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2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine

SIAL/20025 - purum, ≥98.0% (GC)

Synonym: BEMP

CAS Number: 98015-45-3
Empirical Formula (Hill Notation): C13H31N4P
Molecular Weight: 274.39
MDL Number: MFCD00043143
Linear Formula: C13H31N4P
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-20025-1ML 1 mL
$142.00
1/EA
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45-20025-5ML 5 mL
$678.00
1/EA
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45-20025-25ML 25 mL
$2070.00
1/EA
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assay ≥98.0% (GC)
bp 74 °C/0.03 mmHg (lit.)
density 0.948 g/mL at 25 °C (lit.)
form liquid
functional group amine
grade purum
InChI 1S/C13H31N4P/c1-8-17(9-2)18(14-13(3,4)5)15(6)11-10-12-16(18)7/h8-12H2,1-7H3
InChI key VSCBATMPTLKTOV-UHFFFAOYSA-N
Quality Level 200 
refractive index n20/D 1.477
  n20/D 1.477 (lit.)
SMILES string CCN(CC)P1(=NC(C)(C)C)N(C)CCCN1C
Application: 2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP), a organic phosphorine base may be used in the following studies:
• Synthesis of a 2,3-dihydrobenzo[1,4]dioxepin-5-one.
• As catalyst in the alkylation reactions of carbon acids.
• As organocatalyst in the controlled "immortal" ring-opening polymerization (iROP) of six-membered cyclic carbonates.
Application: Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen–Bases  
General description: 2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) is a phosphazene base. BEMP participates in the mild base catalyzed nucleophilic ring opening of N-sulfonyl aziridines. BEMP supported on polystyrene (PS-BEMP) has been reported as an efficient catalyst for the ring-opening of epoxides with phenols. BEMP is about 2000 times more basic and also much more sterically hindered than DBU (l,8-diazabicyclo[5.4.0]undecene).
Purity ≥98.0% (GC)
bp 74 °C/0.03 mmHg (lit.)
Density 0.948 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.477 (lit.); n20/D 1.477
UNSPSC 12352005

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