20025

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

purum, ≥98.0% (GC)

• Synonym(s): BEMP
• Empirical Formula (Hill Notation): C₁₃H₃₁N₄P
• CAS Number: 98015-45-3
• Molecular Weight: 274.39
• Beilstein: 5534901
• MDL number: MFCD00043143
• UNSPSC Code: 12352005
• PubChem Substance ID: 329751970
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• Assay: ≥98.0% (GC)
• form: liquid
• refractive index: n20/D 1.477 (lit.); n20/D 1.477
• bp: 74 °C/0.03 mmHg (lit.)
• density: 0.948 g/mL at 25 °C (lit.)
• SMILES string: CCN(CC)P1(=NC(C)(C)C)N(C)CCCN1C
• 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

Description

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).

Application

Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen–Bases

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.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 230.0 °F - closed cup
• Flash Point(C): 110 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves