트리메틸포스핀
트리메틸포스핀 · PMe3 · (CH3)3P · Methyl phosphine · rimethylphosphine · TRIMETHYLPHOSPHINE · Trimethylphosphorus · Trimethyl-phosphane
식별자 및 물리적 특성
| CAS No. | 594-09-2 |
|---|---|
| 분자식 | C3H9P |
| 평균 분자량 | 76.08 g/mol |
| 단동위원소 질량 | 76.04418692 g/mol |
| SMILES | CP(C)C |
| InChIKey | YWWDBCBWQNCYNR-UHFFFAOYSA-N |
| PubChem CID | 68983 |
| ChEBI | CHEBI:35890 |
| EC No. | 209-823-1 |
| DTXSID | DTXSID00208120 |
| 현지명 | 트리메틸포스핀 |
화학 및 물리적 성질
| XLogP | -0.1 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 4 |
| 형식 전하 | 0 |
| 복잡도 | 8 |
| 물질 분류 | Other Classes -> Phosphorus Compounds |
| SpringerMaterials Properties | 31P nuclear magnetic resonance spectrum |
| 밀도 | 0.735 @25 °C0.738 g/mL at 20 °C (lit.) |
| 끓는 점 | 37.5 °C @760 [mm Hg]38-40 °C (lit.) |
| Physical Description | Colorless liquid with a pungent odor[Alfa Aesar MSDS] |
| Ionization Efficiency | Positive0.295.53Agilent XCTElectrospray ionizationammonium acetate (4nM) |
| 녹는점 | -86 °C (lit.) |
| 증기압 | 7.24 psi ( 20 °C) |
| 굴절률 | n20/D 1.428(lit.) |
| 인화점 | −4 °F |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 액체 |
| 비중 | 0.748 |
| 색상 | 무색의 |
| 용해도 | 물에 용해됩니다. |
| BRN | 969138 |
| InChI | 1S/C3H9P/c1-4(2)3/h1-3H3 |
| InChIKey | YWWDBCBWQNCYNR-UHFFFAOYSA-N |
| SMILES | CP(C)C |
| NIST | Phosphine, trimethyl-(594-09-2) |
화학적 성질
Clear colorless liquid
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 52 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 유해성 요약 | PyrophoricCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] See Tributylphosphine. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| 유해 작용 | Dermatotoxin - Skin burns. |
| 수질 위해 등급(WGK) | 3 |
| 운송 번호(UN) | UN 1993 3/PG 2 |
| 관세 코드 | 29319090 |
| 위험 문구(R) | 11-36/37/38-67-65-63-48/20-38-17-40-36/37-19 |
| 위험 표시 | F,Xn,Xi |
| 안전 문구(S) | 9-16-26-36/37/39-62-36/37-7/9-33 |
| 포장분류 | I |
| 위험 등급 | 4.2Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| F 고인화성물질 | 10-13-23 |
| 저장 분류 | 3 - Flammable liquids |
용도
용도
Trimethylphosphine (PMe3) is an electron-rich phosphine ligand used as a reagent in Mitsunobu reaction.It can be used:In transformation of azides into carbamates; aziridines to azidoalcohols; and ketoximes to ketones with 2,2′-dipyridyl diselenide.In Aza-Wittig reaction;, C-H bond activation of imines; cross-coupling reactions.In the preparation of (cyanomethylene) trimethylphosphorane (CMMP) which is used as a reagent in Mitsunobu type reaction.As a reagent in the synthesis of ruthenium trimethylphosphine complexes, which in turn are used as catalysts for hydrogenation of CO2 to formic acid.
일반 설명
Trimethylphosphine is the reagent used in Mitsunobu reaction. It participates in the transformation of azides into carbamates, aziridines from azidoalcohols, iminophosphoranes and aza-Wittig reaction. Electron diffraction study of trimethylphosphine has been reported.