BEMP phosphazene

Base Information

• Chemical Name: BEMP phosphazene
• CAS No.: 98015-45-3
• Molecular Formula: C13H31 N4 P
• Molecular Weight: 274.39
• UNII: DF15J146QI
• DSSTox Substance ID: DTXSID50243369
• Nikkaji Number: J308.026I
• Wikidata: Q27276359
• Mol file: 98015-45-3.mol

Synonyms:2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine;2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine;BEMP cpd;BEMP phosphazene

Chemical Property of BEMP phosphazene

Chemical Property:

• Vapor Pressure: 0.000381mmHg at 25°C
• Refractive Index: n20/D 1.477(lit.)
• Boiling Point: 317.6°Cat760mmHg
• Flash Point: 157.7°C
• PSA: 31.89000
• Density: 1.01g/cm³
• LogP: 3.21600
• Storage Temp.: Room Temperature
• Solubility.: Acetonitrile (Slightly), Water (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 274.22863400
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

98%,99%, ^*data from raw suppliers

BEMP ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,N,F
• Statements: 34-67-65-62-51/53-48/20-11
• Safety Statements: 26-36/37/39-45-62-61-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)P1(=NC(C)(C)C)N(CCCN1C)C

Technology Process of BEMP phosphazene

There total 4 articles about BEMP phosphazene 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:

C2F6NO4S2(1-)*C7H11N2O3(1+)*C13H31N4P → 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine (98015-45-3) + 1-(2-hydroxyethyl)-3-methylimidazolium bis((trifluoromethane)sulfonyl)amide (174899-86-6)

Guidance literature:

Inert atmosphere; Heating;

DOI:10.1039/b927514b

Reference yield:

(tert-butylimino)(diethylamino)phosphorus dichloride (61499-80-7) → 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine (98015-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) 50percent aq. KOH / acetonitrile / 1.) 50 deg C, 24 h

2: 2a) tBuOCl, 50percent KOH; 2b) 75percent aq. HPF₆ / 1) 100 deg C, 7 h; 2a) r.t., 3 h

With potassium hydroxide; hexafluorophosphoric acid; tert-butylhypochlorite; In acetonitrile;

Reference yield:

trimethyl phosphite (512-56-1) + (+/-)-2-(tert-butylimino)-2-(diethylamino)-1-methyl-1,3,2λ5-diazaphosphinane → 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine (98015-45-3) + 2-(tert-butylmethylamino)-2-(diethylamino)-1,3-dimethyl-1,3,2-diazaphosphinanium hexafluorophosphate

Guidance literature:

With potassium hydroxide; hexafluorophosphoric acid; tert-butylhypochlorite; Yield given. Multistep reaction. Yields of byproduct given; 1) 100 deg C, 7 h; 2a) r.t., 3 h;

upstream raw materials:

trimethyl phosphite

(tert-butylimino)(diethylamino)phosphorus dichloride

Downstream raw materials:

3',5'-O-(tetraisopropyldisiloxan-1,3-diyl)-2'-O-propargyl-4-O-(2,6-dichlorophenyl)uridine

Tert-butyl isocyanate

1,4-anhydro-2-O-benzyl-3,5-O-(di-tert-butylsilanylidene)-D-ribitol

Refernces

• 1、 Schwesinger, Reinhard,Willaredt, Juergen,Schlemper, Helmut,Keller, Manfred,Schmitt, Dieter,Fritz, Hans. "Novel, Very Strong, Uncharged Auxiliary Bases; Design and Synthesis of Monomeric and Polmer-Bound Triaminoiminophosphorane Bases of Broadly Varied Steric Demand". . p. 2435 - 2454. Retrieved 2007/10/02.