三乙基溴化锗 | 1067-10-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 金属烷基卤化物
• 中文名称: 三乙基溴化锗
• 英文名称: Bromotriethylgermanium
• 英文别名: Triethyl-brom-german；Brom-triethyl-german；Brom-triethyl-germanium；triethylbromogermane；bromo(triethyl)germane
• CAS: 1067-10-3
• 化学式: C₆H₁₅BrGe
• 分子量: 239.679
• InChiKey: BXPPRJFGNCDPFT-UHFFFAOYSA-N

物化性质

• 熔点：
  -33 °C
• 沸点：
  190.9 °C
• 密度：
  1.4
• 闪点：
  38 °C
• 稳定性/保质期：
  在常温常压下，该物质是稳定的。

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  8
• 可旋转键数：
  3
• 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

• TSCA：
  No
• 危险品标志：
  Xn
• 安全说明：
  S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 3265
• 储存条件：
  密封保存，应储存在阴凉干燥的仓库中，并远离火源和易燃易爆区域。

SDS

Name:	Bromotriethylgermane Material Safety Data Sheet
Synonym:
CAS:	1067-10-3

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

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1067-10-3	Bromotriethylgermane		unlisted

Hazard Symbols: XI
Risk Phrases: 10 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes 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. 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.
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# 1067-10-3: 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: Liquid
Color: colorless - light yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 190.9 deg C
Freezing/Melting Point: -33 deg C
Autoignition Temperature: Not available.
Flash Point: 38 deg C ( 100.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.400
Molecular Formula: C6H15BrGe
Molecular Weight: 239.70

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Ignition sources.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1067-10-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Bromotriethylgermane - 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: XI
Risk Phrases:
R 10 Flammable.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 1067-10-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1067-10-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1067-10-3 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

制备方法与用途

制备方法

六乙基二锗氧烷与氢溴酸混合放置过夜。反应物用石油醚提取，将提取液干燥、分馏得到产物。

合成制备方法

六乙基二锗氧烷与氢溴酸混合放置过夜。反应物用石油醚提取，将提取液干燥、分馏得到产物。

反应信息

• 作为反应物：
  描述：

  三乙基溴化锗 在 Na 作用下， 以 氨 为溶剂， 生成 三乙基氢化锗
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ge: SVol., 128, page 554 - 556

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-bromo-4,4,4-trichlorobutyl)-dichloro-ethylgermane 以 全氘代环己烷 为溶剂， 生成 三乙基溴化锗
  参考文献：
  名称：

  烯丙基三有机硅烷和-锗烷与聚卤代烷烃的光引发反应。用1 H CIDNP方法研究反应机理

  摘要：

  使用1 H CIDNP方法研究了各种烯丙基三有机硅烷和-锗烷（R 3 MCH 2 CH = CH 2 ; M = Si，Ge）与聚卤代烷烃的光解反应中的自由基阶段。已经表明，M ＝ Sn，Ge的光化学反应机理与M ＝ Sn时的情况不同。分离并表征了一些相当稳定的R 3 MCH 2 CH（Hal）CH 2 R'（M = Si，Ge）衍生物。

  DOI：

  10.1016/0022-328x(86)84001-3

文献信息

• Reaction of Organoelement Hydrides R3EH (E = Si, Ge) with Metal tert-Butylate (M = Al, Ti)-tert-Butyl Hydroperoxide Oxidative Systems
  作者：L. P. Stepovik、M. V. Gulenova、I. M. Martynova、N. S. Skvortsov、V. K. Cherkasov

  DOI：10.1007/s11176-005-0375-y

  日期：2005.7

  Trialkyl(aryl)silanes and -germanes effectively react with metal (Al, Ti) tert-butylate-tert-butyl-hydroperoxide under mild conditions (room temperature, benzene or tetrachloromethane) mainly by the element-hydrogen bond. The character of the products depends on the nature of the element, the structure of the radical bound to it, and the solvent. The process is radical in nature. It includes the stages of formation of element-centered radicals and their reaction with the oxygen generated by the system. The intermediate organometallic peroxides can also acts as oxidants for the element (Si, Ge)-hydrogen bonds.

  三烷基（芳基）硅烷和锗烷在温和条件下（室温，苯或四氯化碳中）主要通过元素-氢键有效地与金属（铝、钛）叔丁醇-叔丁基过氧化氢反应。产物的特性取决于元素的性质、与其结合的基团结构以及溶剂。该过程本质上是自由基的。它包括元素中心自由基的形成阶段及其与体系产生的氧的反应。中间体有机金属过氧化物也可以作为元素（硅、锗）-氢键的氧化剂。
• Metal-halogen bonding studies with group IV A trialkylmetal halides
  作者：Edwin C. Friedrich、Charles B. Abma、Paul F. Vartanian

  DOI：10.1016/s0022-328x(00)81789-1

  日期：1980.3

  Halogen redistribution reactions have been found to take place between benzyl bromide or benzyl iodide and the Group IVA silicon, germanium, tin, and lead containing triakylmetal chlorides. However, for the reactions of the Si, Ge and Sn compounds, a quaternary ammonium halide catalyst was necessary to enable the equilibria to be established at reasonably rapid rates. The equilibrium constants at 50°C

  已经发现卤素重新分布反应发生在苄基溴或苄基碘与IVA族硅，锗，锡和含铅的三烷基金属氯化物之间。但是，对于Si，Ge和Sn化合物的反应，季铵卤化物催化剂对于使平衡能够以合理的快速速率建立是必不可少的。在这些卤素的重新分布下，已分别测量了在50°C时的平衡常数。已发现它们在IV A组中从硅到铅下降时逐渐增加，对于R 3 MCl + BzBr和R 3而言，在硅中小于1，而在铅中大于1。 MCl + BzI反应。该Δ ģ°，这些均衡值已被计算出，并建议他们的差异可能在的相对重要性来解释p π d在各种IV族甲trialkylmetal卤化物系统的卤素-金属粘合π贡献。
• General access to para-substituted styrenes
  作者：Sandrine Langle、Franck David-Quillot、Alexia Balland、Mohamed Abarbri、Alain Duchêne

  DOI：10.1016/s0022-328x(03)00053-6

  日期：2003.4

  efficient procedure has been developed for the synthesis of organogermanium compounds and styrenes para-substituted with groups containing an atom of the 14th group by one-pot reaction of halogenosilanes, germanes or stannanes, organic halides and magnesium using ultrasound methods.

  已经开发了一种简单有效的程序，用于通过超声方法通过卤代硅烷，锗烷或锡烷，有机卤​​化物和镁的一锅反应来合成有机锗化合物和被含第14个原子的基团对位取代的苯乙烯。
• Use of Neodymium Diiodide in the Synthesis of Organosilicon, -Germanium and -Tin Compounds
  作者：Tatyana V. Balashova、Dmitry M. Kusyaev、Tatyana I. Kulikova、Olga N. Kuznetsova、Frank T. Edelmann、Stephan Gießmann、Steffen Blaurock、Mikhail N. Bochkarev

  DOI：10.1002/zaac.200600255

  日期：2007.2

  The reactivity of neodymium diiodide, NdI2 (1), towards organosilicon, -germanium and -tin halides has been investigated. Compound 1 readily reacts with Me3SiCl in DME to give tri- methylsilane (6 %), hexamethyldisilane (4 %) and (Me3Si)2O (19 %). The reaction with Et3SiBr in THF results in formation of Et3SiSiEt3 (17 %) and Et3SiOBu n (34 %). Alkylation of Me3SiCl with Pr n Cl in the presence of 1

  已经研究了二碘化钕、NdI2 (1) 对有机硅、卤化锗和卤化锡的反应性。化合物 1 在 DME 中很容易与 Me3SiCl 反应得到三甲基硅烷 (6%)、六甲基乙硅烷 (4%) 和 (Me3Si)2O (19%)。在 THF 中与 Et3SiBr 的反应导致形成 Et3SiSiEt3 (17%) 和 Et3SiOBu n (34%)。在 THF 中存在 1 的情况下，Me3SiCl 与 Pr n Cl 的烷基化得到 Me3SiPr n (10%)、Me3SiOBu n (52%) 和 Me3SiSiMe3 (1%)。在 1 与二氯二甲基硅烷 Me2SiCl2 在 THF 中相互作用形成的反应混合物中确定的主要产物是二正丁氧基二甲基硅烷 Me2Si(OBu n )2 (54%) 和少量 Me2Si(OBu n )Cl。1 与 Me3GeBr 在相同条件下的反应产生 Me3GeGeMe3 (44%)、Me3GeH
• Reaction of N-trimethylsilyl derivatives of amides and lactams with chloro(chloromethyl)dimethylstannane: Crystal and molecular structure of 1-(chlorodimethylstannylmethyl)-2-piperidone
  作者：Sergey Yu. Bylikin、Aleksandr G. Shipov、Vadim V. Negrebetsky、Yuri I. Baukov、Yuri E. Ovchinnikov、Sergei A. Pogozhikh、Sergei V. Pestunovich、Lyudmila I. Belousova、Elena F. Belogolova、Valery F. Sidorkin、Mikhail G. Voronkov、Vadim A. Pestunovich、Inna Kalikhman、Daniel Kost

  DOI：10.1016/j.jorganchem.2005.05.052

  日期：2006.2

  1-(chlorodimethylstannylmethyl)-2-piperidone (3b) confirmed (3 + 2)-coordination state of the tin atom and axial positions of oxygen and halogen atoms. The experimental and quantum-chemically calculated structural parameters are discussed in comparison with those of related trigonal bipyramidal (TBP) silicon, germanium and tin derivatives. Calculation at the MP2/LanL2DZ/D95 level reveals that the stability of

  通过NMR和IR技术建立了氯（氯甲基）二甲基锡烷与N-三甲基甲硅烷基酰胺和-内酰胺之间反应的一般方案。反应通过金属转移进行，然后将N-锡烷基化的中间体（1）转变为（N-Sn）配位的O-锡烷基甲基（2）和（O-Sn）配位的N-锡烷基甲基（3）衍生物。在2-哌啶酮和2-六氢a庚酮的情况下，这些产物被分离为单独的化合物（2b，c和3b，c）。1-（氯二甲基锡烷基甲基）-2-哌啶酮（3b）的X射线衍射研究证实了锡原子的（3 + 2）配位状态以及氧和卤素原子的轴向位置。与相关的三角双锥体（TBP）硅，锗和锡衍生物进行了比较，讨论了实验和量子化学计算的结构参数。在MP2 / LanL2DZ / D95级别的计算显示，（O-M）螯合物的稳定性按以下顺序增加：（O-Si）<（O-Ge）<（O-Sn）。