三丁基氯化锗 | 2117-36-4

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机锗
• 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: 三丁基氯化锗
• 中文别名: 氯化三正丁基镓；三正丁基氯化锗
• 英文名称: tri-n-butylchlorogermane
• 英文别名: tributylgermanium chloride；Tributyl-chlorgerman；tributylchlorogermane；Chlor-tri-n-butyl-german；Germane, tributylchloro-；tributyl(chloro)germane
• CAS: 2117-36-4
• 化学式: C₁₂H₂₇ClGe
• 分子量: 279.389
• InChiKey: MWNSUONCJRRKFE-UHFFFAOYSA-N

物化性质

• 沸点：
  270 °C(lit.)
• 密度：
  1.054 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F

计算性质

• 辛醇/水分配系数(LogP)：
  5.57
• 重原子数：
  14
• 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

• TSCA：
  Yes
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2931900090

SDS

Name:	Tributylgermanium Chloride Material Safety Data Sheet
Synonym:	Tributylchlorogermane
CAS:	2117-36-4

Section 1 - Chemical Product MSDS Name:Tributylgermanium Chloride Material Safety Data Sheet
Synonym:Tributylchlorogermane

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2117-36-4	Tributylgermanium Chloride	ca. 100	218-323-2

Hazard Symbols: C
Risk Phrases: 22 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Causes burns.Moisture sensitive.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. May be harmful if swallowed. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. Aspiration may lead to pulmonary edema. May cause systemic effects. May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Chronic:
Effects may be delayed.

---

Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:
Treat symptomatically and supportively.

---

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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray to cool fire-exposed containers. Use water spray, dry chemical, carbon dioxide, or chemical foam. Do NOT get water inside containers.

---

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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation. Do not get water inside containers.

---

Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale. Use and store under nitrogen. Do not allow contact with water. Use only in a chemical fume hood. Discard contaminated shoes.
Keep from contact with moist air and steam.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store protected from moisture. Store under nitrogen.

---

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# 2117-36-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 270 deg C @ 760 mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.054
Molecular Formula: C12H27ClGe
Molecular Weight: 279.39

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Moisture, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2117-36-4: LY5230000 LD50/LC50:
CAS# 2117-36-4: Oral, mouse: LD50 = 1280 mg/kg; Oral, rat: LD50 = 1970 mg/kg.
Carcinogenicity:
Tributylgermanium Chloride - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CORROSIVE LIQUID, N.O.S.*
Hazard Class: 8
UN Number: 1760
Packing Group: II
IMO
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing group:

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 22 Harmful if swallowed.
R 34 Causes burns.
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.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 2117-36-4: No information available.
Canada
CAS# 2117-36-4 is listed on Canada's NDSL List.
CAS# 2117-36-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2117-36-4 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  三丁基氯化锗 以 乙腈 、 苯 为溶剂， 生成 n-Bu₃GeGePh₃
  参考文献：
  名称：

  通过水热解反应制备低聚锗烷

  摘要：

  已经证明加氢热分解反应可用于形成锗锗键。Ge-Ge键形成反应涉及酰胺锗和氢化锗，需要使用乙腈作为溶剂。Ge-Ge键形成的关键因素涉及锗酰胺R 3 GeNMe 2与乙腈溶剂的反应，以提供包含不稳定的Ge-C键的α-锗化丁腈R 3 GeCH 2 CN。该物质随后与氢化锗R 3 GeH发生反应以形成Ge-Ge键。使用这种方法，Digermanes Bu n 3 GeGePh 3和Et 3 GeGePh 3已经获得了它们的X射线晶体结构，并且已经确定了它们的X射线晶体结构。还实现了逐步合成寡聚体链的三个合成子R 2 Ge（NMe 2）CH 2 CH 2 OEt（R = Et，Bu，Ph）的制备。这些合成子与CH 3 CN中的Ph 3 GeH反应，得到相应的二锗烷，在R = Et和Bu的情况下，它们随后与DIBAL-H反应生成二锗烷氢化物。然后，使乙基和正丁基二锗烷氢化物与另外等价的适当合成子反应，

  DOI：

  10.1021/om060115x
• 作为产物：
  描述：

  tert-butyl 3-(tributylgermyl)peroxypropionate 生成 三丁基氯化锗
  参考文献：
  名称：

  CHESNOKOVA, T. A.;RAZUVAEV, G. A.;BREVNOVA, T. N., ZH. OBSHCH. XIMII, 1982, 52, N 12, 2754-2762

  摘要：

  DOI：

文献信息

• Palladium-catalyzed reduction of acyl chlorides with tributylgermanium hydride
  作者：Lifeng Geng、Xiyan Lu

  DOI：10.1016/0022-328x(89)88072-6

  日期：1989.10

  Tributylgermanium hydride in the presence of Pd(PPh3)4, can reduce acyl chlorides selectively to aldehydes under mild conditions in good yields.

  在Pd（PPh 3）4存在下，氢化三丁基锗氢化物可以在温和的条件下以良好的收率选择性地将酰氯还原为醛。
• Investigations on organogermanium compounds
  作者：E.J. Bulten、W. Drenth

  DOI：10.1016/s0022-328x(00)86545-6

  日期：1973.11

  A full report is given of studies into non-catalyzed redistribution reactions of alkylmono- and -polygermanes with germanium and tin tetrachloride resulting in the development of a fast, high-yield synthesis of alkylmono- and -polygermanes of the types R(R2Ge)nCl(n≧1) and Cl(R2Ge)nCl(n>1).

  给出了关于烷基单和多锗烷与锗和四氯化锡的非催化再分布反应的研究的完整报告，该反应导致快速，高产率地合成R（R 2 Ge）类型的烷基单和多聚锗烷。）ñ氯（ñ ≧1）和Cl（R 2 Ge）的ñ氯（ñ > 1）。
• 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。
• Metal triflate-mediated coupling of allylgermanes with thiols: a facile route to thiogermanes
  作者：K. Kuciński、P. Pawluć、G. Hreczycho

  DOI：10.1039/c5dt01734c

  日期：——

  A novel coupling reaction of thiols with (2-methylallyl)germanes catalyzed by metal triflates has been developed.

  一种新颖的利用金属三氟甲磺酸催化的硫醇与(2-甲基丙烯基)锗烷的偶联反应已经开发出来。

表征谱图