三甲基硅烷二乙基磷酰乙酸酯 | 66130-90-3

• 物质功能分类: 化学试剂 - 有机试剂 - 硅烷
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 中文名称: 三甲基硅烷二乙基磷酰乙酸酯
• 中文别名: (三甲基硅氧羰基甲基)膦酸二乙酯
• 英文名称: trimethylsilyl-P,P-diethylphosphonoacetate
• 英文别名: Trimethylsilyl (diethoxyphosphinoyl)acetate；trimethylsilyl 2-diethoxyphosphorylacetate
• CAS: 66130-90-3
• 化学式: C₉H₂₁O₅PSi
• mdl: MFCD00009080
• 分子量: 268.322
• InChiKey: VHIDZGBMGSRVHR-UHFFFAOYSA-N

物化性质

• 沸点：
  93 °C0.05 mm Hg
• 密度：
  1.059 g/mL at 25 °C(lit.)
• 闪点：
  112 °F
• 稳定性/保质期：
  远离氧化物，避免接触水分或潮湿环境。

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• TSCA：
  No
• 危险等级：
  3
• 危险品标志：
  F,Xi
• 安全说明：
  S16,S26,S36/37/39
• 危险类别码：
  R11
• WGK Germany：
  3
• 海关编码：
  29310099
• 危险品运输编号：
  UN 1993 3/PG 2
• 包装等级：
  III
• 危险类别：
  3
• 储存条件：
  存放在充满干燥惰性气体的容器中，避免接触湿气和水源，并在2-8°C下保存。

SDS

Name:	Trimethylsilyl Diethylphosphonoacetate 95% Material Safety Data Sheet
Synonym:	None Known
CAS:	66130-90-3

Section 1 - Chemical Product MSDS Name:Trimethylsilyl Diethylphosphonoacetate 95% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
66130-90-3	Trimethylsilyl Diethylphosphonoacetate	95%	266-171-0

Hazard Symbols: XI F
Risk Phrases: 11 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Irritating to eyes, respiratory system and skin.Moisture sensitive.Highly flammable.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin irritation. 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:
Causes respiratory tract irritation. Vapors may cause dizziness or suffocation. Can produce delayed pulmonary edema. May cause burning sensation in the chest.
Chronic:
Effects may be delayed.

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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.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
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. Use water spray to keep fire-exposed containers cool. Water may be ineffective. Material is lighter than water and a fire may be spread by the use of water. Flammable liquid and vapor. Will be easily ignited by heat, sparks or flame. Containers may explode if exposed to fire. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. Water may be ineffective. Water may spread fire. If water is the only media available, use in flooding amounts.
Do NOT get water inside containers. For large fires, use water spray, fog or alcohol-resistant foam. Do NOT use straight streams of water. Cool containers with flooding quantities of water until well after fire is out.

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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. 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. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and 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. Avoid ingestion and inhalation.
Use with adequate ventilation. Do not allow contact with water. Wash clothing before reuse. 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 sources of ignition. Store in a tightly closed container. Keep under a nitrogen blanket. Refrigerator/flammables.
Store protected from moisture.

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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# 66130-90-3: 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 - light yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 93-95 deg C @ 0.05mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 15 deg C ( 59.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H21O5PSi
Molecular Weight: 268.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, ignition sources, moisture, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, oxidizing agents.
Hazardous Decomposition Products:
Phosphine, carbon monoxide, oxides of phosphorus, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 66130-90-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Trimethylsilyl Diethylphosphonoacetate - 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
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing Group: II
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing Group: II
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI F
Risk Phrases:
R 11 Highly flammable.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
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 33 Take precautionary measures against static
discharges.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 66130-90-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 66130-90-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 66130-90-3 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

反应信息

• 作为反应物：
  描述：

  2-乙酰氧基丙酰氯 、 三甲基硅烷二乙基磷酰乙酸酯 在 magnesium chloride 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 diethyl 3-acetoxy-2-oxobutylphosphonate
  参考文献：
  名称：

  Kim, Dae Young; Kong, Myeon Sik; Lee, Kilsung, Journal of the Chemical Society. Perkin transactions I, 1997, # 9, p. 1360 - 1364

  摘要：

  DOI：
• 作为产物：
  描述：

  甲硅烷基溴代乙酸三甲酯 、 亚磷酸三乙酯 生成 三甲基硅烷二乙基磷酰乙酸酯
  参考文献：
  名称：

  Silicon in Organic Synthesis; An Improved Preparation of α,β-Unsaturated Acids from Carbonyl Compounds

  摘要：

  DOI：

  10.1055/s-1978-24685

文献信息

• Total synthesis of the macrolide antibiotic cytovaricin
  作者：David A. Evans、Stephen W. Kaldor、Todd K. Jones、Jon Clardy、Thomas J. Stout

  DOI：10.1021/ja00175a038

  日期：1990.9

  A convergent asymmetric synthesis of the antinoeplastic macrolide antibiotic cytovaricin has been achieved through the synthesis and coupling of the illustrated spiroketal and polyol glycoside subunits. All absolute steroechemical relationships within the target structure were ultimately controlled by the use of asymmetric aldol, alkylation, or epoxidation methodology. Union of the two subnits was

  通过图示的螺缩酮和多元醇糖苷亚基的合成和偶联，已经实现了抗肿瘤大环内酯类抗生素细胞病毒素的收敛不对称合成。目标结构内的所有绝对立体化学关系最终都通过使用不对称羟醛、烷基化或环氧化方法来控制。两个亚硝基的结合是通过 Julia-Lythgoe 反式烯化完成的，提供了对合适的大环内酯化底物的直接访问
• BRYOSTATIN ANALOGUES, SYNTHETIC METHODS AND USES
  申请人：WENDER PAUL A.

  公开号：US20090270492A1

  公开（公告）日：2009-10-29

  Biologically active compounds related to the bryostatin family of compounds, including methods of utilizing the same.

  与拟静脉注射家族相关的生物活性化合物，包括利用这些化合物的方法。
• [EN] BRYOSTATIN ANALOGUES, SYNTHETIC METHODS AND USES<br/>[FR] ANALOGUES DE LA BRYOSTATINE, PROCÉDÉS DE SYNTHÈSE ET UTILISATIONS
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2009052507A1

  公开（公告）日：2009-04-23

  Biologically active compounds related to the bryostatin family of compounds, having simplified spacer domains and/or improved recognition domains are disclosed, including methods of preparing and utilizing the same.

  与拟静脉注射药物bryostatin家族相关的生物活性化合物，具有简化的间隔区域和/或改进的识别区域，包括其制备和利用方法。
• Divergent Total Synthesis of Indoxamycins A, C, and F
  作者：Chi He、Chenlong Zhu、Zhifeng Dai、Chih-Chung Tseng、Hanfeng Ding

  DOI：10.1002/anie.201307426

  日期：2013.12.9

  The concise and divergent total synthesis of (−)‐indoxamycins A, C, and F has been completed for the first time by using a tricyclic enone as the common late‐stage intermediate. The key steps of the strategy are based on an Ireland–Claisen rearrangement, a stereodivergent reductive 1,6‐enyne cyclization, and a tandem 1,2‐addition/oxa‐Michael/methylenation reaction.

  通过使用三环烯酮作为常见的后期中间体，首次完成了（-）-茚满霉素A，C和F的简洁，不同的总合成。该策略的关键步骤基于爱尔兰-克莱森重排，立体发散的还原性1,6-烯炔环化和串联1,2-加成/ oxa-Michael /甲基化反应。
• Stereoselective Total Synthesis and Structural Elucidation of (−)-Indoxamycins A-F
  作者：Chi He、Chenlong Zhu、Bingnan Wang、Hanfeng Ding

  DOI：10.1002/chem.201403986

  日期：2014.11.10

  In this study, a concise and stereoselective approach for the divergent total synthesis of (−)‐indoxamycins A–F is described. The key steps of the strategy include an Ireland–Claisen rearrangement, an enantioselective 1,6‐enyne reductive cyclization, and a tandem 1,2‐addition/oxa‐Michael/methylenation reaction. The relative and absolute configuration of these natural products has been unambiguously

  在这项研究中，描述了一种简洁，立体选择性的方法合成（-）-吲哚霉素霉素A-F的不同方法。该策略的关键步骤包括爱尔兰-克莱森重排，对映选择性1,6-烯炔还原环化和串联1,2-加成/氧杂-迈克尔/甲基化反应。明确阐明了这些天然产物的相对和绝对构型，并且还报道了它们对HT-29和A-549肿瘤细胞系的细胞毒活性。