1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3,2λ5-diazaphospholidin-2-one

• ChemBase ID: 142544
• Molecular Formular: C26H39N2OP
• Molecular Mass: 426.574421
• Monoisotopic Mass: 426.28000051
• SMILES: CC(C)c1cccc(c1N1CCN(P1=O)c1c(cccc1C(C)C)C(C)C)C(C)C
• Canonical SMILES: CC(c1cccc(c1N1CCN(P1=O)c1c(cccc1C(C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C26H39N2OP/c1-17(2)21-11-9-12-22(18(3)4)25(21)27-15-16-28(30(27)29)26-23(19(5)6)13-10-14-24(26)20(7)8/h9-14,17-20,30H,15-16H2,1-8H3
• InChIKey: SQYNIVDXVZPMLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3,2λ^5-diazaphospholidin-2-one
• IUPAC Traditional name: 1,3-bis(2,6-diisopropylphenyl)-1,3,2λ^5-diazaphospholidin-2-one
• Synonyms: 1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1,3,2-diazaphospholidine 2-oxide; 1,3-Bis-(2,6-diisopropylphenyl)-[1,3,2]diazaphospholidine 2-oxide; 1,3-双-(2,6-二异丙基苯基)-[1,3,2]二氮杂磷啶 2-氧化物

Database IDs

• CAS Number: 854929-36-5
• MDL Number: MFCD14708169
• PubChem SID: 162236772
• PubChem CID: 12183214

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.1603413
• LogD (pH = 7.4): 7.160597
• Log P: 7.1606
• Molar Refractivity: 129.5791 cm^3
• Polarizability: 50.209965 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 205-210 °C

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C26H39N2OP

DETAILS

Sigma Aldrich - 708275

Application
Ligand used with ruthenium for dehydrative direct arylation of arenes with phenols2
Reactnat for synthesis of air-stable palladium HASPO complexes1Catalyst for:
• Dehydrative direct arylations of arenes2
• Aryl-(hetero)aryl coupling by activation of C-Cl and C-F bonds3
Packaging
1 g in glass bottle
250 mg in glass bottle