烯丙基二丁基氯化锡 | 64549-05-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 中文名称: 烯丙基二丁基氯化锡
• 英文名称: allyldibutyltin chloride
• 英文别名: Dibutyl(prop-2-enyl)stannanylium;chloride；dibutyl(prop-2-enyl)stannanylium;chloride
• CAS: 64549-05-9
• 化学式: C₁₁H₂₃ClSn
• 分子量: 309.467
• InChiKey: QQRDLIWKSDAFLZ-UHFFFAOYSA-M

物化性质

• 沸点：
  103 °C (5 mmHg)
• 密度：
  1.2
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R36/37/38,R20/21/22
• 储存条件：
  存放于阴凉干燥处

SDS

Name:	Allyldibutyltin chloride, 97% Material Safety Data Sheet
Synonym:	Dibutylchloro-2-propenylstannane.
CAS:	64549-05-9

Section 1 - Chemical Product MSDS Name: Allyldibutyltin chloride, 97% Material Safety Data Sheet
Synonym: Dibutylchloro-2-propenylstannane.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
64549-05-9	Allyldibutyltin chloride	97	unlisted

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

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation, in contact with skin and if swallowed. Irritating to eyes and skin.Light sensitive. Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
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.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:
Treat symptomatically and supportively.

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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. Use water spray to keep fire-exposed containers cool. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Cool containers with flooding quantities of water until well after fire is out. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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SECTION 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Absorb spill using an absorbent, non-combustible material such as earth, sand, or vermiculite. Do not use combustible materials such as sawdust. Provide ventilation.

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SECTION 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Store protected from light. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.) Store protected from light.

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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# 64549-05-9: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES
Physical State: Liquid
Color: clear colorless
Odor: chlorine-like
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 103 deg C @ 5 mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: insoluble in cold water
Specific Gravity/Density: 1.2000 g/ml
Molecular Formula: C11H23ClSn
Molecular Weight: 309.46

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Light, excess heat, confined spaces.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, tin/tin oxides, chloride fumes.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 64549-05-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Allyldibutyltin chloride - 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: III IMO
Shipping Name: ORGANOTIN COMPOUND, LIQUID, N.O.S.
Hazard Class: 6.1
UN Number: 2788
Packing Group: III RID/ADR
Shipping Name: ORGANOTIN COMPOUND, LIQUID, N.O.S.
Hazard Class: 6.1
UN Number: 2788
Packing group: III

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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 36/38 Irritating to eyes and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36/37/39 Wear suitable protective clothing, gloves and eye/face protection. WGK (Water Danger/Protection) CAS# 64549-05-9: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 64549-05-9 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 64549-05-9 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 4/05/1997 Revision #7 Date: 4/27/2004 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

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
  ——	allyldibutyltin	64549-04-8	C11H24Sn	275.022

反应信息

• 作为反应物：
  描述：

  烯丙基二丁基氯化锡 在 高氯酸 、 sodium chloride 作用下， 以 甲醇 、 水 为溶剂， 生成 二丁基二氯化锡
  参考文献：
  名称：

  The acid cleavage of mixed allyltin(IV) compounds

  摘要：

  DOI：

  10.1016/s0020-1693(00)94936-3
• 作为产物：
  描述：

  allyldibutyltin 、 二丁基二氯化锡 以 neat (no solvent) 为溶剂， 以76%的产率得到烯丙基二丁基氯化锡
  参考文献：
  名称：

  Allyltin chlorides in chemical synthesis. Insertion reaction of dibutylallyl- and triallyltin chlorides with methyl-i-propyl-ketone

  摘要：

  DOI：

  10.1016/s0020-1693(00)93823-4

文献信息

• The 1H, 13C, 15N and 117Sn NMR study of the intramolecular Sn–N interaction in tri- and tetraorganotin compounds containing the chiral 2-(4-isopropyl-2-oxazolinyl)-5-phenyl ligand
  作者：Piotr Cmoch、Zofia Urbańczyk-Lipkowska、Armine Petrosyan、Anita Stępień、Krzysztof Staliński

  DOI：10.1016/j.molstruc.2004.07.035

  日期：2005.1

  tetraorganotin compounds containing the optically active 2-(4-isopropyl-2-oxazolinyl)-5-phenyl ligand has been synthesized. All the novel compounds have been characterized, especially by means of the multinuclear NMR investigation, the results of which are discussed. A number of arguments based on the 13 C, 15 N and 117 Sn NMR and X-ray studies support the intramolecular donor–acceptor coordination between

  摘要 合成了一系列含有光学活性2-(4-异丙基-2-恶唑啉基)-5-苯基配体的新型三和四有机锡化合物。所有新化合物都已被表征，特别是通过多核 NMR 研究，其结果被讨论。基于 13 C、15 N 和 117 Sn NMR 和 X 射线研究的许多论点支持锡烷中锡和氮原子之间的分子内供体-受体配位。配位锡氢化物中的 J ( 15 N– 117/119 Sn) 耦合常数值首次清楚地表明锡的配位数大于 4。
• One-pot synthesis of heterocyclic compounds initiated by chemoselective addition to β-acyl substituted unsaturated aldehydes with nucleophilic tin complexes
  作者：Ikuya Shibata、Hirofumi Kato、Makoto Yasuda、Akio Baba

  DOI：10.1016/j.jorganchem.2006.03.043

  日期：2007.1

  β-Acyl substituted unsaturated aldehydes 1 were revealed to be good precursors for the synthesis of various heterocyclic compounds by the combination with tin nucleophiles. Various 2-monosubstituted pyrroles were prepared in an one-pot procedure via the reductive amination of formyl groups of 1 by using Bu2SnIH–HMPA complex. One-pot synthesis of heterocycles was carried out initiated by chemoselective

  通过与锡亲核试剂的结合，发现β-酰基取代的不饱和醛1是合成各种杂环化合物的良好前体。一锅法通过使用Bu 2 SnIH-HMPA络合物通过1的甲酰基的还原胺化反应来制备各种2-单取代的吡咯。通过Bu 3的化学选择性还原1来启动杂环的一锅合成SnH–HMPA配合物以及随后与异枯草酮的反应。此外，伴随化疗，区域选择性和对映选择性碳-碳键形成在侧链部分氮的杂环化合物的一锅合成有效地实现由甲酰基的区域选择性和对映选择性烯丙基化开始1与烯丙基锡物种。
• The effect of ligands, solvent and temperature on the reactions of allyltin(IV) compounds with singlet oxygen
  作者：H.-S. Dang、A.G. Davies

  DOI：10.1016/0022-328x(92)83265-j

  日期：1992.6

  electropositive, as indicated by the 13C NMR shift of the allylic CH2 group, the proportion of the M-ene reaction increases, and when δCH2 is above about 23.7, the allylperoxytin compound is the only product. An exception to this rule is tetraallyltin, δCH2 16.13, which similarly shows only the M-ene reaction. This is tentatively ascribed to the special effect of hyperconjugation between the CSn σ-bond and

  单线态氧的具有多种反应烯丙基锡化合物CH 2 CHCH 2 SNR 3（R 3 我3，卜3，烯丙基3，（环-C 6 H ^ 11 3中，Ph 3，allylBu 2，卜2氯， Bu 2 OAc，烯丙基Cl 2，烯丙基Cl 2已研究了Bipy），并已通过NMR光谱法鉴定了分别由M-烯，H-烯和环加成过程得到的烯丙基过氧锡化合物，3-锡烷基烯丙基氢过氧化物和4-锡烷基-1，2-二氧戊环。由于锡中心变得更加电正性，由所指示的13烯丙基CH的C NMR移位2基团，的M-烯反应的比例增加，并且当δCH 2是高于约23.7时，allylperoxytin化合物是唯一的产品。这一规则的一个例外是四烯丙基锡，δCH 2 16.13，其中仅示出了类似的M-烯反应。暂时将其归因于CSnσ键与其余π系统之间超共轭的特殊作用。
• Reversible allylstannation of carbonyl compounds; a new route to mixed allyltins via allylcarbinols
  作者：Valerio Peruzzo、Giuseppe Tagliavini

  DOI：10.1016/s0022-328x(00)89078-6

  日期：1978.12

  Di-n-butylallyltin chloride readily adds to ketones and aldehydes to form organotin alkoxides of the type: n-Bu2ClSnOCR′R(CH2CHCH2). In some cases this reaction is reversible. Thus, under suitable conditions, alkoxides of the type: n-Bu2XSnOCMeR(CH2CHCH2) (X  n-Bu, Cl; R  Me, i-Pr, i-Bu, t-Bu), obtained by transalkoxylation reactions, furnish ketones and mixed allyltins, n-Bu2YSn-(CH2CHCH2) (Y

  二正butylallyltin氯化物容易增加了酮和醛以形成有机锡类型的醇盐：正丁基2 ClSnOCR'R （CH 2 CHCH 2）。在某些情况下，这种反应是可逆的。因此，合适的条件下，所述类型的醇盐：正丁基2 XSnOCMeR（CH 2 CHCH 2）（X正丁基，氯; RMe中的i-PR，I-卜，叔丁基），通过transalkoxylation反应，配料酮和混合allyltins，正丁基获得2 YSn-（CH 2 CHCH 2）（Y正丁基，CH 2 CHCH 2，Cl）。在这些发现的光，allyldialkyl原醇已经被催化由诸如正丁基锡化合物被氧化成酮2 XSN（CH 2 CHCH 2）（X正丁基，C1）和正丁基3 SnOCOMe。
• One-Pot Synthesis of Nitrogen Heterocycles Initiated by Regio- and Diastereoselective Carbon−Carbon Bond Formation of Bifunctional Carbonyl Compounds
  作者：Ikuya Shibata、Hirofumi Kato、Nobuaki Kanazawa、Makoto Yasuda、Akio Baba

  DOI：10.1021/ja038712n

  日期：2004.1.1

  We report a one-pot synthesis of nitrogen heterocyclic compounds initiated by the allylation of the formyl group of bifunctional carbonyl compounds accompanying chemo-, regio-, and diastereoselective carbon-carbon bond formation in side chain moieties.

  我们报告了氮杂环化合物的一锅合成，由双官能羰基化合物的甲酰基的烯丙基化引发，伴随着侧链部分中的化学-、区域-和非对映选择性碳-碳键的形成。