20025

2-tert.-Butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diaza-phosphorin

purum, ≥98.0% (GC)

• Synonym(e): BEMP
• Empirische Formel (Hill-System): C₁₃H₃₁N₄P
• CAS-Nummer: 98015-45-3
• Molekulargewicht: 274.39
• UNSPSC Code: 12352005
• NACRES: NA.22
• PubChem Substance ID: 329751970
• MDL number: MFCD00043143
• Beilstein/REAXYS Number: 5534901
• Assay: ≥98.0% (GC)
• Form: liquid

Eigenschaften

• grade: purum
• Quality Segment: 200
• assay: ≥98.0% (GC)
• form: liquid
• refractive index: n20/D 1.477
• bp: 74 °C/0.03 mmHg (lit.)
• density: 0.948 g/mL at 25 °C (lit.)
• functional group: amine
• 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

Beschreibung

General description

2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) is a phosphazene base.[1] BEMP participates in the mild base catalyzed nucleophilic ring opening of N-sulfonyl aziridines.[1] 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).[2][3]

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.[4]
• As organocatalyst in the controlled "immortal" ring-opening polymerization (iROP) of six-membered cyclic carbonates.[5]

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

Sicherheitshinweise

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• Lagerklasse: 3 - Flammable liquids
• wgk: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter