98-13-5

Usage

Uses

Used in Electronics Industry:
Phenyltrichlorosilane is used as a precursor in the development of high-capacitance polymer dielectric for low-voltage organic transistors. Its unique chemical properties allow it to enhance the performance and efficiency of these transistors, making it a valuable component in the electronics industry.
Used in Chemical Synthesis:
Phenyltrichlorosilane can be used as a reagent or intermediate in various chemical synthesis processes. Its ability to react with other compounds makes it a versatile building block for creating new materials and compounds with specific properties.
Used in Surface Treatment:
Due to its corrosive nature, Phenyltrichlorosilane can be used in surface treatment processes to etch or modify the surface properties of certain materials. This can be useful in applications such as microelectronics, where precise control over material properties is required.

Preparation

The high-temperature condensation (HTC) technique proved to be very convenient and economical for the production of phenyltrichlorosilane and in recent years has become one of the main industrial techniques for its synthesis.The synthesis of phenyltrichlorosilane by HTC technique is conducted according to the reaction:HSiCI3 + C6H5CI →（HCI）→ C6H5SiCI3In this case, similarly to the vinyltrichlorosilane case, in the conditions of synthesis (600-640 °C) there is a secondary reaction of reduction, which forms silicon tetrachloride and benzene. However, if the process is conducted in the presence of an initiator (5% of diazomethane), it is possible to reduce the temperature down to 500-550 °C. Then the secondary reaction proceeds very slowly, which increases the yield of phenyltrichlorosilane by 1.5 times. To suppress the reduction process, one can also add benzene and silicon tetrachloride into the reactive mixture. It is also possible to boost the yield of phenyltrichlorosilane and increase the degree of the chlorobenzene transformation by using two subsequent reactors.

Reactivity Profile

Chlorosilanes, such as Phenyltrichlorosilane are compounds in which silicon is bonded to from one to four chlorine atoms with other bonds to hydrogen and/or alkyl groups. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous H2. They can serve as chlorination agents. Chlorosilanes react vigorously with both organic and inorganic acids and with bases to generate toxic or flammable gases.

Health Hazard

Highly toxic; may cause death or permanent injury after short inhalation exposure to small quantity. Chemical burns to all exposed membranes and tissues with severe tissue destruction. Inhalation -- lungs may fill up with fluid or throat may swell causing suffocation. Eyes -- damage to corneas may cause blindness. Delayed: after oral exposure stomach and intestines may perforate or be obstructed by scar tissue.

Flammability and Explosibility

Nonflammable

Potential Exposure

Phenyl trichlorosilane is used to make silicones for water repellants, insulating resins; heat resistant paints; and as a laboratory reagent

Shipping

UN1804 Phenyltrichlorosilane, Hazard class: 8; Labels: 8-Corrosive material.

InChI:InChI=1/C6H5Si.3ClH/c7-6-4-2-1-3-5-6;;;/h1-5H;3*1H/q+3;;;/p-3

Upstream product

• 1623-99-0 phenyl sodium 
• 591-51-5 phenyllithium 
• 108-90-7 chlorobenzene 
• 587-85-9 diphenylmercury(II) 
• 71-43-2 benzene 
• 56-23-5 tetrachloromethane 
• 38948-60-6 dichlorophenyl(o-tolyl)silane 
• 75-94-5 trichlorovinylsilane 
• 766-77-8 Dimethylphenylsilane 
• 13852-31-8 <β-Chlor-vinyl>-phenyl-dichlor-silan 
• 95-50-1 1,2-dichloro-benzene 
• 80-10-4 diphenylsilyl dichloride 
• 603-35-0 triphenylphosphine 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 5700-37-8 phSi(Oet-2-Cl)3 
• 17888-58-3 dichloro-(4-chloro-butoxy)-phenyl-silane 
• 18557-51-2 phenyl-tri-[2]thienyl-silane 
• 18826-06-7 tris-(9-ethyl-carbazol-3-yl)-phenyl-silane 
• 18666-74-5 ph(4-toy)2SiCl 
• 18870-40-1 phenyltri-p-tolylsilane 
• 2996-92-1 phenyl trimethylsiloxane 
• 17938-09-9 [PhSi(OMe)2]2O 
• 18246-06-5 chloro(dimethoxy)phenylsilane 
• 17902-99-7 phenyltripropoxysilane 
• 18510-29-7 tributyl(phenyl)silane 
• 18842-49-4 triphenethyl-phenyl-silane 
• 18083-60-8 phenyl-o-tolyl-silanediol 
• 18666-85-8 phenyl-di-o-tolyl-silanol 

Relevant academic research and scientific papers

Neutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane

Chlorosilanes are versatile reagents in organic synthesis and material science. A mild pathway is now reported for the quantitative conversion of hydrosilanes to silyl chlorides under visible-light irradiation using neutral eosin Y as a hydrogen-atom-transfer photocatalyst and dichloromethane as a chlorinating agent. Stepwise chlorination of di- and trihydrosilanes was achieved in a highly selective fashion assisted by continuous-flow micro-tubing reactors. The ability to access silyl radicals using photocatalytic Si?H activation promoted by eosin Y offers new perspectives for the synthesis of valuable silicon reagents in a convenient and green manner.

Preparation method of phenyl chlorosilane

The invention discloses a preparation method of phenyl chlorosilane. The preparation method comprises the following steps: (1) adding silicon powder, a copper catalyst and a sodium-containing compoundinto a reactor; (2) introducing a silicon-copper contact body modifier to pre-treat a silicon-copper contact body at a temperature of 300-500 DEG C; (3) mixing the pretreated silicon-copper contact body with a Cu-CuO-Cu2O-CuCl quaternary copper powder catalyst, and adding the mixture into the reactor; and (4) introducing chlorobenzene, controlling the reaction temperature to be 400-700 DEG C, andcarrying out a reaction to prepare phenyl chlorosilane monomers. According to the method, the use amount of the copper catalyst is low, the conversion rate of chlorobenzene is high, selectivity of phenyl chlorosilane is good, and the yield of diphenyl dichlorosilane with relatively high economic value is high in the product, so that economical efficiency of the phenyl chlorosilane prepared by thedirect method is improved.

Electrochemical properties of arylsilanes

In the past, the electrochemical properties of organosilicon compounds were investigated for both fundamental reasons and synthesis purposes. Little is, however, known about the electrochemical behaviour of hydrogen-bearing arylsilanes. Here, we throw light on the electrochemical properties of 11 arylsilanes compounds, 2 of them synthesized for the first time. The oxidation potentials are found to depend on both the nature and number of the aryl groups. Based on these findings it was possible to establish some variation trends that match the expected structure–property correlations. Furthermore, we present first insights into the electrochemical reaction kinetics behind and identify several soluble electrochemical oxidation products.

A kind of preparation method of the midbody of entecavir, and intermediate

The invention discloses Entecavir intermediates and a preparation method thereof. The preparation method of an Entecavir intermediate represented by a formula IV or IV' shown in descriptions comprises the following step of enabling a compound V to be subjected to amino protecting group and hydroxyl protecting group removal reaction in the presence of protonic acid in a solvent. The preparation method disclosed by the invention has the advantages that raw materials are cheap and are easily obtained, reaction conditions are mild, side reactions are few, the yield is high, the pollution to the environment is little, and the intermediates are easily purified and separated, so that the preparation method is applicable to industrial production.

Entecavir intermediate and its preparation method

The invention discloses an entecavir intermediate and a preparation method thereof. A provided preparation method for an entecavir intermediate compound 10 comprises the following steps: performing reducing reaction on an ester compound 11 in an organic solvent under the effect of a reducing agent, so as to obtain the compound 10. A provided preparation method for an entecavir intermediate compound 11 comprises the following steps: reacting a compound 12 with a hydroxyl protection reagent in an organic solvent in the presence of an acid to add a hydroxyl protection group, so as to obtain the compound 11. The preparation methods are cheap and easily available in raw materials, mild in reaction conditions, relatively high in product yield, good in atom economy, friendly to environment, and suitable for industrialized production.

Entecavir intermediate and its preparation method

The invention discloses an entecavir intermediate and a preparation method thereof. A provided preparation method for an entecavir intermediate compound 8 comprises the following steps: performing hydroxyl protection group removal reaction on a compound 9 in a solvent under an acidic condition, so as to obtain the compound 8. A provided preparation method for an entecavir intermediate compound 9 comprises the following steps: performing hydroxyl protection group adding reaction on a compound 10 in an aprotic organic solvent under an alkali condition, so as to obtain the compound 9. The preparation methods are cheap and easily available in raw materials, mild in reaction conditions, relatively high in product yield, good in atom economy, friendly to environment, and suitable for industrialized production.

Reaction of chloro(ethyl)silanes with chloro(phenyl)silanes in the presence of aluminum chloride. Synthesis of chloro(ethyl)(phenyl)silanes

Abstract Substituent exchange at the silicon atom between chloro(phenyl)silanes (PhSiCl3, MePhSiCl2, Ph2SiCl2) and chloro(ethyl)silanes (EtSiCl3, Et2SiCl2, Et3SiCl, Et4Si) in the presence of aluminum chloride has been studied. The examined compounds, except for PhSiCl3 and Et4Si, react fairly readily to give chloro(ethyl)-(phenyl)silanes in up to 48-52% yield. A probable mechanism has been proposed.

An efficient method to synthesize chlorosilanes from hydrosilanes

An efficient, highly selective and productive synthesis of chlorosilanes from hydrosilanes is reported. Ceramic spheres were added to chlorination reaction systems and found to greatly increase the efficiency and yields of the reactions. PhSiH2Cl, PhSiHCl2, PhSiCl3, Ph 2SiHCl, Ph2SiCl2, PhMeSiHCl and PhMeSiCl 2 were synthesized from the corresponding hydrosilanes in only a few hours with yields that typically exceeded 90%. This is the first time PhSiCl3, Ph2SiHCl, Ph2SiCl2 and PhMeSiCl2 have been synthesized by this method. The factors that affect the rate of the chlorination reaction were studied. In addition the rate constant, reaction order and apparent activation energy of the chlorination reaction were also determined by kinetics study. The reaction was found to have an induction period.

PROCESS FOR PREPARING ORGANOSILANES

The invention relates to a process for preparing diorganyldihalosilanes of the general formula (1) R2SiX2 (1), in which dihalodihydrosilanes of the general formula (2) X2SiH2 (2), in a mixture with silanes of the general formula (3) R′3SiH (3), are reacted with halogenated hydrocarbons of the general formula (4) R-X (4), in the presence of a free-radical initiator, which is selected from alkanes, diazenes and organodisilanes, where R is a monovalent C1-C18 hydrocarbon radical, R′ is a monovalent C1-C18 hydrocarbon radical, hydrogen or halogen, and X is halogen.

Utility of trichloroisocyanuric acid in the efficient chlorination of silicon hydrides

The potential of trichloroisocyanuric acid (TCCA) as a chlorination agent for efficient conversion of Si-H functional silanes and siloxanes to the corresponding Si-Cl functional moieties was explored. In comparison to methods using other chlorinating agents, TCCA is inexpensive, results in a much faster reaction and produces a high purity product with a conversion that is essentially quantitative. A variety of chloro derivatives of linear and cyclic structures have been synthesized from silicon hydrides using this reagent with impressive yields that typically exceed 90%: PhSiCl3 (97.5%); PhMeSiCl2 (95.5%); Ph3SiCl (97.5%); Vi3SiCl (98.7%); (EtO)3SiCl (99.7%); t-Bu3SiCl (～100%); (MeClSiO)4 (86.5%); (MeClSiO)5 (95%); (MeClSiO)7 (96.5%); Ph(OEt)2SiCl (98%); ClMe2SiOSiMe2Cl (98.6%); ClMe2SiOSiMeClOSiMe2Cl (94.6%); ClMe2Si(OSiMeCl)2OSiMe2C l (92.3%); (Me3SiO)3SiCl (97%); Me3SiOSiClPhOSiMe3 (99%); Me3SiO(SiMeClO)3SiMe3 (95.7%); ClSi(OSiMe3)2OSi(OSiMe3) 2Cl (93.6%). For monohydridosilanes, dichloromethane (CH2Cl2) was a suitable solvent in which nearly quantitative conversion was observed within several minutes following the addition of the silanes to TCCA. For certain cyclic and linear siloxanes, and especially silanes containing multiple hydrogen atoms on the same silicon for which the reaction is sluggish in CH2Cl2, tetrahydrofuran (THF) was the preferred solvent. For a sterically demanding silane that did not undergo chlorination even in THF viz., HSi(OSiMe3)2O-Si(OSiMe3)2H, 1,2-dichloroethane was the best solvent.