十二甲基五硅氧烷 | 141-63-9

• 物质功能分类: 化学试剂 - 硅烷试剂
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 十二甲基五硅氧烷
• 英文名称: dodecamethylpentasiloxane
• 英文别名: Dodecamethyl-pentasiloxan；pentasiloxane, dodecamethyl-；bis[[dimethyl(trimethylsilyloxy)silyl]oxy]-dimethylsilane
• CAS: 141-63-9
• 化学式: C₁₂H₃₆O₄Si₅
• mdl: MFCD00039795
• 分子量: 384.843
• InChiKey: FBZANXDWQAVSTQ-UHFFFAOYSA-N

物化性质

• 熔点：
  -81 °C (lit.)
• 沸点：
  230 °C (lit.)
• 密度：
  0.875 g/mL at 25 °C (lit.)
• 闪点：
  187 °F
• 溶解度：
  可溶于苯（微量）、乙酸乙酯（微量）、甲醇（微量）
• 介电常数：
  2.5（20℃）
• LogP：
  9.411 at 25℃
• 物理描述：
  Liquid
• 颜色/状态：
  Colorless liquid
• 蒸汽压力：
  4.50X10-2 mm Hg at 25 °C (extrapolated)
• 稳定性/保质期：
  在常温常压下稳定，应避免与不相容材料、热源、湿空气或水接触。
• 分解：
  When heated to decomposition it emits acrid smoke and irritating vapors.
• 粘度：
  Maintains about the same viscosity over a wide temperature range
• 汽化热：
  50.3 kJ/mol
• 折光率：
  Index of refraction: 1.3925 at 20 °C/D
• 保留指数：
  1202.9;1176

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

毒理性

• 毒性总结

鉴定和使用：十二甲基五硅氧烷用作耐极端温度的硅油或流体的基础。它还用作石油润滑油中的泡沫抑制剂。人体研究：无数据可用。动物研究：在整个研究过程中，在任何评分间隔内，都没有在任何动物身上看到皮肤刺激、红斑和水肿的迹象。当测试物质以2000毫克/千克体重的剂量涂抹在大鼠皮肤上24小时时，没有观察到毒性效应。在一项为期28天的研究中，口服十二甲基五硅氧烷的大鼠在25、250或1000毫克/千克体重/天的剂量下，没有报告生物学意义的、与治疗相关的影响。在中国仓鼠V79细胞的遗传毒性研究中，无论是否进行活化，结果均为阴性。在使用和不使用活化时，沙门氏菌TA98、TA100、TA1535和TA1537以及大肠杆菌WP2 uvr A的细菌逆向突变试验（Ames试验）结果为阴性。对哺乳动物细胞的诱变性测试在使用和不使用活化时结果为阴性，使用的是L5178Y细胞。生态毒性研究：确定了21天的EC50值大于47纳克/升和NOEC值大于或等于47纳克/升，这些值用于评估测试物质对成年死亡率、繁殖和大型蚤生长的影响。确定了96小时的LC50值大于75纳克/升，用于评估对虹鳟鱼死亡率的影响。

IDENTIFICATION AND USE: Dodecamethylpentasiloxane is used as a basis for silicone oils or fluids designed to withstand extremes of temperature. It is also used as a foam suppressant in petroleum lubricating oil. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: No signs of dermal irritation, erythema and edema were seen at any scoring interval throughout the study on any animal. No toxic effects were observed when the test material was applied to the skin of rats for 24 hours at 2000 mg/kg bw. In a 28-day study no biologically significant, treatment-related effects were reported in rats given dodecamethylpentasiloxane by oral gavage at 25, 250 or 1000 mg/kg bw/day. It was negative in genotoxicity study with and without activation in Chinese hamster V79 cells. Gene mutation (Bacterial reverse mutation assay / Ames test) assay was negative with and without activation in Salmonella typhimurium strains TA98, TA100, TA1535 and TA1537 and Escherichia coli WP2 uvr A. Mutagenicity test to mammalian cells was negative with and without activation in L5178Y cells. ECOTOXICITY STUDIES: A 21-day EC50 of >47 ng/L and NOEC of >/=47 ng/L have been determined for the effects of the test substance on adult mortality, reproduction and growth of Daphnia magna. A 96-hour LC50 value of >75 ng/L has been determined for effects on mortality of Oncorhynchus mykiss.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐，让患者身体前倾或置于左侧（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗救助。 /毒物A和B/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，辅助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要，进行治疗……。监测休克，如有必要，进行治疗……。预防癫痫发作，如有必要，进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用0.9%的生理盐水（NS）持续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的干呕反射且不流口水，则用温水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药A和B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于昏迷、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽插管以控制气道。使用带气囊的面罩进行正压通气技术可能有益。考虑使用药物治疗肺水肿……。对于严重的支气管痉挛，考虑给予β激动剂，如沙丁胺醇……。监测心率和必要时治疗心律失常……。开始静脉输注5%葡萄糖水（D5W），保持通路开放，最低流量/ SRP: "To keep open", minimal flow rate /. 如果出现低血容量的迹象，使用0.9%生理盐水（NS）或乳酸钠林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。注意液体过载的迹象……。使用地西泮（安定）或劳拉西泮（安泰伦）治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。/毒素A和B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

实验室动物：急性暴露/在整个研究期间的任何评分间隔内，任何动物都没有出现皮肤刺激、红斑和水肿的迹象。在实验阶段也没有观察到显著的损伤或任何额外的皮肤发现/动物种类未说明/。

/LABORATORY ANIMALS: Acute Exposure/ No signs of dermal irritation, erythema and edema were seen at any scoring interval throughout the study on any animal. There were also no notable lesions or any additional dermal findings noted during experimental phase /Animal species not stated/.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2934999090
• RTECS号：
  SB0970000
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  密封储存于阴凉、干燥的库房，并采用氮气保护。

SDS

Name:	Dodecamethylpentasiloxane 97% Material Safety Data Sheet
Synonym:	Silicone liquid
CAS:	141-63-9

Section 1 - Chemical Product MSDS Name:Dodecamethylpentasiloxane 97% Material Safety Data Sheet
Synonym:Silicone liquid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
141-63-9	Dodecamethylpentasiloxane	97	205-492-2

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
Low hazard for usual industrial handling.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
No information found.

---

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:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Combustible 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. Forms smooth, slippery surfaces on floors, posing an accident risk. Remove all sources of ignition.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep away from heat and flame. Avoid breathing vapor or mist. When heated to temperatures above 150C in the presence of air, product can form formaldehyde vapors.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Storage under a nitrogen blanket has been recommended.

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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# 141-63-9: Personal Protective Equipment Eyes: Wear chemical splash goggles.
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: odorless
pH: Not available.
Vapor Pressure: < 1 mm Hg @ 25 deg C
Viscosity: Not available.
Boiling Point: 91 deg C @ 3 mmHg
Freezing/Melting Point: -81 deg C
Autoignition Temperature: Not available.
Flash Point: 86 deg C ( 186.80 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Negligible.
Specific Gravity/Density: 0.88
Molecular Formula: C12H36O4Si5
Molecular Weight: 384.84

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Excess heat, exposure to flame.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, silicon dioxide, formaldehyde.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 141-63-9: SB0970000 LD50/LC50:
Not available.
Oral LDLo, guinea pig: 50 g/kg.
Carcinogenicity:
Dodecamethylpentasiloxane - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
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# 141-63-9: No information available.
Canada
CAS# 141-63-9 is listed on Canada's DSL List.
CAS# 141-63-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 141-63-9 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性方面，十二甲基五硅氧烷是硅氧烷的一种成分，可用作硅油，并且对臭虫具有杀虫活性。

反应信息

• 作为反应物：
  描述：

  十二甲基五硅氧烷 、 以 苯 为溶剂， 生成 、 4-氯-2-硝基苯胺
  参考文献：
  名称：

  硅氧烷在非极性溶液中对强酸呈碱性

  摘要：

  通过从可见光谱测量确定底物和参考碱（4-氯-2-硝基苯胺）之间竞争酸（三氟甲磺酸）的热力学常数，研究了十种硅氧烷和一种醚在苯中的相对碱性：RB• HA+S⇇RB+S•HA。K eq 值被认为是碱度的量度，通过质子化物质中的诱导效应建立和解释以下顺序：全甲基线性硅氧烷 (Me 3 Si(OSiMe 2 ) n OSiMe 3 , n=0-3)>二丁醚>HMe 2 SiOSiMe 2 H>支链硅氧烷((Me 3 SiO) 3 SiMe, (Me 3 SiO) 4 Si)>环状硅氧烷((Me 2 SiO) n , n=3-5)

  DOI：

  10.1021/ja00015a010
• 作为产物：
  描述：

  氯甲基五甲基二硅氧烷 在 氢氧化钾 作用下， 生成 十二甲基五硅氧烷 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  The Hydrolytic Cleavage of Methyl and Chloromethyl Siloxanes

  摘要：

  DOI：

  10.1021/ja01215a049

文献信息

• Monosodiumoxyorganoalkoxysilanes: Synthesis and properties
  作者：E. A. Rebrov、A. M. Muzafarov

  DOI：10.1002/hc.20280

  日期：——

  leads to the formation of both monosodiumoxyorganoalkoxysilanes (MSOAS) and several secondary products. Analysis of experimental evidence makes it possible to advance the mechanism behind this phenomenon and to define the optimum conditions for the preparation of pure MSOAS with high yields. Different MSOAS were synthesized and their basic physicochemical properties were studied. MSOAS are shown to

  详细研究了有机烷氧基硅烷与氢氧化钠的反应。研究表明，该反应涉及多个阶段，并且涉及相当复杂的多步骤过程，这会导致形成单钠氧基有机烷氧基硅烷 (MSOAS) 和几种副产物。对实验证据的分析可以推进这种现象背后的机制，并确定以高产率制备纯 MSOAS 的最佳条件。合成了不同的MSOAS并研究了它们的基本理化性质。MSOAS 被证明构成具有化学独立官能团的多功能试剂，它们与三甲基氯硅烷的反应通过 ONa 基团选择性地进行，而它们与三乙基硅烷醇和高级醇的相互作用仅通过 OAlk 基团进行。发现并详细研究了 MSOAS 和有机烷氧基硅烷之间通过 ONa 和 OAlk 基团的交换相互作用。与 MSOAS 热降解开始相对应的温度估计等于 180-190°C。© 2006 Wiley Periodicals, Inc. 杂原子化学 17:514–541, 2006; 在线发表于 Wiley InterScience
• One-Step Synthesis of Siloxanes from the Direct Process Disilane Residue
  作者：Felix Neumeyer、Norbert Auner

  DOI：10.1002/chem.201603842

  日期：2016.11.21

  Direct Process for the chloromethylsilane synthesis produces a disilane residue (DPR) consisting of compounds MenSi2Cl6−n (n=1–6) in thousands of tons annually. Technologically, much effort is made to retransfer the disilanes into monosilanes suitable for introduction into the siloxane production chain for increase in economic value. Here, we report on a single step reaction to directly form cyclic, linear

  完善的用于氯甲基硅烷合成的Müller-Rochow直接工艺产生的乙硅烷残留物（DPR）由每年数千吨的化合物Me n Si 2 Cl 6− n（n = 1–6）组成。从技术上讲，已做了很多努力将乙硅烷重新转移到适合引入硅氧烷生产链中的甲硅烷中，以提高经济价值。在这里，我们报告了一步法反应，即在Et 2中用5 m HCl处理DPR后直接形成环状，线性和笼状硅氧烷 将O溶液在约120°C下放置60小时。对于Si-Si键裂解的简化和瞄准上产物选择性甲基化在硅骨架的品位提高到Ñ ≥4。而且，HCl / Et 2 O试剂也适合在可比较的条件下由相应的甲硅烷生产硅氧烷。
• Kopylov, V. M.; Agashkov, S. P.; Sunkovich, G. V., Journal of general chemistry of the USSR, 1991, vol. 61, # 6.2, p. 1257 - 1261
  作者：Kopylov, V. M.、Agashkov, S. P.、Sunkovich, G. V.、Prikhod'ko, P. L.

  DOI：——

  日期：——
• Methyl siloxane polymers and method of preparation
  申请人：CORNING GLASS WORKS

  公开号：US02441098A1

  公开（公告）日：1948-05-04
• Hunter et al., Journal of the American Chemical Society, 1946, vol. 68, p. 2289
  作者：Hunter et al.

  DOI：——

  日期：——

表征谱图