹啉甲醛以及其他喹啉的合成过程得到了详细描述。
• A Highly Efficient and Reusable Palladium(II)/Cationic 2,2’-Bipyridyl-Catalyzed Stille Coupling in Water
  作者：Wei-Yi Wu、Ling-Jun Liu、Fen-Ping Chang、Yu-Lun Cheng、Fu-Yu Tsai

  DOI：10.3390/molecules21091205

  日期：——

  PdCl₂(NH₃)₂/cationic 2,2'-bipyridyl system was found to be a highly efficient catalyst for Stille coupling of aryl iodides and bromides with organostannanes. The coupling reaction was conducted at 110 °C in water, under aerobic conditions, in the presence of NaHCO₃ as a base to afford corresponding Stille coupling products in good to high yields. When aryltributylstannanes were employed, the reactions

  发现水溶性PdCl 2（NH 3）2 /阳离子2，2′-联吡啶基体系是将芳基碘化物和溴化物与有机锡锡进行Stille偶联的高效催化剂。在有氧条件下，在NaHCO 3作为碱的存在下，在水中在110℃，有氧条件下进行偶联反应，从而以高至高收率得到相应的Stille偶联产物。当使用芳基三丁基锡烷时，反应在非常低的催化剂负载量（低至0.0001mol％）下顺利进行。简单萃取后，残留的水相可在后续运行中重复使用，从而使这种Stille偶联变得经济。然而，在四甲基锡烷的情况下，为了获得令人满意的收率，需要更大的催化剂负载量（1mol％）和使用四乙基碘化铵作为相转移剂。