[bis(benzyloxy)phosphanyl]bis(propan-2-yl)amine

• ChemBase ID: 90442
• Molecular Formular: C20H28NO2P
• Molecular Mass: 345.415581
• Monoisotopic Mass: 345.18576577
• SMILES: P(N(C(C)C)C(C)C)(OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: CC(N(P(OCc1ccccc1)OCc1ccccc1)C(C)C)C
• InChI: InChI=1S/C20H28NO2P/c1-17(2)21(18(3)4)24(22-15-19-11-7-5-8-12-19)23-16-20-13-9-6-10-14-20/h5-14,17-18H,15-16H2,1-4H3
• InChIKey: ANPWLBTUUNFQIO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [bis(benzyloxy)phosphanyl]bis(propan-2-yl)amine
• IUPAC Traditional name: [bis(benzyloxy)phosphanyl]diisopropylamine
• Synonyms: Dibenzyl N,N-diisopropylphosphoramidite, tech 90%; N,N-Bis(1-methylethyl)phosphoramidous Acid Bis(phenylmethyl) Ester; Bis(benzyloxy)(diisopropylamino)phosphine; Dibenzyl Diisopropylphosphoramidite; Dibenzyl N,N-Diisopropylphosphoramidite, Technical grade; Dibenzyl N,N-diisopropylphosphoramidite; Dibenzyl diisopropylphosphoramidite; 二苄基 N,N-二异丙基亚磷酰胺; 二苄基二异丙基胺基膦

Database IDs

• CAS Number: 108549-23-1
• MDL Number: MFCD00191988
• Beilstein Number: 3616864
• PubChem SID: 162077250; 24866075
• PubChem CID: 196621

CALCULATED PROPERTIES

• LogD (pH = 5.5): 2.6437905
• LogD (pH = 7.4): 4.265464
• Log P: 5.5668
• Molar Refractivity: 102.3832 cm^3
• Polarizability: 40.297047 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false
• H Acceptors: 3
• H Donor: 0

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Clear Colourless Liquid
• Boiling Point: 130 °C/0.55 mmHg(lit.); 130°C/0.55mm
• Flash Point: 156.2 °F; 69 °C; 69°C(156°F)
• Density: 1.028 g/mL at 25 °C(lit.); 1.030
• Refractive Index: n20/D 1.535(lit.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Irritant; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (CHN); 90%; 95%
• Grade: purum; technical grade
• Linear Formula: [(CH3)2CH]2NP(OCH2C6H5)2

DETAILS

Sigma Aldrich - 416436

Application
Agent for nucleotide coupling/synthesis.1,2
Packaging
5, 25 mL in glass bottle

Sigma Aldrich - 33735

Other Notes
Phosphitylating agent used in the synthesis of benzyl esters of inositol phosphates from inositols1,2

Toronto Research Chemicals - D417500

A versatile phosphitylating agent.

REFERENCES

• Perich, J.W., et al.: Synthesis, 142 (1988)
• Phosphitylating agent which reacts with an alcohol under mild conditions. Subsequent oxidation, e.g. with hydrogen peroxide, followed by hydrogenolysis of the benzyl groups, affords the alkyl phosphate: Tetrahedron Lett., 29, 979 (1988).