(트리 플루오로 메틸) 트리메틸 실란
(트라이플루오로메틸)트라이메틸실레인 · (트리플루오로메틸)트리메틸실란 · 트리메칠실란트리플르오르메칠 · TMS-CF3 · TRIMETHYL(TRIFLUOROMETHYL)SILANE · TTMS · Ruppert-Prakash reagent · TFMTMS
식별자 및 물리적 특성
| CAS No. | 81290-20-2 |
|---|---|
| 분자식 | C4H9F3Si |
| 평균 분자량 | 142.19 g/mol |
| 단동위원소 질량 | 142.04256148 g/mol |
| SMILES | C[Si](C)(C)C(F)(F)F |
| InChIKey | MWKJTNBSKNUMFN-UHFFFAOYSA-N |
| PubChem CID | 552549 |
| EC No. | 617-210-9 |
| DTXSID | DTXSID20338998 |
| 현지명 | (트리 플루오로 메틸) 트리메틸 실란 |
화학 및 물리적 성질
| 극성 표면적 | 0 |
|---|---|
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 78.3 |
| SpringerMaterials Properties | 19F nuclear magnetic resonance spectrum |
| 끓는 점 | 54-55 °C (lit.) |
| 밀도 | 0.962 g/mL at 20 °C (lit.) |
| 증기압 | 10.98 psi ( 55 °C) |
| 굴절률 | n20/D 1.386 |
| 인화점 | 14 °F |
| 저장 조건 | 2-8°C |
| 용해도 | THF, 에테르, CH2Cl2 에 용해됨 |
| 물리적 상태 | 액체 |
| 색상 | 무색의 |
| 비중 | 0.962 |
| 용해도 | 알코올, THF, 에테르, 디클로로메탄, 방향족 및 지방족 탄화수소에 용해됩니다. 물에 용해됨(흰 연기가 있음). |
| Merck | 14,9683 |
| BRN | 4241868 |
| 안정성 | 휘발성 물질 |
| InChI | 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3 |
| InChIKey | MWKJTNBSKNUMFN-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)C(F)(F)F |
화학적 성질
(Trifluoromethyl)trimethylsilane (TMSCF3) is a flammable colorless liquid with a boiling point of 54–55 °C, a flash point of –17 °C and density of 0.926 g/mL at 20 °C. It is a trifluoromethylation reagent used in nucleophilic addition reactions of aldehydes and ketones. It may be harmful if inhaled, swallowed, absorbed through skin and may cause respiratory tract, skin and eye irritation. TMSCF3 was firstly synthesized by Rupert in 1984 via the condensation reaction of CF3Br and TMSCl with (Et2N)3P.
안전 및 규제
| GHS 분류 | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 55 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | No |
| 운송 번호(UN) | UN 1993 3/PG 2 |
| 관세 코드 | 29319090 |
| 위험 문구(R) | 11-36/37-19-36/37/38-22-40-14 |
| 위험 표시 | F,Xi,Xn |
| 안전 문구(S) | 16-33-39-26-36-29-36/37 |
| 포장분류 | II |
| 위험 등급 | 3Flam. Liq. 2Water-react 2 |
| F 고인화성물질 | 10-21 |
| 위험 참고 사항 | Flammable |
| 저장 분류 | 4.3 - Hazardous materials which set free flammable gases upon contact with water |
용도
용도
(트리 플루오로 메틸) 트리메틸 실란은 무색 투명한 액체이며 트리 플루오로 메틸화 시약 용으로 사용됩니다.
용도
TMSCF3 is versatile reagent for trifluoromethylation, such as transition-metal-catalyzed reaction, miscellaneous trifluoromethylation, and addition to carbonyl and imine groups. These reactions are extremely useful approaches in the pharmaceutical and agrochemical industry, because they enhance metabolic stability (metabolic blocking) and alter the compound properties (liphophilicity, binding selectivity).
일반 설명
Trimethyl(trifluoromethyl)silane (TMSCF3) is also called as Ruppert-Prakash fluorination reagent. It is extensively used for the synthesis of trifluoromethyl-containing compounds.
제조 및 합성 방법
제조 방법
(Trifluoromethyl)trimethylsilane is prepared from trimethylsilyl chloride and bromotrifluoromethane in the presence of a phosphorus(III) reagent that serves as a halogen acceptor.