三(三甲基硅基)硅烷

三(三甲基硅基)硅烷 基本信息
CAS号 1873-77-4 分子式 C9H28Si4
分子量 248.66100 精确质量  248.12700
PSA  0.00000 LogP  3.46330

基本信息 展开↓

CAS号:
1873-77-4
3D弹球模型:
立即前往扯扯看
分子式:
C9H28Si4
分子量:
248.66100
中文名称:
三(三甲基硅基)硅烷
英文名称:
TRIS(TRIMETHYLSILYL)SILANE
中文别名:
三(三甲基硅基)硅烷;
三(三甲硅烷基)硅烷;
三(三甲硅基)硅烷;
1,1,1,3,3,3-五甲基-2-(三甲基甲硅烷基)三硅烷
英文别名:
TRIS(TRIMETHYLSILYL)SILANE;
1,1,1,3,3,3-Hexamethyl-2-(trimethylsilyl)trisilane;
1,1,1,3,3-HEXAMETHYL-2-TRIMETHYLSILYL-TRISILANE;
TTMSS;
Tris(trimethylsilyl)silane
精确分子量/精确质量:
248.12700
极性分子表面积/PSA:
0.00000
油水分配系数/LogP:

LogP值指的是某物质在正辛醇/水两相体系中的分配系数的对数值,反映了物质在油水两相中的分配情况。其中、LogP值越大,说明该物质越亲油;反之,LogP值越小,则说明该物质越亲水。
贝尔斯坦号/MDL:
MFCD00077893
EINECS:
000-000-0
BRN:
1923953
InChI:
InChI=1/C9H28Si4/c1-11(2,3)10(12(4,5)6)13(7,8)9/h10H,1-9H3

生产制备方法及用途展开↓

制备方法


1. Chatgilialoglu和他的同事已经成功的将(TMS)3SiH应用在了烷基卤化物的还原反应中。如图所示: 反应机理分两部分:在第一部分反应中,(TMS)3SiH与等摩尔量的烷基卤化物混合,不需添加溶剂,在第二步里面,等摩尔量的(TMS)3SiH与烷基卤化物混合,添加 甘醇二甲醚或者是碳氢化合物溶剂。 还原反应的形成是通过UV光分解或者是过氧化苯甲酰热分解而产生的。加入2,6-二叔丁基-4-甲酚这个烷基卤化物清除剂,可以有效的抑制这些反应。因此,这些反应被认为是自由基链式反应,如下表: 此外,(TMS)3Si自由基的卤素原子的分离绝对速率常数是用激光闪光光解和与Bu3Sn自由基做比较而得的。结果显示来源于烷基溴中的(TMS)3Si自由基卤素原子分离的绝对速率常数基本上与Bu3Sn自由基一样。而在烷基氯中,(TMS)3Si自由基卤素原子分离的绝对速率常数大于Bu3Sn自由基。因此,在烷基氯的还原反应中(TMS)3SiH比Bu3SnH更有效。 实例:使用 (TMS)3SiH和NaBH4作为催化剂的自由基链式反应。在这个反应里面,NaBH4还原甲硅烷基卤化物,生成新的甲基硅烷。 这个反应已经得到了人们的广泛关注,作为一种经济有效的方法,它只需要使用一种相对比较贵些的催化剂(TMS)3SiH。 2.(TMS)3SiH也可以应用在羟基基团脱氧,碳碳双键硅氢化和分子内还原加成反应。例如:Schummer和他的同事报道了胆固醇利用(TMS)3SiH作为自由基还原试剂进行羟基基团的脱氧反应。这个脱氧作用相比较使用Bu3SnH来说更为有效,因为锡的副产物在这个反应里面有很广泛和高效的生物活性,而硅的副产物在这个反应里面没有明显的影响。这个结果的重要性在于检测样品的生物活性的时候不需要移除硅衍生副产物。 此外,Smadja和他的同事们在α-手性烯烃的还原加成反应中,对(TMS)3SiH和Bu3SnH进行了比较。根据这个结果,(TMS)3SiH产生的自由基在立体选择性方面优于Bu3SnH,获得产物7,立体选择性很高。 (TMS)3SiH作为一种优良的还原试剂,被广泛的应用在化学反应中。

合成制备方法


 

用途简介


用途


 1. Chatgilialoglu和他的同事已经成功的将(TMS)3SiH应用在了烷基卤化物的还原反应中。如图所示:

反应机理分两部分:在第一部分反应中,(TMS)3SiH与等摩尔量的烷基卤化物混合,不需添加溶剂,在第二步里面,等摩尔量的(TMS)3SiH与烷基卤化物混合,添加  甘醇二甲醚或者是碳氢化合物溶剂。

还原反应的形成是通过UV光分解或者是过氧化苯甲酰热分解而产生的。加入2,6-二叔丁基-4-甲酚这个烷基卤化物清除剂,可以有效的抑制这些反应。因此,这些反应被认为是自由基链式反应,如下表:

此外,(TMS)3Si自由基的卤素原子的分离绝对速率常数是用激光闪光光解和与Bu3Sn自由基做比较而得的。结果显示来源于烷基溴中的(TMS)3Si自由基卤素原子分离的绝对速率常数基本上与Bu3Sn自由基一样。而在烷基氯中,(TMS)3Si自由基卤素原子分离的绝对速率常数大于Bu3Sn自由基。因此,在烷基氯的还原反应中(TMS)3SiH比Bu3SnH更有效。

         实例:使用 (TMS)3SiH和NaBH4作为催化剂的自由基链式反应。在这个反应里面,NaBH4还原甲硅烷基卤化物,生成新的甲基硅烷。

这个反应已经得到了人们的广泛关注,作为一种经济有效的方法,它只需要使用一种相对比较贵些的催化剂(TMS)3SiH。

2.(TMS)3SiH也可以应用在羟基基团脱氧,碳碳双键硅氢化和分子内还原加成反应。例如:Schummer和他的同事报道了胆固醇利用(TMS)3SiH作为自由基还原试剂进行羟基基团的脱氧反应。这个脱氧作用相比较使用Bu3SnH来说更为有效,因为锡的副产物在这个反应里面有很广泛和高效的生物活性,而硅的副产物在这个反应里面没有明显的影响。这个结果的重要性在于检测样品的生物活性的时候不需要移除硅衍生副产物。

此外,Smadja和他的同事们在α-手性烯烃的还原加成反应中,对(TMS)3SiH和Bu3SnH进行了比较。根据这个结果,(TMS)3SiH产生的自由基在立体选择性方面优于Bu3SnH,获得产物7,立体选择性很高。

(TMS)3SiH作为一种优良的还原试剂,被广泛的应用在化学反应中。

 

物化性质展开↓

外观与性状:
透明无色至淡黄色液体
密度:
0.806 g/mL at 25 °C(lit.)
沸点:
73 °C5 mm Hg(lit.)
闪点:
55 °C
折射率:
n20/D 1.489(lit.)
蒸汽压:
0.242mmHg at 25°C
存储条件/存储方法:

 

 

稳定性相关:

稳定性:一般情况下,均含稳定剂TBBP。

其它信息:

1.性状:无色-微浅黄色透明液体

2.密度:0.81

3.闪点(℃):55

安全信息展开↓

包装等级:
II
风险类别:
3
海关代码:
2931900090
WGK_Germany:
3
德国有关水污染物质的分类清单
危险类别码:
R10
安全说明:
S16-S26-S36
危险标志:
Xi

合成路线查看所有的合成路线

  • 4098-98-0

    四(三甲基硅基)硅烷

  • ~88%

  • 1873-77-4

    三(三甲基硅基)硅烷

  • 26245-35-2

    26245-35-2

  • 1873-77-4

    三(三甲基硅基)硅烷

  • 5089-31-6

    bromo-tris(trimethylsilyl)silane

  • 1873-77-4

    三(三甲基硅基)硅烷

毒理性展开↓

生态数据:

 

MSDS 展开↓

Name: nTris(trimethylsilyl)silane 96% (gc) Material Safety Data Sheet
Synonym: 1,1,1,3,3,3-Hexamethyl-2-trimethylsilyltrisilan
CAS: 1873-77-4
Section 1 - Chemical Product   MSDS Name:nTris(trimethylsilyl)silane 96% (gc) Material Safety Data Sheet
Synonym:1,1,1,3,3,3-Hexamethyl-2-trimethylsilyltrisilan

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
1873-77-4 Tris(trimethylsilyl)silane 96 unlisted
Hazard Symbols: None Listed.
Risk Phrases: 10

Section 3 - HAZARDS IDENTIFICATION
  EMERGENCY OVERVIEW
Flammable.Air sensitive.Moisture sensitive.
Potential Health Effects
Eye:
May cause chemical conjunctivitis and corneal damage.
Skin:
May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Ingestion of large amounts may cause CNS depression.
Inhalation:
Aspiration may lead to pulmonary edema. Vapors may cause dizziness or suffocation. May cause burning sensation in the chest.
Chronic:
Not available.

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 immediately.
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 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 not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

Section 5 - FIRE FIGHTING MEASURES
  General Information:
Evacuate area and fight fire from a safe distance. As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Vapors can travel to a source of ignition and flash back. May burn with invisible flame. Will burn if involved in a fire. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Flammable liquid and vapor. Spontaneously ignitable in air. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Do NOT use water directly on fire. Use water spray to cool fire-exposed containers. Do NOT get water inside containers. Contact professional fire-fighters immediately. In case of fire, use carbon dioxide, dry chemical powder or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
  General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Remove all sources of ignition. Absorb spill using an absorbent, non-combustible material such as earth, sand, or vermiculite. Do not use combustible materials such as sawdust. Use a spark-proof tool.
Place under an inert atmosphere. Do not get water inside containers.
Do not use combustible materials such as paper towels to clean up spill. A vapor suppressing foam may be used to reduce vapors.

Section 7 - HANDLING and STORAGE
  Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with skin and eyes. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Use and store under nitrogen. Do not allow contact with water. Store and handle protected from air. 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. Do not breathe vapor.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Flammables-area. Keep containers tightly closed. Do not expose to air. Store protected from moisture. Store under an inert atmosphere. Store in a cool, dry area away from incompatible substances.

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# 1873-77-4: United Kingdom, WEL - TWA: (listed as silica, amorphous): 6 mg/m3 (inhalable dust); 2.4 mg/m3 TWA (respirable dust) United Kingdom, WEL - STEL: (listed as silica, amorphous): 18 mg/ STEL (inhalable dust); 7.2 mg/m3 STEL (respirable dust) Russia: (listed as silica, amorphous): 1 mg/m3 TWA 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 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.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
 
Physical State: Clear liquid
Color: clear, colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 82.0 - 84.0 deg C @ 12.00mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 55 deg C ( 131.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: May decompose.
Specific Gravity/Density: .8060g/cm3
Molecular Formula: C9H28Si4
Molecular Weight: 248.66

Section 10 - STABILITY AND REACTIVITY
  Chemical Stability:
Stable under normal temperatures and pressures. Powder or liquid is pyrophoric.
Conditions to Avoid:
Incompatible materials, ignition sources, moisture, exposure to air, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents, air.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Will not occur.

Section 11 - TOXICOLOGICAL INFORMATION
  RTECS#:
CAS# 1873-77-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tris(trimethylsilyl)silane - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION
  Other No information available.

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

Section 14 - TRANSPORT INFORMATION
 
IATA
Shipping Name: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: III
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.3
UN Number: 1993
Packing Group: III
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: III

Section 15 - REGULATORY INFORMATION
 
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
R 10 Flammable.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
WGK (Water Danger/Protection)
CAS# 1873-77-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1873-77-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1873-77-4 is not listed on the TSCA inventory.
It is for research and development use only.


SECTION 16 - ADDITIONAL INFORMATION
N/A

海关数据查看详细

中国海关编码:2931900090

概述:
2931900090. 其他有机-无机化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:AB(入境货物通关单,出境货物通关单). 最惠国关税:6.5%. 普通关税:30.0%
摘要/Summary:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

分子结构与计算化学数据展开↓

计算化学数据


1、   疏水参数计算参考值(XlogP):

2、   氢键供体数量:0

3、   氢键受体数量:0

4、   可旋转化学键数量:3

5、   互变异构体数量:

6、   拓扑分子极性表面积(TPSA):0

7、   重原子数量:13

8、   表面电荷:0

9、   复杂度:134

10、同位素原子数量: 0

11、确定原子立构中心数量:0

12、不确定原子立构中心数量:0

13、确定化学键立构中心数量:0

14、不确定化学键立构中心数量:0

15、共价键单元数量:1

 

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