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2-cyanoethyl N,N,N',N'-tetraisopropyl-phosphordiamidite

2-cyanoethyl N,N,N',N'-tetraisopropyl-phosphordiamidite - Names and IdentifiersName2-cyanoethyl

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2-cyanoethyl N,N,N',N'-tetraisopropyl-phosphordiamidite - Names and Identifiers

Nom2-cyanoethyl N,N,N',N'-tetraisopropyl-phosphordiamidite
Synonymes2-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
CAS102691-36-1
EINECS600-337-9
InChIInChI=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
InchikeyRKVHNYJPIXOHRW-UHFFFAOYSA-N

2-cyanoethyl N,N,N',N'-tetraisopropyl-phosphordiamidite - Physico-chemical Properties

Formule moléculaireC15H32N3P
Masse molaire285.408
Densité0.949 g/mL at 25 °C(lit.)
point Boling365.713°C at 760 mmHg
Point d'éclair174.977°C
pression vapeur0 mmHg à 25°C
Apparenceliquid
Couleurcolorless
BRN3590103
Le PKA6.78±0.70(Predicted)
Condition de stockage- 20 degrés Celsius
StabilitéExplodes When Heated
Sensiblemoisture sensitive, store cold
Indice de réfractionn20/D 1.470(lit.)
UtilisationBis (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

Symboles de dangerXi - Irritant

Codes de risqueR5 - Heating may cause an explosion
R36/37/38 - Irritant pour les yeux, le système respiratoire et la peau.
Description de la sécuritéS3 - Keep in a cool place.
S26 - En cas de contact avec les yeux, rincer immédiatement avec beaucoup d'eau et consulter un médecin.
S36 - porter des vêtements de protection appropriés.
Un idUN 1993
Wgk Allemagne3
Code F de la marque Fluka10-21-34
Code SH29299000
Note de dangerIrritant/May Explode on Heating
Classe de danger8
Catégorie d'emballageI

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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