λ1-copper(1+) ion bis(triphenylphosphane) boranuide

• ChemBase ID: 147945
• Molecular Formular: C36H33BCuP2
• Molecular Mass: 601.951742
• Monoisotopic Mass: 601.14465222
• SMILES: [BH3-].c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.[Cu+]
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.[BH3-].[Cu+]
• InChI: InChI=1S/2C18H15P.BH4.Cu/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h2*1-15H;1H4;/q;;-1;+1
• InChIKey: YVXRFTLDBYUBGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^1-copper(1+) ion bis(triphenylphosphane) boranuide
• IUPAC Traditional name: λ^1-copper(1+) ion bis(triphenylphosphine) boranuide
• Synonyms: Bis(triphenylphosphine)copper(I) borohydride; Bis(triphenylphosphine)copper(I) tetrahydridoborate; Tetrahydridoboratobis(triphenylphosphine)copper(I); 双(三苯基膦)硼氢化铜(I)

Database IDs

• CAS Number: 16903-61-0; 34010-85-0
• EC Number: 251-792-1; 240-951-0
• MDL Number: MFCD00013219
• PubChem SID: 24853327; 162242126
• PubChem CID: 10908163

CALCULATED PROPERTIES

• Molar Refractivity: 81.6229 cm^3
• Polarizability: 32.34495 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066

PROPERTIES

Physical Property

• Melting Point: 164 °C (dec.)(lit.); ca 175°C dec.

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: UN2813
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: III
• Risk Statements: 15-36/37/38
• Safety Statements: 8-26-37-43
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Hazard statements: H261-H315-H319-H335
• GHS Precautionary statements: P231+P232-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Linear Formula: [(C6H5)3P]2CuBH4

DETAILS

Sigma Aldrich - 222364

Packaging
5 g in glass bottle
Application

• Reducing agent for reductive amination reactions1

REFERENCES

• Specific reagent for reduction of acid chlorides to aldehydes: Tetrahedron Lett., 1437 (1978); 975 (1979). Also reduces sulfonylhydrazones to alkanes: Tetrahedron Lett., 4031 (1980), and aryl azides to amines: J. Chem. Res. (Synop.), 17 (1981).
• In the presence of Lewis acids or HCl, reduces carbonyl compounds with good stereo- and chemo-selectivity, e.g. aldehydes in the presence of ketones: Tetrahedron Lett., 22, 675 (1981).