(2-Biphenyl)di-tert-butylphosphine - CAS 224311-51-7
Catalog: |
BB017605 |
Product Name: |
(2-Biphenyl)di-tert-butylphosphine |
CAS: |
224311-51-7 |
Synonyms: |
ditert-butyl-(2-phenylphenyl)phosphine; ditert-butyl-(2-phenylphenyl)phosphane |
IUPAC Name: | ditert-butyl-(2-phenylphenyl)phosphane |
Description: | JohnPhos, a bulky phosphine ligand, was employed as catalyst in the following studies: Hydrophenoxylation of unactivated internal alkynes; Microwave-mediated Suzuki-Miyaura cross-coupling of benzylic bromides; Pharmaceutical synthesis of novel imidazo[1,2-a]pyridines, having potent activity against the herpes virus.; Barluenga's coupling of vinyl bromides with hydrazines; Pd-catalyzed 2,3-diarylation of α,α-disubstituted-3-thiophenemethanols, via cleavage of C-H and C-C bonds. Ligand utilized in amination of aryl halides and aryl triflates.Catalyst for: Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides; Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas; Regioselective arylation of olefins with aryl chlorides; Cross-coupling reaction for the synthesis of polyunsaturated macrolactones; Regioselective O-alkylation reactions; Sonogashira-type cross coupling. |
Molecular Weight: | 298.40 |
Molecular Formula: | C20H27P |
Canonical SMILES: | CC(C)(C)P(C1=CC=CC=C1C2=CC=CC=C2)C(C)(C)C |
InChI: | InChI=1S/C20H27P/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16/h7-15H,1-6H3 |
InChI Key: | CNXMDTWQWLGCPE-UHFFFAOYSA-N |
Boiling Point: | 405.5 °C at 760 mmHg |
Melting Point: | 86-88 °C (lit.) |
Flash Point: | Not applicable |
Purity: | 97 % |
Density: | 1 g/cm3 |
MDL: | MFCD01862440 |
LogP: | 6.05780 |
GHS Hazard Statement: | H315 (17.39%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
WO-2021121396-A1 | Tricyclic compound that acts as plasma kallikrein inhibitor and use thereof | 20191220 |
WO-2021127499-A1 | Protein tyrosine phosphatase inhibitors and methods of use thereof | 20191218 |
WO-2021118887-A1 | Cgrp antigonists useful as tracer compounds for positron emission tomography | 20191212 |
WO-2021106230-A1 | Novel phenol compound or salt thereof | 20191129 |
WO-2021105115-A1 | Substituted aminoquinolones as dgkalpha inhibitors for immune activation | 20191128 |
PMID | Publication Date | Title | Journal |
20000354 | 20100113 | [Ir(COD)Cl]2 as a catalyst precursor for the intramolecular hydroamination of unactivated alkenes with primary amines and secondary alkyl- or arylamines: a combined catalytic, mechanistic, and computational investigation | Journal of the American Chemical Society |
19655743 | 20090902 | Influence of biaryl phosphine structure on C-N and C-C bond formation | Journal of the American Chemical Society |
19624105 | 20090820 | Highly efficient borylation Suzuki coupling process for 4-bromo-2-ketothiazoles: straightforward access to micrococcinate and saramycetate esters | Organic letters |
19194577 | 20090221 | Direct palladium-catalyzed alkenylation, benzylation and alkylation of ethyl oxazole-4-carboxylate with alkenyl-, benzyl- and alkyl halides | Organic & biomolecular chemistry |
19128194 | 20090115 | FeCl3-catalyzed 1,2-addition reactions of aryl aldehydes with arylboronic acids | Organic letters |
Complexity: | 300 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 298.185037859 |
Formal Charge: | 0 |
Heavy Atom Count: | 21 |
Hydrogen Bond Acceptor Count: | 0 |
Hydrogen Bond Donor Count: | 0 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 298.185037859 |
Rotatable Bond Count: | 4 |
Topological Polar Surface Area: | 0 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 5.1 |
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