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Tris(2-cyanoethyl)phosphine
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Name

Tris(2-cyanoethyl)phosphine

 EINECS 223-687-0
CAS No. 4023-53-4 Density N/A
PSA 84.96000 LogP 2.20934
Solubility Soluble in DMSO and H2O Melting Point 97-98°C
Formula C9H12N3P Boiling Point 426.9 °C at 760 mmHg
Molecular Weight 193.188 Flash Point 212 °C
Transport Information UN 3464 Appearance white crystalline
Safety 36/37/39-45-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 4023-53-4 (TRIS(2-CYANOETHYL)PHOSPHINE) Hazard Symbols IrritantXi
Synonyms

Propionitrile,3,3',3'-phosphinidynetri- (7CI);Propionitrile, 3,3',3''-phosphinidynetri-(6CI,8CI);NSC 41940;Phosphine, tris(2-cyanoethyl)-;Tris(2-cyanoethyl)phosphine;Tris(b-cyanoethyl)phosphine;

Article Data 12

Tris(2-cyanoethyl)phosphine Synthetic route

107-13-1

acrylonitrile

A

4023-49-8

bis(2-cyanoethyl)phosphine

B

4023-53-4

tris(2-cyanoethyl)phosphine

C

1439-41-4

tris(2-cyanoethyl)phosphine oxide

Conditions
ConditionsYield
With potassium hydroxide; phosphan In water; acetonitrile for 1h; Ambient temperature;A 15 % Spectr.
B 45%
C 15 % Spectr.
With phosphorus; potassium hydroxide In water; acetonitrile at 20 - 70℃; for 0.166667h; Irradiation; sonication;A 10 % Spectr.
B 30 % Spectr.
C 60 % Spectr.
107-13-1

acrylonitrile

4023-53-4

tris(2-cyanoethyl)phosphine

Conditions
ConditionsYield
With potassium hydroxide; phosphan; acetonitrile
With phosphan
107-13-1

acrylonitrile

A

4023-49-8

bis(2-cyanoethyl)phosphine

B

4023-53-4

tris(2-cyanoethyl)phosphine

C

6783-71-7

3-phosphanyl-propionitrile

Conditions
ConditionsYield
With {(tris(cyanomethyl)phosphine)3platinum}; phosphan In acetonitrile at 20℃; for 1h; Product distribution; Mechanism;
With aluminum oxide; potassium hydroxide; phosphan Product distribution; influence of varying degrees of dryness of solid support;
With phosphan; In acetonitrile
4023-49-8

bis(2-cyanoethyl)phosphine

107-13-1

acrylonitrile

4023-53-4

tris(2-cyanoethyl)phosphine

Conditions
ConditionsYield
In acetonitrile
107-13-1

acrylonitrile

75-05-8

acetonitrile

phosphine

phosphine

aqueous KOH-solution

aqueous KOH-solution

A

4023-49-8

bis(2-cyanoethyl)phosphine

B

4023-53-4

tris(2-cyanoethyl)phosphine

C

6783-71-7

3-phosphanyl-propionitrile

...Expand
4023-53-4

tris(2-cyanoethyl)phosphine

188638-31-5

[Pt(C8H12)(C3H4NO)2]

188638-33-7

[Pt(C3H4NO)2(P(CH2CH2CN)3)2]

Conditions
ConditionsYield
In dichloromethane pptn. with light petroleum, filtration, washing (light petroleum), drying (vac.); elem. anal.;100%
4023-53-4

tris(2-cyanoethyl)phosphine

200112-75-0

3-(perfluorooctyl)propyl iodide

tris-(2-cyano-ethyl)-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl)-phosphonium; iodide

Conditions
ConditionsYield
at 130 - 160℃; for 11h;99.8%

[Fe2(CO)6(μ-PhC=CH2)(μ-PPh2)]

4023-53-4

tris(2-cyanoethyl)phosphine

337380-82-2

Fe2(CO)5(P(CH2CH2CN)3)(HCCHC6H5)P(C6H5)2

Conditions
ConditionsYield
In toluene byproducts: CO; (N2); refluxing a soln. of iron complex and phosphine in toluene for 20 min, cooling to room temp.; chromy (deactivated Al2O3, Et2O/light petroleum 2:3); elem. anal.;98%
15617-18-2, 39958-10-6, 14220-64-5

bis(benzonitrile)palladium(II) dichloride

4023-53-4

tris(2-cyanoethyl)phosphine

204461-54-1, 68494-75-7

trans-PdCl2(tris(cyanoethyl)phosphine)2

Conditions
ConditionsYield
In dichloromethane N2-atmosphere; dropwise addn. of 2 equiv. of phosphine to Pd-complex soln., stirring for 10 min (pptn.); filtration, washing (CH2Cl2), drying (vac.); elem. anal.;98%

(1,5-cyclooctadiene)dimethylplatinum(II)

4023-53-4

tris(2-cyanoethyl)phosphine

204391-74-2

cis-PtMe2(tris(cyanoethyl)phosphine)2

Conditions
ConditionsYield
In acetone N2-atmosphere; dropwise addn. of ligand soln. to 0.5 equiv. of Pt-complex soln., stirring for 10 min; concn., pptn. on Et2O addn., filtration, washing (Et2O), drying (vac.); elem. anal.;97%

Tris(2-cyanoethyl)phosphine Specification

The CAS registry number of Propanenitrile,3,3',3''-phosphinidynetris- is 4023-53-4. It belongs to the product category of Tertiary Phosphines. This chemical is also named as 3,3',3''-Phosphinetriyltripropanenitrile. Its EINECS registry number is 223-687-0. In addition, its molecular formula is C9H12N3P and molecular weight is 193.18. Its IUPAC name is called 3-[bis(2-cyanoethyl)phosphanyl]propanenitrile.

Physical properties about Propanenitrile,3,3',3''-phosphinidynetris- are: (1)ACD/LogP: -0.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.25; (4)ACD/LogD (pH 7.4): -0.25; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.43; (8)ACD/KOC (pH 7.4): 17.43; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Flash Point: 212 °C; (13)Enthalpy of Vaporization: 68.17 kJ/mol; (14)Boiling Point: 426.9 °C at 760 mmHg.

Preparation: this chemical can be prepared by acrylonitrile. This reaction will need reagents PH3, KOH and solvents acetonitrile, H2O. The reaction time is 1 hour at ambient temperature. The yield is about 45 %.

Propanenitrile,3,3',3''-phosphinidynetris- can be prepared by acrylonitrile

Uses of Propanenitrile,3,3',3''-phosphinidynetris-: it can be used to produce 3,3',3''-phosphanetriyl-tri-propionic acid and hydrochloride by heating. It will need reagent conc. aq. HCl with reaction time of 2 hours. The yield is about 88 %.

Propanenitrile,3,3',3''-phosphinidynetris- can be used to produce 3,3',3''-phosphanetriyl-tri-propionic acid and hydrochloride

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: N#CCCP(CCC#N)CCC#N
(2)InChI: InChI=1/C9H12N3P/c10-4-1-7-13(8-2-5-11)9-3-6-12/h1-3,7-9H2
(3)InChIKey: CHZAMJVESILJGH-UHFFFAOYAA

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