三甲基(苯乙炔基)锡 | 1199-95-7

• 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: 三甲基(苯乙炔基)锡
• 英文名称: 1-(trimethylstannyl)-2-phenylethyne
• 英文别名: trimethyl(phenylethynyl)tin；trimethyl(2-phenylethynyl)stannane
• CAS: 1199-95-7
• 化学式: C₁₁H₁₄Sn
• 分子量: 264.942
• InChiKey: QYYZHXHYNLXWAW-UHFFFAOYSA-N

物化性质

• 熔点：
  62-67 °C
• 沸点：
  60 °C(Press: 0.2 Torr)
• 稳定性/保质期：

  如果按照规格使用和储存，不会发生分解，也没有已知的危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  T+,N
• 安全说明：
  S26,S27,S28,S45,S60,S61
• 危险类别码：
  R26/27/28,R50/53
• WGK Germany：
  2
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 3146
• 危险标志：
  GHS06,GHS09
• 危险性描述：
  H300,H310,H330,H410
• 危险性防范说明：
  P260,P264,P273,P280,P284,P301 + P310
• 储存条件：
  保持贮藏器密封，并将其存放在阴凉、干燥的地方。确保工作间有良好的通风或排气装置。

SDS

Name:	Trimethyl(phenylethynyl)tin 97% Material Safety Data Sheet
Synonym:
CAS:	1199-95-7

Section 1 - Chemical Product MSDS Name:Trimethyl(phenylethynyl)tin 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1199-95-7	Trimethyl(phenylethynyl)tin	97	unlisted

Hazard Symbols: T+ N
Risk Phrases: 26/27/28 36/37/38 50/53

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Very toxic by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin. 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. Toxic in contact with skin.
Ingestion:
May cause irritation of the digestive tract. Poison by ingestion.
Inhalation:
Causes respiratory tract irritation. Toxic if inhaled.
Chronic:
Not available.

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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:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1199-95-7: 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: Crystalline powder
Color: white to light beige
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
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: C11H14Sn
Molecular Weight: 264.92

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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# 1199-95-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Trimethyl(phenylethynyl)tin - 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: II
IMO
Shipping Name: Organotin compound, solid, n.o.s.
Hazard Class: 6.1
UN Number: 3146
Packing Group: II
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: T+ N
Risk Phrases:
R 26/27/28 Very toxic by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
R 50/53 Very toxic to aquatic organisms, may cause
long-term adverse effects in the aquatic environment.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 27 Take off immediately all contaminated clothing.
S 28A After contact with skin, wash immediately with
plenty of water.
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# 1199-95-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1199-95-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1199-95-7 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：

  三甲基(苯乙炔基)锡 在 sodium 作用下， 以 乙醚 为溶剂， 以72%的产率得到六甲基二锡
  参考文献：
  名称：

  α-（三烷基甲锡烷基）乙炔与金属钠的反应

  摘要：

  摘要 α-三烷基锡炔基乙炔在温和条件下与金属钠在 Sn-C(sp) 键上反应生成六烷基二锡烷和乙酰炔钠。65–85% 的产率。

  DOI：

  10.1007/bf01558077
• 作为产物：
  描述：

  phenyl-propyneperoxoic acid tert-butyl ester 、 三甲基锡 以 苯 为溶剂， 生成 三甲基(苯乙炔基)锡
  参考文献：
  名称：

  Christen, U.; Neumann, W. P., Chemische Berichte, 1973, vol. 106, p. 421 - 434

  摘要：

  DOI：

文献信息

• Palladium(0)-catalyzed functionalization of bromophosphinines
  作者：Pascal Le Floch、Duncan Carmichael、Louis Ricard、Francois Mathey

  DOI：10.1021/ja00076a027

  日期：1993.11

  ine gives either 2,6-bis(diphenylphosphino)- or 2-(diphenylphosphino)phosphinines according to the starting materials. In the case of 2,4,6-tribromophosphinines, the ortho selectivity of the functionalizations probably reflects an initial coordination of [PdL 2 ] to the phosphinine phosphorus

  [PdL 2 ] -催化（L=三苯基-或三呋喃基膦）2,4,6-三溴-或2,6-二溴膦与R-SnMe 3 衍生物的交叉偶联产生相应的2,6-二-R-膦，其中 R = 2-呋喃基、2-噻吩基、2-N-甲基吡咯基或 C≡C-Ph。当R为2-吡啶基时，仅得到单取代的膦。根据起始材料，2,4,6-三溴-或2-溴膦与(三甲基甲硅烷基)二苯基膦之间的类似交叉偶联反应产生2,6-双(二苯基膦)-或2-(二苯基膦)膦。在 2,4,6-三溴膦的情况下，官能化的邻位选择性可能反映了 [PdL 2 ] 与膦磷的初始配位
• Unsaturated σ-hydrocarbyl transition-metal complexes. Part 2. Synthesis and reactions of vinylplatinum complexes and a comparison with analogous fluorovinyl and alkynyl complexes
  作者：Christine J. Cardin、David J. Cardin、Michael F. Lappert

  DOI：10.1039/dt9770000767

  日期：——

  cis-[PtRL2(SnMe3)]. When the latter complex (R = CHCH2) reacts with X2 or MeX further oxidative addition occurs exclusively at the platinum centre. Aromatic isonitriles (R′NC)co-ordinate to the platinum and give insertion products trans-[PtC(CHCH2)= NR′}ClL2] on heating or carbene complexes with NBunH2. The alkynyl trans-[Pt(CCPh)ClL2] also forms 1 :1 adducts with R′NC and carbene complexes therefrom, but no insertion

  三甲基锡的烯基（CH CH 2或CF CF 2）或炔基（C CPh）衍生物在通过复分解合成相应的单有机铂（II）物种方面优于锂或镁试剂（L = SnMe 3 R +顺式-[PtCl 2 L 2 ] →反式-[PtRClL 2 ] + SnMe 3 Cl叔膦）。SnMe 3 R的反应顺序为R = C CPh> CF CF 2 > CH CH 2。还发现该顺序用于氧化添加SnMe 3R至Pt 0给出顺式-[PtRL 2（SnMe 3）]。当后者的络合物​​（R = CH CH 2）与X 2或MeX反应时，进一步的氧化加成仅在铂中心发生。芳香异腈（R'NC）与铂配位，并在加热或带有NBu n H 2的卡宾配合物中得到插入产物反式-[Pt C（CH CH 2）= NR'} ClL 2 ] 。炔基反式-[Pt（C CPh）ClL 2]也与R'NC和卡宾配合物形成1：1加合物，但没有插入产物。给出了新配合物的光谱数据。
• A Drastic Effect of TEMPO in Zinc‐Catalyzed Stannylation of Terminal Alkynes with Hydrostannanes via Dehydrogenation and Oxidative Dehydrogenation
  作者：Yuichi Kai、Shinya Oku、Tomohiro Tani、Kyoko Sakurai、Teruhisa Tsuchimoto

  DOI：10.1002/adsc.201900540

  日期：2019.9.17

  With a system consisting of a catalytic zinc Lewis acid, pyridine, and TEMPO in a nitrile medium, terminal alkynes coupled with HSnBu3, providing alkynylstannanes with structural diversity. The resulting alkynylstannane, without being isolated, could be directly used for Pd‐ and Cu‐catalyzed transformations to deliver internal alkynes and more intricate tin‐atom‐containing molecules. Mechanistic studies

  通过在腈介质中由催化锌路易斯酸，吡啶和TEMPO组成的系统，末端炔烃与HSnBu 3偶联，可提供具有结构多样性的炔基锡烷。生成的炔基锡烷无需分离即可直接用于Pd和Cu催化的转化，以传递内部炔烃和更复杂的含锡原子的分子。机制研究表明TEMPOSnBu 3原位形成从TEMPO和HSnBu 3作品stannylate末端炔与锌催化剂的协作，并且这两个脱氢和氧化脱氢工艺的被唯一地涉及在一个单一的反应。
• N-Heterocyclic Carbene Adducts of Alkynyl Functionalized 1,3,2-Dithioborolanes
  作者：Richard Böser、Lars Denker、René Frank

  DOI：10.3390/molecules24091690

  日期：——

  cyclo-Cl−B(S2C2H4) as a representative example. Whereas syntheses of three coordinate alkynyl boronate thioesters [R1−C≡C−B(S2X)] proved to be ineffective, the reactions of NHC-adducts (NHC = N-heterocyclic carbene) of cyclo-Cl-B(S2C2H4) afforded the alkyne substituted thioboronate esters in good yield. The products NHC−B(S2C2H4)(C≡C-R1) are remarkably stable towards water and air, which suggests their

  炔基官能化硼化合物是药物化学、材料科学和光学材料领域的通用中间体。特别是炔基硼酸酯 [R1-C≡C-B(OR2)2] 是令人感兴趣的，因为它们在炔实体上提供反应性，保留 B-C 键或炔转移到亲电子底物，同时切断后者。由于（i）两个 B-O 键的非凡强度，以及（ii）双官能醇发挥的螯合效应，硼原子通常被很好地稳定。我们推断，将 B-O 替换为 B-S 键会导致所得炔基硼酸酯硫酯 [R1-C≡C-B(S2X)] 具有更高的反应性和后官能化。获得这一类研究不足的化合物从氯二硫代硼烷环-Cl-B(S2C2H4) 开始，作为一个代表性的例子。虽然三配位炔基硼酸酯硫酯 [R1-C≡C-B(S2X)] 的合成被证明是无效的，但环-Cl-B(S2 ) 的 NHC-加合物（NHC = N-杂环卡宾）的反应提供了炔烃取代的硫代硼酸酯收率良好。产品 NHC-B(S2 )(C≡C-R1) 对水和空气非
• Synthesis, structure and cytotoxicity of 3-C, N, S, Se substituted benzo[b]selenophene derivatives
  作者：Pavel Arsenyan、Edgars Paegle、Sergey Belyakov、Irina Shestakova、Elina Jaschenko、Ilona Domracheva、Juris Popelis

  DOI：10.1016/j.ejmech.2011.05.008

  日期：2011.8

  Synthesis, molecular structure and cytotoxic activity of a series of 3-C, N, S, Se substituted benzo[b]selenophene derivatives on human fibrosarcoma HT-1080, mouse hepatoma MG-22A, and mouse fibroblasts 3T3 cell lines are described. The correlation between compound LD50 3T3 fibroblast cell line and HT-1080 morphology was shown.

  描述了一系列3- C，N，S，Se取代的苯并[ b ]硒吩衍生物对人纤维肉瘤HT-1080，小鼠肝癌MG-22A和小鼠成纤维细胞3T3细胞系的合成，分子结构和细胞毒性。显示了化合物LD 50 3T3成纤维细胞系与HT-1080形态之间的相关性。

表征谱图