2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite

The IUPAC name of 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite is 3-bis[di(propan-2-yl)amino]phosphanyloxypropanenitrile. With the CAS registry number 102691-36-1, it is also named as P-Reagent. The product's categories are Biochemistry; Nucleosides, Nucleotides & Related Reagents; Phosphorylating and Phosphorothioating Agents; Protecting Agents, Phosphorylating Agents & Condensing Agents; Regant Series; Nucleic Acids; Phosphorylating and Phosphitylating Agents. It is a clear to cloudy colourless liquid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.00; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.7; (4)ACD/LogD (pH 7.4): 3.9; (5)ACD/BCF (pH 5.5): 32.36; (6)ACD/BCF (pH 7.4): 517.55; (7)ACD/KOC (pH 5.5): 179.33; (8)ACD/KOC (pH 7.4): 2868.24; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Enthalpy of Vaporization: 53.8 kJ/mol; (13)Vapour Pressure: 0.0013 mmHg at 25°C; (14)Rotatable Bond Count: 9; (15)Exact Mass: 301.228299; (16)MonoIsotopic Mass: 301.228299; (17)Topological Polar Surface Area: 39.5; (18)Heavy Atom Count: 20; (19)Complexity: 274.

Preparation of 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite: It can be obtained by diisopropylamine and dichloro-(2-cyano-ethoxy)-phosphine. This reaction needs solvent diethyl ether. The yield is 64%.

Uses of 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite: It can react with 7b-triethylsilyloxycholesterol to get 3-(7β-triethylsilyloxycholesteryl) 2-cyanoethyl N,N-diisopropylphosphoramidite. This reaction needs reagent bis(diisopropylammonium) tetrazolide and solvent CH₂Cl₂. The reaction time is 3 hours. The yield is 90%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. So people should not breathe vapour and avoid contact with skin and eyes. Heating may cause an explosion. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:N#CCCOP(N(C(C)C)C(C)C)N(C(C)C)C(C)C
2. InChI:InChI=1/C15H32N3OP/c1-12(2)17(13(3)4)20(19-11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3 
3. InChIKey:RKVHNYJPIXOHRW-UHFFFAOYAS