알릴트리클로로실렌
알릴트리클로로실렌 · DK034 · NSC 20940 · allylsilicone · allytrichlorosilane · allyltrichloro-silan · TRICHLOROALLYLSILANE · trichloroallyl-silan
식별자 및 물리적 특성
| CAS No. | 107-37-9 |
|---|---|
| 분자식 | C3H5Cl3Si |
| 평균 분자량 | 175.51 g/mol |
| 단동위원소 질량 | 173.92261 g/mol |
| SMILES | C=CC[Si](Cl)(Cl)Cl |
| InChIKey | HKFSBKQQYCMCKO-UHFFFAOYSA-N |
| PubChem CID | 7867 |
| EC No. | 203-485-9 |
| DTXSID | DTXSID3059347 |
| 현지명 | 알릴트리클로로실렌 |
화학 및 물리적 성질
| 극성 표면적 | 0 |
|---|---|
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 65 |
| 냄새 | Pungent, irritating odor |
| 밀도 | 1.215 at 68 °F (USCG, 1999) - Denser than waterwill sink1.2011 g/cu cm at 20 °CDensity: 1.217 at 27 °C1.348 @25 °C1.211 g/mL at 25 °C(lit.) |
| Color/Form | Colorless liquid |
| Corrosivity | CorrosiveCorrodes metals because of hydrochloric acid formed |
| 인화점 | 95 °F (USCG, 1999)35 °C95 °F (35 °C) (open cup)88 °F |
| 끓는 점 | 241 °F at 760 mmHg (USCG, 1999)117.5 °C117.5 °C @760 [mm Hg]116 °C750 mm Hg(lit.) |
| Decomposition | 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/Hydrogen chloride and phosgene gases may formboth are toxic and irritating.When heated to decomposition it emits toxic /chlorine/. |
| 녹는점 | 35 °C-85 °C35℃ |
| 증기 밀도 | 6.05 (Air = 1)>1 (vs air) |
| Polymerization | Polymerizes easily. |
| 증기압 | 7.066 kPa (53.0 mm Hg) at 47.5 °C16.5 [mm Hg] @20 °C10 mm Hg ( 16.1 °C) |
| 굴절률 | Index of refraction = 1.4460 at 20 °C/Dn20/D 1.443(lit.) |
| 저장 조건 | Flammables area |
| 용해도 | soluble in MeCN, THF, CH2Cl2, toluene, benzene, etc.not compatible with protic solvents, acetone, and other ketones. Dipolar aprotic solvents (DMF, DMSO, HMPA, etc.) coordinate Si, thereby increasing the reactivity of C3H5SiCl3 with electrophiles. |
| 물리적 상태 | 액체 |
| 비중 | 1.211 |
| 색상 | 무색투명~미황색 |
| 용해도 | THF, 톨루엔, 벤젠에 용해됩니다. 물과 반응합니다. |
| BRN | 1743449 |
| InChI | 1S/C3H5Cl3Si/c1-2-3-7(4,5)6/h2H,1,3H2 |
| InChIKey | HKFSBKQQYCMCKO-UHFFFAOYSA-N |
| SMILES | Cl[Si](Cl)(Cl)CC=C |
| EPA | Silane, trichloro-2-propen-1-yl- (107-37-9) |
화학적 성질
Clear colorless to slightly yellow liquid
안전 및 규제
| GHS 분류 | DangerH225 (97.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazards Identification | Water-reactive material (WR) |
| 규제 정보 | Chemical: Silane, trichloro-2-propenyl-The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 운송 라벨(DOT) | Corrosive Flammable Liquid |
| 화재 위험 | Special Hazards of Combustion Products: Irritating vapors of hydrogen chloride and phosgene may form.Behavior in Fire: Difficult to extinguish. Re-ignition may occur. (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.· Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).· Vapors may travel to source of ignition and flash back.· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.· Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff.· Corrosives in contact with metals may evolve flammable hydrogen gas.· Containers may explode when heated or if contaminated with water. |
용도
용도
Allyltrichlorosilane acts as a reagent that produces homoallylic alcohols upon reaction with aldehydes in DMF. It is used to make silicones and glass fiber fininshes.
일반 설명
A colorless liquid with a pungent odor. Flash point of 95°F. Corrosive to metals and tissue.
제조 및 합성 방법
제조 방법
allyl trichlorosilane is conveniently prepared from allyl chloride, Cl3SiH, CuCl, and (i-Pr)2EtN (or Et3N) in ether at 20°C,or from allyl chloride and coppersilicon powder at 250°C.Other methods include the reaction of allyl chloride with SiCl4 in the presence of CuCl and Et3N7 or in the presence of Cp2Ni and HMPA at 90°C,the flash pyrolysis of allyl chloride with Si2Cl2 in PhCl at 500°C,the reaction of allylMgBr with SiCl4,coupling of allene with Cl3SiH, catalyzed by (Ph3P)4Pd (120°C, 5 h),11 and the elimination of HCl from Cl(CH2)3SiCl3 using, e.g., quinoline as base.The analogous (E)-crotyl trichlorosilane can be synthesized from (E)-crotyl chloride, Cl3SiH, CuCl, and (i-Pr)2EtN in ether at 20°C,or from (E)-crotyl chloride, SiCl4, and Cp2Ni in HMPA at 90°C.The reaction of (E)-crotyl chloride with Cl3SiH and Bu4PCl at 150°C has also been reported. (Z)-crotyl trichlorosilane, on the other hand, was prepared via the 1,4-addition of Cl3SiH to butadiene, catalyzed by (Ph4P)4Pd (at 20°Cor78°C)or by (PhCN)2PdCl2;this hydrosilylation can also be catalyzed by Nior proceed uncatalyzed at 500–600°C.Analogous trifluoro and tribromo derivatives C3H5SiX3 (X = F and Br) have also been described.