| 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 |
| Chemical Properties | Back Directory | [Melting point ]
-88°C | [Boiling point ]
127-128 °C(lit.)
| [density ]
0.88 g/mL at 20 °C
| [refractive index ]
n20/D 1.456(lit.)
| [Fp ]
1 °F
| [form ]
liquid | [color ]
colorless | [Odor]
vile, nauseating odor.stench | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Air & Moisture Sensitive | [Merck ]
14,9675 | [BRN ]
969170 | [InChI]
1S/C6H15P/c1-4-7(5-2)6-3/h4-6H2,1-3H3 | [InChIKey]
RXJKFRMDXUJTEX-UHFFFAOYSA-N | [SMILES]
CCP(CC)CC | [CAS DataBase Reference]
554-70-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Phosphine, triethyl-(554-70-1) | [EPA Substance Registry System]
554-70-1(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS05 | [Signal word ]
Danger | [Hazard statements ]
H250-H314 | [Precautionary statements ]
P231+P232-P280-P303+P361+P353-P305+P351+P338+P310-P370+P378 | [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 | [Storage Class]
4.2 - Pyrophoric and self-heating hazardous materials | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Pyr. Liq. 1
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless Transparent Liquid | [Uses]
In organic syntheses. | [Uses]
suzuki reaction | [Definition]
ChEBI: Triethylphosphine is a tertiary phosphine. | [reaction suitability]
reagent type: ligand
reaction type: Arylations | [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.] |
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