三丁基氢化铋 | 3692-81-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 中文名称: 三丁基氢化铋
• 英文名称: tributylbismuth
• 英文别名: tri-n-butylbismuthine；Tributyl-bismutin；tri-n-butylbismuth；n-Bu3Bi；tributyl-bismuthine；Tributylwismut
• CAS: 3692-81-7
• 化学式: C₁₂H₂₇Bi
• 分子量: 380.327
• InChiKey: MTWZZHCSSCNQBI-UHFFFAOYSA-N

物化性质

• 沸点：
  124 °C/7 mmHg(lit.)
• 密度：
  1.456 g/mL at 25 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  F
• 安全说明：
  S16,S27,S36/37/39
• 危险类别码：
  R17
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 3394 4.2/PG 1

SDS

Name:	Tributylbismuthine Material Safety Data Sheet
Synonym:
CAS:	3692-81-7

Section 1 - Chemical Product MSDS Name:Tributylbismuthine Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3692-81-7	Tributylbismuthine		unlisted

Hazard Symbols: F
Risk Phrases: 17

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Spontaneously flammable in air.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: 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.
Ingestion:
Get medical aid. Wash mouth out with 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. Material can spontaneously ignite (pyrophoric) when exposed to air at normal or slightly elevated temperatures. Will burn if involved in a fire. Flammable liquid and vapor.
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. Remove all sources of ignition.
Use a spark-proof tool.

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Section 7 - HANDLING and STORAGE
Handling:
Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container. Flammables-area.

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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 ventilation to keep airborne concentrations low.
Exposure Limits CAS# 3692-81-7: 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: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 124 deg C @ 7 mmHg
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: 1.456
Molecular Formula: C12H27Bi
Molecular Weight: 380.33

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, ignition sources, exposure to air.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3692-81-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tributylbismuthine - 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
No information available.
IMO
No information available.
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: F
Risk Phrases:
R 17 Spontaneously flammable in air.
Safety Phrases:
WGK (Water Danger/Protection)
CAS# 3692-81-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3692-81-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3692-81-7 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：

  三丁基氢化铋 在 四氯化碳 作用下， 以 neat (no solvent) 为溶剂， 以96%的产率得到butyldichlorobismuth
  参考文献：
  名称：

  Dodonov, V. A.; Starostina, T. I.; Grishin, A. N., Journal of general chemistry of the USSR, 1985, vol. 55, p. 518 - 520

  摘要：

  DOI：
• 作为产物：
  描述：

  三(4-甲氧基苯基)铋 在 n-buthyl lithium 作用下， 以 乙醚 为溶剂， 生成 三丁基氢化铋
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Bi: Org.Verb., 1.3.3.1.1, page 46 - 55

  摘要：

  DOI：
• 作为试剂：
  描述：

  四氯化碳 、 环己烯 在 三丁基氢化铋 作用下， 生成 7,7-双氯环庚烷
  参考文献：
  名称：

  Dodonov, V. A.; Starostina, T. I.; Grishin, A. N., Journal of general chemistry of the USSR, 1985, vol. 55, # 3, p. 518 - 520

  摘要：

  DOI：

文献信息

• Csp³-Csp² Palladium-Catalyzed Cross-Coupling Reaction of Trialkylbismuth Reagents with Aryl, Heteroaryl, and Vinyl Halides and Triflates
  作者：Alexandre Gagnon、Martin Duplessis、Vincent Albert

  DOI：10.1055/s-0030-1259023

  日期：2010.12

  The palladium-catalyzed cross-coupling reaction of tri-alkylbismuth reagents with aryl and heteroaryl halides and triflates is reported. Moderate to good yields were obtained for the transfer of primary alkyl groups. The reaction tolerates numerous functional groups on the electrophilic and nucleophilic partners. The cross-coupling of α-bromostyrene with tris(1,3-dioxan-2-ylethyl)bismuth is also reported

  报道了钯催化的三烷基铋试剂与芳基和杂芳基卤化物和三氟甲磺酸酯的交叉偶联反应。伯烷基的转移获得了中等至良好的产率。该反应耐受亲电和亲核伙伴上的许多官能团。α-溴苯乙烯与三（1,3-二恶烷-2-基乙基）铋的交叉偶联也有报道。
• Solution−Liquid−Solid Growth of Ternary Cu−In−Se Semiconductor Nanowires from Multiple- and Single-Source Precursors
  作者：Alfred J. Wooten、Donald J. Werder、Darrick J. Williams、Joanna L. Casson、Jennifer A. Hollingsworth

  DOI：10.1021/ja905730n

  日期：2009.11.11

  reaction product obtained. Crystalline, straight, and nearly stoichiometric CuInSe(2) nanowires were most readily achieved using the single-source precursor; however, careful tuning of reaction conditions could also be used to obtain high-quality nanowires from multiple-source precursor systems. The CuInSe(2) nanowires are strong light absorbers from the near-infrared through the visible and ultraviolet

  三元CuInSe(2) 纳米线是第一次通过溶液-液-固(SLS) 机制合成。在这里，金属有机多源和单源分子前体在熔融金属纳米颗粒和配位配体的存在下被热分解。与单源（其中有效地预先形成 Cu-Se-In 键）相比，前体的性质 - 多重 - 以及配位体的选择，反应温度和反应物的添加顺序强烈影响了形态和得到的反应产物的组成。使用单源前驱体最容易获得结晶、直且接近化学计量的 CuInSe(2) 纳米线；然而，仔细调整反应条件也可用于从多源前驱体系统中获得高质量的纳米线。
• Palladium-Catalyzed Cross-Coupling Reaction of Trialkylbismuthines with 2-Haloazines and Diazines
  作者：Alexandre Gagnon、Pauline Petiot

  DOI：10.3987/com-13-s(s)114

  日期：——

  An efficient method for the cross-coupling reaction of primary trialkybismuth reagents with 2-haloazines and diazines is reported. The reaction functions with pyridines, pyrimidines, pyridazines and pyrazines and tolerates many functional groups. This method gives access to 2-alkylazines and diazines, a class of compounds which is important in medicinal chemistry.
• Stamm,W.; Breindel,A., Angewandte Chemie, 1964, vol. 76, p. 99
  作者：Stamm,W.、Breindel,A.

  DOI：——

  日期：——
• Preparation and properties of dibismuthines
  作者：Arthur J. Ashe、Edward G. Ludwig、Josef Oleksyszyn

  DOI：10.1021/om50006a027

  日期：1983.12