5-(tert-butylimino)-2,3-N',3-N',3-N,3-N,7-N',7-N',7-N,7-N,8-decamethyl-5-N-[tris(dimethylamino)-λ5-phosphanylidene]-2,4,6,8-tetraaza-3λ5,5λ5,7λ5-triphosphanona-3,6-diene-3,3,5,7,7-pentamine

• ChemBase ID: 152630
• Molecular Formular: C22H63N13P4
• Molecular Mass: 633.717764
• Monoisotopic Mass: 633.4279856
• SMILES: CC(C)(C)N=P(N=P(N(C)C)(N(C)C)N(C)C)(N=P(N(C)C)(N(C)C)N(C)C)N=P(N(C)C)(N(C)C)N(C)C
• Canonical SMILES: CN(P(=NP(=NC(C)(C)C)(N=P(N(C)C)(N(C)C)N(C)C)N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C)C
• InChI: InChI=1S/C22H63N13P4/c1-22(2,3)23-36(24-37(27(4)5,28(6)7)29(8)9,25-38(30(10)11,31(12)13)32(14)15)26-39(33(16)17,34(18)19)35(20)21/h1-21H3
• InChIKey: NSRBCQCXZAYQHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(tert-butylimino)-2,3-N',3-N',3-N,3-N,7-N',7-N',7-N,7-N,8-decamethyl-5-N-[tris(dimethylamino)-λ^5-phosphanylidene]-2,4,6,8-tetraaza-3λ^5,5λ^5,7λ^5-triphosphanona-3,6-diene-3,3,5,7,7-pentamine
• IUPAC Traditional name: 5-(tert-butylimino)-2,3-N',3-N',3-N,3-N,7-N',7-N',7-N,7-N,8-decamethyl-5-N-[tris(dimethylamino)-λ^5-phosphanylidene]-2,4,6,8-tetraaza-3λ^5,5λ^5,7λ^5-triphosphanona-3,6-diene-3,3,5,7,7-pentamine
• Synonyms: 1-tert-Butyl-4,4,4-tris(dimethylamino)-2,2-bis[tris(dimethylamino)-phosphoranylidenamino]-2λ5,4λ5-catenadi(phosphazene); Phosphazene base P4-t-Bu solution; 1-叔丁基-4,4,4-三(二甲氨基)-2,2-二[三(二甲氨基)-正膦亚基氨基]-2Λ5,4Λ5-连二(磷氮基化合物); 磷腈配体 P4-叔丁基 溶液

Database IDs

• CAS Number: 111324-04-0
• MDL Number: MFCD00145114
• Beilstein Number: 5784423
• PubChem SID: 24887457; 162246774
• PubChem CID: 4339838

CALCULATED PROPERTIES

• H Acceptors: 13
• H Donor: 0
• LogD (pH = 5.5): -3.2992585
• LogD (pH = 7.4): -3.2991965
• Log P: -3.2991958
• Molar Refractivity: 183.4463 cm^3
• Polarizability: 70.719925 Å^3
• Polar Surface Area: 78.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: -14.8 °F; -26 °C
• Density: 0.90 g/mL at 20 °C

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F); Nature polluting (N)
• UN Number: 2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-34-48/20-51/53-62-65-67
• Safety Statements: 16-26-36/37/39-45-61-62
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H314-H336-H361f-H373-H411
• GHS Precautionary statements: P210-P261-P273-P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2

Product Information

• Concentration: ~1.0 M in hexane
• Empirical Formula (Hill Notation): C22H63N13P4

DETAILS

Sigma Aldrich - 79421

Caution
Product crystallizes out of solution, can be redissolved on heating to 40°C.
Other Notes
Extremely strong, hindered, neutral nitrogen base; it is about 1018 times more basic than DBU [pKa (DMSO) 30.25]. Stable to hydrolysis and unaffected by alkylating agents1,2; Base for enolate formation and stereoselective alkylation3
Packaging
1, 5 mL in glass bottle
25 mL in Sure/Seal™
Application
Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen-Bases