3-({bis[bis(propan-2-yl)amino]phosphanyl}oxy)propanenitrile

• ChemBase ID: 89774
• Molecular Formular: C15H32N3OP
• Molecular Mass: 301.407841
• Monoisotopic Mass: 301.22829929
• SMILES: P(OCCC#N)(N(C(C)C)C(C)C)N(C(C)C)C(C)C
• Canonical SMILES: CC(N(P(N(C(C)C)C(C)C)OCCC#N)C(C)C)C
• InChI: InChI=1S/C15H32N3OP/c1-12(2)17(13(3)4)20(19-11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3
• InChIKey: RKVHNYJPIXOHRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({bis[bis(propan-2-yl)amino]phosphanyl}oxy)propanenitrile
• IUPAC Traditional name: 3-{[bis(diisopropylamino)phosphanyl]oxy}propanenitrile
• Synonyms: N,N,N’,N’-Tetrakis(1-methylethyl)phosphorodiamidous Acid 2-Cyanoethyl Ester; 2-Cyanoethoxybis(N,N-diisopropylamino)phosphine; 2-Cyanoethyl Tetraisopropylphosphorodiamidite; 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphoramidite; 3-((Bis(diisopropylamino)phosphino)oxy)propanenitrile; 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite; Bis(diisopropylamino)(2-cyanoethoxy)phosphine; 2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite; 双(二异丙基氨基)(2-氰乙氧基)膦; 2-氰乙基N,N,N′,N′-四异丙基亚磷酰二胺

Database IDs

• CAS Number: 102691-36-1
• MDL Number: MFCD00012213
• Beilstein Number: 3590103
• PubChem SID: 162076630; 24858468
• PubChem CID: 128153

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.4749086
• LogD (pH = 7.4): 1.5159053
• Log P: 2.6819
• Molar Refractivity: 88.1026 cm^3
• Polarizability: 34.66345 Å^3
• Polar Surface Area: 39.5 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Benzene
• Apperance: Colorless Oil
• Boiling Point: 100 °C/0.5 mmHg(lit.); 100°C; 100°C/0.5mm
• Flash Point: 140 °F; 60 °C; 60°C
• Density: 0.949; 0.949 g/mL at 25 °C(lit.)
• Refractive Index: 1.4700; n20/D 1.470; n20/D 1.470(lit.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Flammable/Store under inert gas/Store at -20°C
• European Hazard Symbols: Explosive (E); Irritant (Xi)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 5-6-36/37/38
• Safety Statements: 3-26-36
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H261-H315-H319-H335
• GHS Precautionary statements: P231 + P232-P261-P305 + P351 + P338-P422
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.0% (31P-NMR); 95+%; 97%
• Grade: purum
• Linear Formula: {[(CH3)2CH]2N}2POCH2CH2CN

DETAILS

Sigma Aldrich - 305995

Application
Reagent for synthesizing phosphitylated nucleotides.1
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 28314

Other Notes
Phosphitylation reagent used in nucleotide synthesis by the phosphite method 1,2; Phosphitylation of other compounds3