beta-Cyanoethyl phosphorodichloridite

Base Information

• Chemical Name: beta-Cyanoethyl phosphorodichloridite
• CAS No.: 76101-30-9
• Molecular Formula: C3H4 Cl2 N O P
• Molecular Weight: 171.951
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80226983
• Nikkaji Number: J2.258.191K
• Wikidata: Q72458174
• Mol file: 76101-30-9.mol

Synonyms:beta-cyanoethyl phosphorodichloridite;CEPDC

Chemical Property of beta-Cyanoethyl phosphorodichloridite

Chemical Property:

• Vapor Pressure: 0.0305mmHg at 25°C
• Boiling Point: 68-72°C 0,2mm
• Flash Point: 101.6°C
• PSA: 46.61000
• LogP: 2.62118
• Storage Temp.: Store at -0°C (dessicated).
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.9407561
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

99% ^*data from raw suppliers

2-CyanoethylPhosphorodichloridite ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COP(Cl)Cl)C#N
• Uses: A protecting reagent in DNA synthesis. Also a phosphorylating agent

Technology Process of beta-Cyanoethyl phosphorodichloridite

There total 6 articles about beta-Cyanoethyl phosphorodichloridite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

3-Hydroxypropionitrile (109-78-4) → 2-cyanoethyl phosphorodichloridite (76101-30-9)

Guidance literature:

With phosphorus trichloride; In acetonitrile; for 0.166667h; Ambient temperature;

Reference yield: 72.0%

3-[(trimethylsilyl)oxy]propanenitrile (42202-44-8) → 2-cyanoethyl phosphorodichloridite (76101-30-9)

Guidance literature:

With pyridine; phosphorus trichloride; In dichloromethane; at -65 - 20 ℃; for 336h; Inert atmosphere; Sealed tube;

DOI:10.1080/10426500902719222

Reference yield:

3-Hydroxypropionitrile (109-78-4) → 3-Chloropropionitrile (542-76-7) + 2-cyanoethyl phosphorodichloridite (76101-30-9)

Guidance literature:

With phosphorus trichloride;

upstream raw materials:

3-Hydroxypropionitrile

3-[(trimethylsilyl)oxy]propanenitrile

Downstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

C₆₇H₉₀N₉O₁₃PSi₃

C₁₁₀H₁₅₀Cl₂N₁₇O₂₇P₃Si₄

Refernces

• 1、 Ahmadibeni,Dash,Hanley,Le Grice,Agarwal,Parang. "Synthesis of nucleoside 5′-O-α,β-methylene-β- triphosphates and evaluation of their potency towards inhibition of HIV-1 reverse transcriptase". . p. 1271 - 1274. Retrieved 2010.
• 2、 Keith, D. Jamin,Townsend, Steven D.. "Total Synthesis of the Congested, Bisphosphorylated Morganella morganii Zwitterionic Trisaccharide Repeating Unit". supporting information. p. 12939 - 12945. Retrieved 2019/08/22.