2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite
Category：Other Chemicals
Introduction
2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite – Names and Identifiers
| Name | 2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite |
| Synonyms | 2-cyanoethyltetraisopropylphosphorodiamidite 2-Cyanoethyl N,N,N,N-tetraisopropylphosphorodiamitide 2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite 2-Cyanoethyl N,N,N’,N’-tetraisopropylphosphorodiamidite 2-cyanoethyl N,N,N’,N’-tetrapropan-2-ylphosphorodiamidoite P-(2-cyanoethyl)-N,N,N’,N’-tetrapropan-2-ylphosphonous diamide |
| CAS | 102691-36-1 |
| EINECS | 600-337-9 |
| InChI | InChI=1/C15H32N3P/c1-12(2)17(13(3)4)19(11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3 |
| InChIKey | RKVHNYJPIXOHRW-UHFFFAOYSA-N |
2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite – Physico-chemical Properties
| Molecular Formula | C15H32N3P |
| Molar Mass | 285.408 |
| Density | 0.949 g/mL at 25 °C(lit.) |
| Boling Point | 365.713°C at 760 mmHg |
| Flash Point | 174.977°C |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | liquid |
| Color | colorless |
| BRN | 3590103 |
| pKa | 6.78±0.70(Predicted) |
| Storage Condition | -20°C |
| Stability | Explodes When Heated |
| Sensitive | moisture sensitive, store cold |
| Refractive Index | n20/D 1.470(lit.) |
| Use | Bis (diisopropylamino) (2-cyanoethoxy) phosphine is an important reagent for the synthesis of oligonucleotides and antisense drugs. At present, there are two methods for the synthesis of bis (diisopropylamino) (2-cyanoethoxy) phosphine: Studies have disclosed a method for preparing bis (diisopropylamino) (2-cyanoethoxy) phosphine. The method is to react dichloro (2-cyanoethoxy) phosphine with diisopropylamine for 48-72 hours to obtain bis (diisopropylamino) (2-cyanoethoxy) phosphine, the main disadvantage of this method is that the raw material dichloro (2-cyanoethoxy) phosphine is an acid chloride, which is unstable, easy to deteriorate, has a long reaction time, and is difficult to purchase, so it is not conducive to industrial production. Another method for preparing bis (diisopropylamino) (2-cyanoethoxy) phosphine is to react bis (diisopropylamino) phosphine with 3-hydroxypropiononitrile for 20 hours to obtain bis (diisopropylamino) (2-cyanoethoxy) phosphine. |
2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite – Risk and Safety
| Hazard Symbols | Xi – Irritant |
| Risk Codes | R5 – Heating may cause an explosion R36/37/38 – Irritating to eyes, respiratory system and skin. |
| Safety Description | S3 – Keep in a cool place. S26 – In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 – Wear suitable protective clothing. |
| UN IDs | UN 1993 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-21-34 |
| HS Code | 29299000 |
| Hazard Note | Irritant/May Explode on Heating |
| Hazard Class | 8 |
| Packing Group | I |
2-cyanoethyl N,N,N’,N’-tetraisopropyl-phosphordiamidite – Introduction
Application Bis (diisopropylamino) (2-cyanoethoxy) phosphine is an intermediate in organic synthesis and pharmaceutical research and development. It can be used to synthesize phosphite during laboratory research Reagents.
Preparation Add 15g tris (diisopropylamino) phosphine and 200ml dichloromethane to the three-mouth bottle, stir until completely dissolved, then add 3.86g of 3-hydroxypropiononitrile and 3.80g of 1H-tetrazole, and maintain the obtained solution at a temperature of -20 ° C- 0°C for reaction for 10 hours; Then, suction filtration and desalting, saturated sodium bicarbonate washing, saturated sodium chloride washing, liquid separation, sodium sulfate drying organic phase, suction filtration, the solvent is distilled under reduced pressure to obtain a white or light yellow liquid; the oil pump distilled under reduced pressure to obtain a colorless transparent liquid bis (diisopropylamino) (2-cyanoethoxy) phosphine 7g. 51.5% molar yield.
Reagents for the synthesis of phosphorite nucleotides
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