Identification | More | [Name]
Triethylphosphine | [CAS]
554-70-1 | [Synonyms]
AURORA KA-1111 CYTOP(R) 320 TRIETHYLPHOSPHINE (C2H5)3P Phosphorus triethyl tl409 triethylphosphane Triethyl-phosphane triethyl-phosphin Triethylphosphorus triethyl phosphine vial with 10 G Triethylphosphine solution Triethylphosphineinethanol Triethylphosphineredistilled TriethylphosphineSureSealbottlecolorlessliq TRIETHYLPHOSPHINE SOLUTION, ~1 M IN THF TRIETHYLPHOSPHINE, 1.0M SOLUTION IN TETR AHYDROFURAN TRIETHYL PHOSPHINE (CYTOP 320) CYTEC QUALITY TRIETHYLPHOSPHINE SOLUTION, ~70% IN ISO-PROPANOL Triethylphophine | [EINECS(EC#)]
209-068-8 | [Molecular Formula]
C6H15P | [MDL Number]
MFCD00009256 | [Molecular Weight]
118.16 | [MOL File]
554-70-1.mol |
Safety Data | Back Directory | [Hazard Codes ]
F,C | [Risk Statements ]
R11:Highly Flammable. R34:Causes burns. R67:Vapors may cause drowsiness and dizziness. R17:Spontaneously flammable in air. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S7/9:Keep container tightly closed and in a well-ventilated place . S33:Take precautionary measures against static discharges . S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2924 3/PG 2
| [WGK Germany ]
3
| [RTECS ]
SZ3400000
| [F ]
10-13-23 | [TSCA ]
Yes | [HazardClass ]
4.2 | [PackingGroup ]
I |
Hazard Information | Back Directory | [Chemical Properties]
Colorless Transparent Liquid | [Uses]
In organic syntheses. | [Uses]
suzuki reaction | [Definition]
ChEBI: Triethylphosphine is a tertiary phosphine. | [Safety Profile]
Highly flammable liquid. Reactswith oxygen at low temperatures to form an explosiveproduct. When heated to decomposition it emits toxicfumes of POx. | [Synthesis]
Triethylphosphine is prepared most conveniently by the reaction of excess Grignard reagent on phosphorus trichloride or triphenylphosphite. 3CH3CH2MgBr + PCl3 → (CH3CH2)3P + 3MgBrCl 3CH3CH2MgBr + P(OC6H5)3 → P(CH3CH2)3 + 3C6H5-OMgCl
| [Purification Methods]
All operations should be carried out in an efficient fume cupboard because it is flammable, toxic and has a foul odour. Purify the phosphine by fractional distillation at atmospheric pressure in a stream of dry N2, as it is oxidised by air to the oxide. In 300% excess of CS2 it forms Et3PCS2 (m 118-120o crystallising from MeOH) which decomposes in CCl4 to give Et3PS as a white solid m 94o when recrystallised from EtOH. [Sorettas & Isbell J Org Chem 27 273 1962, Henderson & Streuli J Am Chem Soc 82 5791 1960, pK: Henderson & Streuli J Am Chem Soc 82 5791 1960, see also trimethylphosphine.] Store it in sealed vials under N2. Alternatively, dissolve it in Et2O and shake it with a solution of AgI and KI to form the insoluble complex. Filter off the complex, dry it over P2O5 and the Et3P is regenerated by heating the complex in a tube attached to a vacuum system. [Hewitt & Holliday J Chem Soc 530 1953, Schettas & Isbell J Org Chem 27 2573 1962, Kosolapoff Organophosphorus Compounds, Wiley p 31 1950, Beilstein 4 IV 3431.] |
|
|