三甲基溴化锗 | 1066-37-1

• 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: 三甲基溴化锗
• 英文名称: trimethylbromogermane
• 英文别名: trimethylgermanium bromide；Bromotrimethylgermane；bromo(trimethyl)germane
• CAS: 1066-37-1
• 化学式: C₃H₉BrGe
• 分子量: 197.598
• InChiKey: WMFCXPWEKRAKMH-UHFFFAOYSA-N

物化性质

• 熔点：
  -25 °C (lit.)
• 沸点：
  114 °C (lit.)
• 密度：
  1.54 g/mL at 25 °C (lit.)
• 闪点：
  99 °F
• 稳定性/保质期：

  在常温常压下保持稳定，应避免与强碱和氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  5
• 可旋转键数：
  0
• 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
• 危险等级：
  3
• 危险品标志：
  C
• 安全说明：
  S16,S26,S27,S36/37/39,S45
• 危险类别码：
  R34,R10
• WGK Germany：
  3
• 海关编码：
  2931900090
• 包装等级：
  II
• 危险类别：
  3
• 危险品运输编号：
  UN 2920 8/PG 2
• 储存条件：
  避光密封保存

SDS

Name:	Trimethylgermanium Bromide 98% Material Safety Data Sheet
Synonym:	None Known
CAS:	1066-37-1

Section 1 - Chemical Product MSDS Name:Trimethylgermanium Bromide 98% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1066-37-1	Trimethylgermanium Bromide	98%	213-913-6

Hazard Symbols: C
Risk Phrases: 10 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable. Causes burns.Light sensitive.Moisture sensitive.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause cyanosis of the extremities. 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. Ingestion of large amounts may cause CNS depression. 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. Vapors may cause dizziness or suffocation.
May cause systemic effects. May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Chronic:
Effects may be delayed.

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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.

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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. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire.
Containers may explode in the heat of a fire. Flammable liquid and vapor. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Water hydrolyzes material liberating acidic gas which in contact with metal surfaces can generate flammable and/or explosive hydrogen gas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray to cool fire-exposed containers. Water may be ineffective. DO NOT USE WATER! In case of fire, use carbon dioxide, dry chemical powder 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:
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. Remove all sources of ignition. Use a spark-proof tool. Isolate area and deny entry. Provide ventilation. Do not get water inside containers. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing.
Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Do not ingest or inhale. Store protected from light. Do not allow contact with water. Use only in a chemical fume hood. Discard contaminated shoes. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a cool, dry place. Keep container closed when not in use. Store in a tightly closed container. Flammables-area. Store protected from moisture. Store protected from light. Store under nitrogen.

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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 explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 1066-37-1: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 114 deg C @ 760 mmHg
Freezing/Melting Point: -25 deg C
Autoignition Temperature: Not available.
Flash Point: 37 deg C ( 98.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.540
Molecular Formula: C3H9BrGe
Molecular Weight: 197.60

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Moisture sensitive. Light sensitive.
Conditions to Avoid:
Incompatible materials, light, ignition sources, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, oxides of germanium.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1066-37-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Trimethylgermanium Bromide - Not listed by ACGIH, IARC, or NTP.

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

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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: Corrosive liquid, flammable, n.o.s.*
Hazard Class: 8
UN Number: 2920
Packing Group: II
IMO
Shipping Name: Corrosive liquid, flammable, n.o.s.
Hazard Class: 8
UN Number: 2920
Packing Group: II
RID/ADR
Shipping Name: Corrosive Liquid, Flammable, N.O.S.
Hazard Class: 8
UN Number: 2920
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 10 Flammable.
R 34 Causes burns.
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 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# 1066-37-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1066-37-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1066-37-1 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

将0.5克三氯化铝加入到84.5克四甲基锗中，在搅拌下慢慢滴入102克溴，反应剧烈进行。反应物搅拌2小时后，蒸馏得到104克产物，收率83%。接着在产物中加入少量汞，振荡除去溶解的卤素，重新蒸馏获得纯净品。

合成制备方法

将0.5克三氯化铝加入到84.5克四甲基锗中，在搅拌下慢慢滴入102克溴，反应剧烈进行。反应物搅拌2小时后，蒸馏得到104克产物，收率83%。随后在产物中加入少量汞，振荡除去溶解的卤素，重新蒸馏获得纯净品。

反应信息

• 作为反应物：
  描述：

  三甲基溴化锗 在 lithium aluminium tetrahydride 作用下， 以 二丁醚 为溶剂， 生成 三甲基锗烷
  参考文献：
  名称：

  Piers, Edward; Lemieux, Rene, Journal of the Chemical Society. Perkin transactions I

  摘要：

  DOI：
• 作为产物：
  描述：

  四甲基锗 在 三氯化铝 溴 作用下， 以 neat (no solvent) 为溶剂， 以81%的产率得到三甲基溴化锗
  参考文献：
  名称：

  Kozuka, Seizi; Tamura, Shoji; Yamazaki, Tetsuya, Bulletin of the Chemical Society of Japan, 1985, vol. 58, p. 3277 - 3281

  摘要：

  DOI：
• 作为试剂：
  描述：

  tert-butyl{1-bis(dimethylamino)boryloxy-2-methylpropylidene}phosphine 在 三甲基溴化锗 作用下， 以 neat (no solvent) 为溶剂， 以95%的产率得到tert-butyl{1-bis(dimethylamino)boryloxy-2-methylprop-1-enyl}phosphine
  参考文献：
  名称：

  Veits, Yu. A.; Neganova, E. G.; Borisenko, A. A., Journal of general chemistry of the USSR, 1989, vol. 59, p. 1817 - 1829

  摘要：

  DOI：

文献信息

• Germanium-containing camptothecin analogues
  申请人：Chen Xinghai

  公开号：US20140073793A1

  公开（公告）日：2014-03-13

  The present invention discloses: (i) the novel germanium-containing camptothecin compound, 7[2′-trimethylgermanyl]ethyl-20(S) camptothecin, and pharmaceutically-acceptable salts thereof; (ii) methods of synthesis of said novel germanium-containing camptothecin compound, 7[2′-trimethylgermanyl]ethyl-20(S) camptothecin, and pharmaceutically-acceptable salts; (iii) pharmaceutically-acceptable formulations comprising said novel germanium-containing camptothecin compound, 7[2′-trimethylgermanyl]ethyl-20(S) camptothecin, and pharmaceutically-acceptable salts thereof; and (iv) methods of administration of said novel germanium-containing camptothecin compound, 7[2′-trimethylgermanyl]ethyl-20(S) camptothecin, and pharmaceutically-acceptable salts thereof to subjects in need thereof, including subjects with cancer.

  本发明公开了：(i) 新型含锗紫杉醇化合物，7[2'-三甲基锗基]乙基-20(S)紫杉醇，及其药用盐；(ii) 所述新型含锗紫杉醇化合物，7[2'-三甲基锗基]乙基-20(S)紫杉醇及其药用盐的合成方法；(iii) 包括所述新型含锗紫杉醇化合物，7[2'-三甲基锗基]乙基-20(S)紫杉醇及其药用盐的药用配方；以及(iv) 将所述新型含锗紫杉醇化合物，7[2'-三甲基锗基]乙基-20(S)紫杉醇及其药用盐用于需要的受试者的给药方法，包括癌症患者。
• Oxidative addition of triorganotin halides to platinum(0) complexes
  作者：Colin Eaborn、Alan Pidcock、Barry R. Steele

  DOI：10.1039/dt9760000767

  日期：——

  Triorganotin chlorides react with complexes of Pt0 to give products of insertion into the Sn–C rather than the Sn–Cl bond as reported previously. Products of the type cis-[PtR(PPh3)2(SnR′2X)](R = Ph, R′2X = Ph2Cl, MePhCl, Me2Cl, BrPh2, Ph2I, Ph2(OH), Ph2(ONO2), or Ph3) have been obtained from [Pt(C2H4)(PPh3)2] and SnPhR′2X, cis-[PtMe(PPh3)2(SnMe2Cl)] from [Pt(C2H4)(PPh3)2] and SnMe3Cl, and cis-[PtMe(PEt3)2(SnMe3)]

  三有机锡氯化物与PT 0的配合物反应，生成插入到Sn–C中的产物，而不是先前报道的Sn–Cl键。类型的产品顺- [PTR（PPH 3）2（SNR' 2 X）]（R =苯基，R' 2 X =苯基2氯，MePhCl中，Me 2氯，BrPh 2中，Ph 2我中，Ph 2（ OH）中，Ph 2（ONO 2），或PH 3）已经从[PT（C获得的2 ħ 4）（PPH 3）2 ]和SnPhR' 2 X，顺-[ PT（C 2 H 4）（PPh 3）2 ]和SnMe 3 Cl的-[PTMe（PPh 3）2（SnMe 2 Cl）]]和顺式-[PTMe（PEt 3）2（SnMe 3）] [PT（PEt 3）4 ]和SnMe 4。已经重新研究了报道的给出具有Cl和SnR 3配体的配合物的各种反应，并显示了给出具有R和SnR 2的Cl配体的配合物或衍生自它们的配合物。已报道SnPh 3配体转变为Ph配体和Snph2
• Synthesis and Catalytic Activity of Group 4 Metallocene Containing Silsesquioxanes Bearing Functionalized Silyl Groups
  作者：Kenji Wada、Naohiko Itayama、Naoki Watanabe、Masaki Bundo、Teruyuki Kondo、Take-aki Mitsudo

  DOI：10.1021/om040082q

  日期：2004.11.1

  vinyl, allyl), have been synthesized. The structures of the complexes Cp2M[(c-C5H9)7Si7O11](OSiMe2CH2CHCH2) (M = Zr (3d), Hf (5d)) have been unambiguously established by single-crystal X-ray diffraction analyses. Silylation or germylation of the zirconocene-containing silsesquioxane monosilanol Cp2Zr[(c-C5H9)7Si7O11](OH) (3a) or its hafnocene derivative Cp2Hf[(c-C5H9)7Si7O11](OH) (5a), which can be prepared

  一系列含有茂金属的倍半硅氧烷与alkenylsilyl和三甲基甲硅烷基，CP ' 2 M [（CC 5 ħ 9）7的Si 7 ø 11 ]（OSiMe 2 R）（图2b - d，3B - d，4D，5D：CP' ＝ CP（环戊二烯基），CP *（五甲基环戊二烯基）； M ＝ Ti，Zr，Hf，R ＝甲基，乙烯基，烯丙基）。配合物CP 2 M [（cC 5 H 9）7 Si 7 O 11 ]（OSiMe 2的结构CH 2 CH CH 2）（M = Zr（3d），Hf（5d））已通过单晶X射线衍射分析明确建立。含锆茂的倍半硅氧烷单硅醇CP 2 Zr [（cC 5 H 9）7 Si 7 O 11 ]（OH）（3a）或其ha衍生物CP 2 Hf [（cC 5 H 9）7 Si 7 O 11 ]（OH）（5a），可以通过倍半硅氧烷倍半硅氧烷三硅醇（cC 5 H 9）7 Si 7 O 9（OH）3（1
• Reactivity of main-group–transition-metal bonds. Part 8. The kinetics of mercuration of compounds containing Group 4B elements bonded to manganese, iron, and molybdenum: effects of structure on reactivity
  作者：John R. Chipperfield、Andy C. Hayter、David E. Webster

  DOI：10.1039/dt9770000921

  日期：——

  The kinetics of cleavage by HgBr2 of the main-group–transition-metal bonds in the following compounds are reported: [Mn(CO)5(MR3)](M = Sn, R = Et, Bun, or C6H11; M = Si or Ge, R = Me); [Fe(cp)(CO)2(MR3)](M = Sn, R = Bun or C6H11; M = Si or Ge, R = Me; cp =η-cyclopentadienyl); and [Mo(cp)(CO)3(SnBun3)Bun3]. The structure–reactivity patterns indicate that mercuration involves an SE2(open) transition

  据报道，以下化合物中HgBr 2的主-过渡金属键裂解的动力学：[Mn（CO）5（MR 3）]（M = Sn，R = Et，Bu n或C 6 H 11； M = Si或Ge，R = Me）；[Fe（cp）（CO）2（MR 3）]（M ＝ Sn，R ＝ Bu n或C 6 H 11； M ＝ Si或Ge，R ＝ Me； cp ＝η-环戊二烯基）；和[Fe（cp）（CO）2（MR 3）] 。和[Mo（cp）（CO）3（SnBu n 3）Bu n 3 ]。结构-反应模式表明汞离子涉及一个S E 2（开放）过渡态。汞（II）溴化物不会裂解[Mn（CO）5（SnPh 3）]或[Fe（cp）（CO）2（SnPh 3）]中的锡-过渡金属键，但会裂解这些化合物中的苯基-锡键。
• Synthesis and Characterization of Group 14−Platinum(IV) Complexes
  作者：Christopher J. Levy、Jagadese J. Vittal、Richard J. Puddephatt

  DOI：10.1021/om950493u

  日期：1996.4.16

  [PtMe2(diimine)] complexes give facile trans oxidative addition of the E−X bond (E = Si, X = Br, I; E = Ge, Sn, X = Cl, Br, I). The oxidative additions occur more readily for MenEX4-n in the sequences X = I > Br > Cl and E = Sn > Ge > Si. The first stable silylplatinum(IV) complexes have been prepared in this way, and the X-ray crystal structure of [PtIMe2(Me3Si)(bpy)] shows an exceptionally long Pt−I bond length

  第14组化合物Me n EX 4- n（E = Si，Ge，Sn; X = Cl，Br，I）与富电子的[PtMe 2（diimine ）]配合物的反应可轻松实现E-的反氧化加成X键（E = Si，X = Br，I; E = Ge，Sn，X = Cl，Br，I）。对于Me n EX 4- n而言，以X = I> Br> Cl和E = Sn> Ge> Si的顺序更容易发生氧化加成。以这种方式制备了第一个稳定的甲硅烷基铂（IV）配合物，[PtIMe 2（Me 3 Si）（bpy）]的X射线晶体结构显示了异常长的Pt-I键长（2.963（1）Å ）与高反三甲基甲硅烷基的影响。1 H NMR研究表明，涉及锗和锡试剂的氧化加成反应易于逆转。几种铂（IV）-锡配合物具有掺入晶格中的第二分子锡试剂。[PtIMe 2（Me 3 Sn）（bpy- t bu 2）] 2 ·Me 3 SnI·CH 2 Cl 2的

表征谱图