666857-23-4

Basic information

• Product Name: phenylphosphine borane
• Synonyms: phenylphosphine borane
• CAS NO: 666857-23-4
• Molecular Weight: 121.914
• Mol File: 666857-23-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenylphosphine borane(CAS DataBase Reference)
• NIST Chemistry Reference: phenylphosphine borane(666857-23-4)
• EPA Substance Registry System: phenylphosphine borane(666857-23-4)

Safety Data

• Hazardous Substances Data: 666857-23-4(Hazardous Substances Data)

Upstream product

• 534569-06-7 C₆H₅P(H)(B(C₆F₅)3)BH₂S(CH₃)2 
• 534569-07-8 H₂P(B(C₆F₅)3)BH₂S(CH₃)2 
• 666857-16-5 (methyl)2NHBH₂PH(phenyl)BH₃ 
• 6996-29-8 phenylphosphine-borane 

Downstream Products

• 1304103-46-5 Synthesis of 2,3-bis(phenylphosphino)quinoxaline 
• 34478-62-1 1,2-diphenyldiphosphane 
• 638-21-1 phenylphosphane 

Relevant articles and documents

Linear Hybrid Aminoborane/Phosphinoborane Chains: Synthesis, Proton-Hydride Interactions, and Thermolysis Behavior

The reaction of the lithiated phosphine-borane adducts Li[PPhR· BH3] or Li[CH2-PR2·BH3] with Me2NH·BH2Cl afforded the hybrid linear species Me2NH-BH2-PPhR-BH3 (1, R = Ph; 2, R = H) or Me2NH-BH2-CH2-PR2-BH3 (3, R = Ph; 4, R = Me). Single-crystal X-ray diffraction studies on 1 and 3, the first for linear hybrid aminoborane/phosphinoborane adducts, confirmed the expected four-coordinate N-B-P-B and N-B-C-P-B frameworks. In addition, interactions between the protic N-H and hydridic B-H hydrogen atoms resulted in short intermolecular H?H contacts for 1, whereas 3 was found to possess an exceptionally short intramolecular H?H distance of 1.95 A?. Solution and solid state infrared studies on 3 and 4 also suggest that these dihydrogen interactions were maintained even in dilute solution. Hydrogen bond strengths in the range of 7.9 to 10.9 kJ mol-1 indicate the presence of a relatively weak interaction. The thermal and catalytic dehydrocoupling reactivities of 1-4 were also investigated. Chain cleavage reactions were observed for 1 and 2 upon thermolysis at 130 °C to afford species such as Me2NH·BH3, [Me2N-BH2] 2, PhPRH·BH3 (R = Ph, H), PhPRH (R = Ph, H), Ph2PH-BH2-PPh2-BH3, and also the low molecular weight polyphosphinoborane [PhPH-BH2]n (Mw ～ 5000). Similar products were observed for the attempted catalytic dehydrocoupling reactions but under milder reaction conditions (50 °C). Thermolysis of 3 at 130 °C yielded the six-membered ring [BH 2-CH2-PPh2]2 (5), which presumably results from the dissociation of Me2NH·BH3 from 3. Thermolysis of 4 at 90 °C afforded Me2NH·BH3 and Me3P·BH3, in addition to a product tentatively assigned as [BH2-CH2-PMe2]2 (6).

Rhodium-catalyzed formation of phosphorus-boron bonds: Synthesis of the first high molecular weight poly(phosphinoborane)

An inorganic analogue of polystyrene, poly(phenylphosphinoborane) represents the first high molecular weight, well-characterized polymer with a backbone of alternating phosphorus and boron atoms. It is accessible by metal-catalyzed 'dehydrocoupling' of a