Tributylstannane 三正丁基氢化锡

CAS 688-73-3 MFCD00009416

化学结构图

688-73-3
SMILES: CCCC[SnH](CCCC)CCCC

化学属性

Mol. FormulaC12H28Sn
Mol. Weight291
Density1.08
Refractive index1.4710 to 1.4740
Boiling Point80
Flash Point40°C(lit.)
TSCAYes
Melting Point0-1°
Solubility起反应
Stability对空气, 湿度和热敏感
pH:A

别名和识别编码

Chemical NameTributylstannane
Synonym Hydridotris(butyl)tin Stannane, tributyl- TBTHTri-n-butylstannane TIN TRIBUTYL HYDRIDE TRI-N-BUTYLTIN TRI-N-BUTYLTIN HYDRIDE TRIBUTYLSTANNANE TRIBUTYLTINHYDRIDE,TECHNICAL Tin, tri-n-butyl-, hydride Tri-n-butyl tin hydride Tri-n-butylstannane Tri-n-butyltin Tri-n-butyltin; Tributylstannane Tri-n-butyltinhydride,min.95% Tributylstannane Tributylstannyl hydride Tributylstannyl hydride solution Tributyltin Tributyltin hydride Tributylzinnhydrid tbth tri-n-butylstannanehydride tributyl-stannane 三丁基氢化锡 溶液 三正丁基氢化锡 三正丁基氢锡 氢化三丁锡
CAS Number688-73-3
EC Number211-704-4
Beilstein Registry Number3587329
MDL NumberMFCD00009416
PubChem Substance ID87577235
Reaxys-RN3587329
Chemical Name Translation三正丁基氢化锡
Wiswesser Line Notation4-SN-H4&4
LabNetwork Molecule IDLN00193590
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分类

  • {uni_hamburg} no charge; metal-organic; 1fragment
  • {SNA} Chemical Synthesis, Organometallic Reagents, Organotin, Organotins, Reduction, Synthetic Reagents, Tin Hydrides
  • {SA} Chemical Synthesis, Organometallic Reagents, Organotin, Organotins, Reduction, Synthetic Reagents, Tin Hydrides
  • {SNA} Chemical Synthesis, Metal Hydrides, Reduction, Synthetic Reagents

产品应用

  • 广泛使用的自由基试剂,可用于还原裂解、自由基脱卤以及分子内自由基环化。

相关文献及参考

  • Dialdehydes and keto aldehydes undergo free-radical intramolecular pinacol coupling to give cyclic diols: J. Am. Chem. Soc., 117, 7283 (1995); J. Org. Chem., 63, 6357 (1998).
  • Merck: 14,10451 Beilstein:4(4)4312
  • {
  • Short: III/38A
  • TBTH also cleaves other C-heteroatom bonds, controlled by the stability of the resulting radical: Nitro-groups at tertiary centers are readily cleaved: Synthesis, 693 (1986). Azides are readily reduced to amines: Synlett, 342 (1991). C-S and C-Se bonds are also cleaved. J. Am. Chem. Soc., 104, 2046 (1982); 112, 4008 (1990); J. Org. Chem., 49, 5206 (1984); 54, 1234 (1989).
  • Short: III/35C4
  • Reducing agent and source of tributyltin radicals. Widely used for selective reduction of alkyl halides to alkanes by a radical chain mechanism. The reaction is tolerant of a wide range of functionality, including OH and NH, in contrast to polar metal hydride reagents. For reviews, see: Synthesis, 499 (1970); 665 (1987). For a brief feature on uses of this reagent in synthesis, see: Synlett, 173 (2007). For use in the synthesis of deoxy sugars via reductive rearrangement of glycosyl bromides, see: Org. Synth. Coll., 8, 583 (1993). Cyclization of the initially-formed alkyl radical to a suitably positioned double bond may occur. Formation of 5-membered rings is strongly favoured, and ring closure onto an existing ring gives the cis-fused product. See, e.g.: J. Am. Chem. Soc., 108, 5893 (1986):
  • Free-radical hydrostannylation of alkenes occurs with TBTH to give alkylstannanes. The reaction is catalyzed by, e.g. Rh complexes: Chem. Lett., 881 (1988), or Pd complexes: Angew. Chem. Int. Ed., 35, 1329 (1996), and refs therein. Syn-addition to alkynes gives vinylstannanes, useful intermediates which undergo electrophilic substitution reactions with retention of configuration. Thus, iodine, NIS and NBS give vinyl halides: J. Org. Chem., 47, 404 (1982); Tetrahedron, 42, 3575 (1986), and alkyllithium compoun

安全信息

Signal word Danger
GHS Symbol
WGK Germany3
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S33 Take precautionary measures against static discharges 对静电采取预防措施;
  • S35 This material and its container must be disposed of in a safe way 该物料及其容器必须以安全方式处置;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
  • S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐:立即求医并出示该容器或标签;
Risk Statements
  • R10 Flammable 易燃
  • R11 Highly flammable 非常易燃
  • R15 Contact with water liberates extremely flammable gases 遇水会释放出极端易燃的气体
  • R21 Harmful in contact with skin 与皮肤接触有害
  • R25 Toxic if swallowed 吞咽有毒
  • R30/38
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R48/23/25
  • R50/53
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
  • R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P303+P361+P353
  • P305+P351+P338
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P332+P313
  • P337+P313
  • P403+P235
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H301 Toxic if swallowed 吞食有毒
  • H312 Harmful in contact with skin 皮肤接触有害
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H372 Causes damage to organs through prolonged or repeated exposure 长期或频繁接触会损伤器官
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H302+H332
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSWH8675000
Packing GroupI
UN Number 1993 2929 3399
Storage condition Air & Moisture Sensitive 2-8℃保存。 0-10°C 0-10 储存温度2-8℃; 充氩保存 2-8°C
Hazard Codes 3 4.3 T,N T,N,F
Hazard Class6.1/3
Warnings 危化品目录(2015)
TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1460 mg/m3/10M
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   NDRC** National Defense Research Committee, Office of Scientific Research
   and Development, Progress Report.  Volume(issue)/page/year:
   NDCrc-132,FEB1942

Restrict 危险品

其他信息

  • Alfa Aesar:三正丁基氢化锡,97% Tri-n-butyltin hydride, 97%(688-73-3)
  • 海关编码:29310095
  • 用途二:还原试剂。广泛地用于还原裂解,分子内环化。
  • 图谱信息:三正丁基氢锡(688-73-3)红外图谱(IR1) 三正丁基氢锡(688-73-3)质谱(MS)
  • 和水反应,溶于大多数有机溶剂。
  • 下游产品:3-呋喃甲醇 --> 乙基3-氟 --> 地达诺辛 --> 2-(三丁基锡)嘧啶
  • Acros Organics:三正丁基氢化锡 Tri-n-butyltin hydride, 97%(688-73-3)
  • F:1-10
  • 用途一:常被用來进行还原性自由基反应,其应用的范围相当广泛,不仅能將化合物上特定的官能基脱去,更可对于具有π鍵的化合物进行加成反应,甚至是高位向及立体选择性的进行分子內或分子间的耦合反应。
  • 三正丁基氢锡价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010251 三丁基氢化锡;氢化三丁基锡 10g 200元 2011/04/16 T1473 三丁基氢化锡(含稳定剂BHT)[还原试剂] Tributyltin Hydride (stabilized with BHT) [Reducing Reagent] 250G 2800元 2011/04/16 T1473 三丁基氢化锡(含稳定剂BHT)[还原试剂] Tributyltin Hydride (stabilized with BHT) [Reducing Reagent] 25G 500元
  • Sigma Aldrich:688-73-3(sigmaaldrich)
  • 敏感性:Air & Moisture Sensitive
  • MSDS 信息:Tributylstannane(688-73-3).msds
  • MOL 文件:688-73-3.mol
  • TSCA:Yes

系列性分类


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