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乙基苯基二氯硅烷 | 1125-27-5

中文名称
乙基苯基二氯硅烷
中文别名
——
英文名称
dichloro(ethyl)phenylsilane
英文别名
phenylethyldichlorosilane;ethylphenyldichlorosilane;Ethyl-dichlor-phenyl-silan;Dichloroethylphenylsilane;dichloro-ethyl-phenylsilane
乙基苯基二氯硅烷化学式
CAS
1125-27-5
化学式
C8H10Cl2Si
mdl
MFCD00053199
分子量
205.159
InChiKey
QFHGBZXWBRWAQV-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    225-6°C
  • 密度:
    1.184
  • 闪点:
    92°C
  • 物理描述:
    Ethylphenyldichlorosilane is a colorless liquid with a pungent odor. It is decomposed by water to hydrochloric acid with evolution of heat. It is corrosive to metals and tissue.
  • 颜色/状态:
    Colorless liquid
  • 气味:
    SHARP ODOR LIKE HYDROCHLORIC ACID
  • 分解:
    The silanes decomp at elevated temp to liberate hydrogen and deposit a high purity silicon, which leads to some of the principal uses of silanes. /Silanes/
  • 汽化热:
    103 BTU/LB = 57 CAL/G = 2.4X10+5 JOULES/KG
  • 保留指数:
    1240
  • 稳定性/保质期:
    1. 具有腐蚀性且低毒。遇水会释放出有毒的氯化氢气体,在火灾中则会产生有毒的氯化氢和酚气体。

计算性质

  • 辛醇/水分配系数(LogP):
    3.05
  • 重原子数:
    11
  • 可旋转键数:
    2
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.25
  • 拓扑面积:
    0
  • 氢给体数:
    0
  • 氢受体数:
    0

ADMET

代谢
氯硅烷在与组织液接触时,会迅速水解释放氯化氢。
... Chlorosilanes will be rapidly hydrolyzed upon contact with tissue fluids to release hydrochloric acid. /Chlorosilanes/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 副作用
Dermatotoxin - 皮肤烧伤。
Dermatotoxin - Skin burns.
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 解毒与急救
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、袋阀面罩装置或口袋面罩,按训练进行。根据需要执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐,让患者向前倾或将其置于左侧(如果可能,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。获取医疗救助。/硅烷、氯硅烷及相关化合物/
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 as 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. /Silane, Chlorosilane, and Related Compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
基本治疗:建立专利气道(如需要,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,如有必要,协助通气。通过非重复呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿,并在必要时进行治疗……。预期可能出现癫痫,并在必要时进行治疗……。监测休克,并在必要时进行治疗……。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)连续冲洗每只眼睛……。不要使用催吐剂。对于摄入,如果患者能够吞咽、有强烈的呕吐反射且不流口水,则用水冲洗口腔,并给予5毫升/千克,最多200毫升的水进行稀释。给予活性炭(参阅第三部分的摄入协议……)。在去污后,用无菌敷料覆盖皮肤烧伤……。/硅烷、氯硅烷及其相关化合物/
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 necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . Monitor for shock 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. Administer activated charcoal (refer to ingestion protocol in Section Three ... . Cover skin burns with sterile dressings after decontamination ... . /Silane, Chlorosilane, and Related Compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
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气管插管以控制气道。在上呼吸道阻塞的第一个迹象出现时,可能需要尽早进行插管。使用气囊面罩装置的正压通气技术可能有益。考虑对肺水肿进行药物治疗...。监测心率和必要时治疗心律失常...。开始静脉输注D5W/SRP:“保持开放”,最小流量/。如果出现低血容量的迹象,使用0.9%生理盐水(NS)或乳酸钠林格氏液(LR)。对于伴有低血容量症状的低血压,谨慎给予液体。如果病人在正常液体容量下出现低血压,考虑使用血管加压药。注意液体过载的迹象...。用地西泮或劳拉西泮治疗癫痫...。使用丙美卡因氢氯化物协助眼部冲洗...。/硅烷、氯硅烷及其相关化合物/
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. Early intubation at the first sign of upper airway obstruction may be necessary. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /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. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Silane, Chlorosilane, and related compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 人类毒性摘录
症状和体征/急性吸入暴露可能会导致打喷嚏、窒息、喉炎、呼吸困难(气短)、呼吸道刺激和胸痛。更高剂量的暴露可能会导致肺水肿,这是一种可以延迟几小时的医疗紧急情况。这可能会导致死亡。鼻子和牙龈出血、鼻和口腔粘膜溃疡、肺水肿、慢性支气管炎和肺炎也可能发生。如果眼睛接触到二甲二氯硅烷,可能会导致刺激、疼痛、肿胀、角膜侵蚀和失明。皮炎(红色、发炎的皮肤)、严重烧伤、疼痛和休克通常在皮肤暴露后发生。吸入刺激粘膜。可能会发生严重的胃肠道损伤。蒸汽会导致严重的眼睛和肺部伤害。在短暂接触后,可能会发生二度和三度烧伤。二甲二氯硅烷急性摄入的症状和体征可能很严重,包括唾液增多、强烈口渴、吞咽困难、寒战、疼痛和休克。口腔、食道和胃烧伤很常见。/二甲二氯硅烷/
/SIGNS AND SYMPTOMS/ Acute inhalation exposure may result in sneezing, choking, laryngitis, dyspnea (shortness of breath), respiratory tract irritation, and chest pain. Higher exposure can cause pulmonary edema, a medical emergency that can be delayed for several hours. This can cause death. Bleeding of nose and gums, ulceration of the nasal and oral mucosa, pulmonary edema, chronic bronchitis, and pneumonia may also occur. If the eyes have come in contact with dimethyldichlorosilane, irritation, pain, swelling, corneal erosion, and blindness may result. Dermatitis (red, inflamed skin), severe burns, pain, and shock generally follow dermal exposure. Inhalation irritates mucous membranes. Severe gastrointestinal damage may occur. Vapors cause severe eye and lung injury. Upon short contact, second and third degree burns may occur. Signs and symptoms of acute ingestion of dimethyldichlorosilane may be severe and include increased salivation, intense thirst, difficulty swallowing, chills, pain, and shock. Oral, esophageal, and stomach burns are common. /Dimethyldichlorosilane/
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • TSCA:
    Yes
  • 危险等级:
    8
  • 安全说明:
    S24/25
  • 危险类别码:
    R34
  • 危险品运输编号:
    UN 2435
  • 包装等级:
    II
  • 危险类别:
    8
  • 储存条件:
    库房应保持通风、低温和干燥,并将物品与其他碱性物质、氧化剂和酸类分开存放。

SDS

SDS:0f036da462a67068014e5769a52eaf84
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制备方法与用途

类别:腐蚀物品
毒性分级:低毒
急性毒性:吸入-大鼠 LC₅₀为10毫克/立方米(2小时);吸入-小鼠 LC₅₀为10毫克/立方米(2小时)
可燃性危险特性:可燃,遇水会释放有毒氯化氢气体,在火中则会释放有毒的氯化氢和酚气体
储运特性:应存放在通风、低温且干燥的库房内,并与碱、氧化剂及酸分开存放
灭火剂:推荐使用干粉或二氧化碳

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    乙基苯基二氯硅烷碳酸氢钠 作用下, 以 乙醚 为溶剂, 反应 0.42h, 以80%的产率得到ethyl(phenyl)silanediol
    参考文献:
    名称:
    氧化银(I)促进的钯催化的硅烷醇,硅烷二醇和硅烷三醇的交叉偶联
    摘要:
    通过钯(0)的催化并在氧化银(I)的存在下,钯催化的芳基或链烯基硅烷醇,硅烷二醇和硅烷三醇与各种碘代芳烃的交叉偶联为偶联产物提供了良好或优异的收率。硅烷二醇或硅烷三醇在相似条件下的反应比硅烷醇的反应进行得快得多,从而可以在较短的反应时间内(5-12小时)以优异的产率提供相应的偶联产物。反应后银残余物的X射线衍射(XRD)图谱的测量表明,氧化银(I)被转化为碘化银(I)。
    DOI:
    10.1021/jo000679p
  • 作为产物:
    描述:
    氯化二苯基硅烷三氯化铝 作用下, 以 neat (no solvent) 、 further solvent(s) 为溶剂, 生成 乙基苯基二氯硅烷
    参考文献:
    名称:
    Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 58, page 165 - 167
    摘要:
    DOI:
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文献信息

  • Asymmetric Synthesis of Silicon‐Stereogenic Silanes by Copper‐Catalyzed Desymmetrizing Protoboration of Vinylsilanes
    作者:Ge Zhang、Yanfei Li、Ying Wang、Qian Zhang、Tao Xiong、Qian Zhang
    DOI:10.1002/anie.202005341
    日期:2020.7.13
    The catalytic asymmetric creation of silanes with silicon stereocenters is a long‐sought but underdeveloped topic, and only a handful of examples have been reported. Moreover, the construction of chiral silanes containing (more than) two stereocenters is a more arduous task and remains unexploited. We herein report an unprecedented copper‐catalyzed desymmetrizing protoboration of divinyl‐substituted
    具有硅立构中心的硅烷催化不对称生成反应是一个长期存在但尚未开发的课题,仅报道了少数实例。而且,包含(多个)两个立体中心的手性硅烷的构建是一项艰巨的任务,并且尚未被开发。我们在本文中报道了前所未有的铜催化双乙烯基取代硅烷与双(频哪醇)双硼(B 2 pin 2)的原对称化。该方法可以轻松制备一系列具有对映异构体富集的硼酸酯取代的有机硅烷,这些有机硅烷带有连续的硅和碳立体中心,具有独特的区域选择性,并且通常具有出色的非对映和对映选择性。
  • Asymmetric Synthesis of Organosilicon Compounds Using a C<sub>2</sub>Chiral Auxiliary
    作者:Kimiko Kobayashi、Takayuki Kato、Masafumi Unno、Shinji Masuda
    DOI:10.1246/bcsj.70.1393
    日期:1997.6
    Optically active silanes were synthesized by a novel asymmetric synthesis which involved the diastereoselective ring-opening reaction of 1,3-dioxa-2-silacycloheptanes bearing a C2 chiral auxiliary with Grignard reagents, followed by a lithium aluminum hydride (LiAlH4) reduction. (R)-Ethylmethylphenylsilane and (R)-methylphenylpropylsilane were derived in 93%ee and 98%ee, respectively. The preparation
    光学活性硅烷是通过一种新颖的不对称合成法合成的,该合成法涉及带有 C2 手性助剂的 1,3-二氧杂环己烷-2-硅杂环庚烷与格氏试剂的非对映选择性开环反应,然后是氢化铝锂 (LiAlH4) 还原。(R)-乙基甲基苯基硅烷和(R)-甲基苯基丙基硅烷分别以93%ee和98%ee衍生。还描述了其他光学硅烷的制备。其中一些的最大转数已通过 1 H NMR 和/或毛细管 GC 方法确定。基于立体化学结果提出了非对映选择性开环反应的机制。
  • Nickel‐Catalyzed Selective Cross‐Coupling of Chlorosilanes with Organoaluminum Reagents
    作者:Yuki Naganawa、Haiqing Guo、Kei Sakamoto、Yumiko Nakajima
    DOI:10.1002/cctc.201900047
    日期:2019.8.21
    Nickelcatalyzed cross‐coupling reactions of chlorosilanes with organoaluminum reagents were developed. An electron‐rich Ni(0)/PCy3 complex was found to be an effective catalyst for the desired transformation. The reaction of dichlorosilanes 1 proceeded to give the corresponding monosubstituted products 2. Trichlorosilanes 4 underwent selective double substitution to furnish the corresponding monochlorosilanes
    开发了镍催化的氯硅烷与有机铝试剂的交叉偶联反应。发现富电子的Ni(0)/ PCy 3络合物是实现所需转化的有效催化剂。进行二氯硅烷1的反应,得到相应的单取代的产物2。对三氯硅烷4进行选择性双取代,以提供相应的一氯硅烷2。总体而言,使用本发明的催化体系可以从二氯和三氯硅烷选择性合成一系列烷基一氯硅烷2。
  • Living Cyclopolymerization of 1,6-Heptadiyne Derivatives Using Well-Defined Alkylidene Complexes: Polymerization Mechanism, Polymer Structure, and Polymer Properties
    作者:Harold H. Fox、Michael O. Wolf、Richard O'Dell、Beatrice L. Lin、Richard R. Schrock、Mark S. Wrighton
    DOI:10.1021/ja00086a016
    日期:1994.4
    Mo(NAr)(CHCMe[sub 2]Ph)(OR[sub F6])[sub 2] (1a; Ar = 2,6-i-Pr[sub 2]C[sub 6]H[sub 3], OR[sub F6] = OCMe(CF[sub 3])[sub 2]) as the initiator in 1,2-dimethoxyethane (DME). The polymers show a high degree of conjugation ([lambda][sub max] > 500 nm) and have narrow molecular weight distributions. Poly(2a) is soluble in most organic solvents (THF, C[sub 6]H[sub 6], toluene, CH[sub 2]Cl[sub 2], CHCl[sub 3], DME
    我们在这里报告了使用明确定义的亚烷基配合物作为引发剂的 1,6-庚二炔衍生物(通常为 4,4-二取代)的活性环聚合。二炔丙基丙二酸二乙酯 (2a)、二炔丙基丙二酸二叔丁基酯 (2b)、旋光二-(1R,2S,5R)-([减])-二炔丙基丙二酸薄荷酯 (2c([减]))、二-(1S, 2R,5S)-(+)-二炔丙基丙二酸薄荷酯 (2c(+)), di-(1R)-endo-(+)-fenyl二炔丙基丙二酸酯 (2d), 4,4-bis[[(p-tolylsulfonyl) oxy]甲基]-1,6-庚二炔 (3b)、4,4-双[(三甲基甲硅烷氧基)甲基]-1,6-庚二炔 (3c)、环状甲硅烷基醚、PhEtSi(OCH[sub 2])[sub 2] C-(CH[sub 2]C[三键]CH)[sub 2] (3d) 和 N,N-二炔丙基-2,4,6-三异丙基苯甲酰胺 (5b) 使用Mo(NAr)(CHCMe[sub
  • Si–C bond cleavage by hydride complexes of rhodium and iridium: comparison of Si–C(sp2) and Si–C(sp3) activation
    作者:Hajime Kameo、Sho Ishii、Hiroshi Nakazawa
    DOI:10.1039/c3dt32896a
    日期:——
    Single Si–CR (R = Ph, Me, Et) bond activation in o-(Ph2P)C6H4}2Si(Me)(R) induced by Rh(H)(CO)(PPh3)3 was developed. The efficiency of Si–CR bond breaking reactions increased at 60 °C in the order Si–CEt < Si–CMe < Si–CPh and strongly depended on the reaction temperature. Elevating the reaction temperature promoted Si–CMe over Si–CPh bond activation, demonstrating that Si–CMe cleavage is entropically
    由Rh(H)(CO)(PPh 3)诱导的 o-(Ph 2 P)C 6 H 4 } 2 Si(Me)(R)中的单个Si– CR(R = Ph,Me,Et)键活化)3已开发。Si-C R键断裂反应的效率在60°C时以Si-C Et
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同类化合物

(2-溴乙氧基)-特丁基二甲基硅烷 骨化醇杂质DCP 马来酸双(三甲硅烷)酯 顺式-二氯二(二甲基硒醚)铂(II) 顺-N-(1-(2-乙氧基乙基)-3-甲基-4-哌啶基)-N-苯基苯酰胺 降钙素杂质13 降冰片烯基乙基三甲氧基硅烷 降冰片烯基乙基-POSS 间-氨基苯基三甲氧基硅烷 镁,氯[[二甲基(1-甲基乙氧基)甲硅烷基]甲基]- 锑,二溴三丁基- 铷,[三(三甲基甲硅烷基)甲基]- 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 钾(4-{[二甲基(2-甲基-2-丙基)硅烷基]氧基}-1-丁炔-1-基)(三氟)硼酸酯(1-) 金刚烷基乙基三氯硅烷 辛醛,8-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]- 辛甲基-1,4-二氧杂-2,3,5,6-四硅杂环己烷 辛基铵甲烷砷酸盐 辛基衍生化硅胶(C8)ZORBAX?LP100/40C8 辛基硅三醇 辛基甲基二乙氧基硅烷 辛基三甲氧基硅烷 辛基三氯硅烷 辛基(三苯基)硅烷 辛乙基三硅氧烷 路易氏剂-3 路易氏剂-2 路易士剂 试剂3-[Tris(trimethylsiloxy)silyl]propylvinylcarbamate 试剂2-(Trimethylsilyl)cyclopent-2-en-1-one 试剂11-Azidoundecyltriethoxysilane 西甲硅油杂质14 衣康酸二(三甲基硅基)酯 苯胺,4-[2-(三乙氧基甲硅烷基)乙基]- 苯磺酸,羟基-,盐,单钠聚合甲醛,1,3,5-三嗪-2,4,6-三胺和脲 苯甲醇,a-[(三苯代甲硅烷基)甲基]- 苯基二甲基氯硅烷 苯基二甲基乙氧基硅 苯基乙酰氧基三甲基硅烷 苯基三辛基硅烷 苯基三甲氧基硅烷 苯基三乙氧基硅烷 苯基三丁酮肟基硅烷 苯基三(异丙烯氧基)硅烷 苯基三(2,2,2-三氟乙氧基)硅烷 苯基(3-氯丙基)二氯硅烷 苯基(1-哌啶基)甲硫酮 苯乙基三苯基硅烷 苯丙基乙基聚甲基硅氧烷 苯-1,3,5-三基三(三甲基硅烷)