(2-Biphenyl)di-tert-butylphosphine

Product Information

Molecular Formula:
C20H27P
Molecular Weight:
298.40
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.
Synonyms
ditert-butyl-(2-phenylphenyl)phosphine; ditert-butyl-(2-phenylphenyl)phosphane
IUPAC Name
ditert-butyl-(2-phenylphenyl)phosphane
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
LogP
6.05780

Safety Information

Hazards
H413
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

Computed Properties

XLogP3
5.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
4
Exact Mass
298.185037859 g/mol
Monoisotopic Mass
298.185037859 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
21
Formal Charge
0
Complexity
300
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

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CN-114031643-A 5/6/6-fused tetracyclic metal platinum (II) complex phosphorescent material based on quinoline unit structure and application 2021-11-09
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CN-113816925-A A trematopsin 3 "-tert-butyl-4 '- (2-hydroxyethoxy) -4" -pyrrolidin-1-yl [1, 1'; process for preparing 3 ', 1' ] -terphenyl-4-carboxylic acid 2021-09-18
CN-113548968-A Method for synthesizing (Z) -olefin by nickel-catalyzed iron-mediated alkyne fluoroalkyl and product 2021-07-21
CN-113480416-A Preparation method of aryl ketone 2021-07-12
CN-113292532-A Polysubstituted naphthoquinone derivative and preparation method and application thereof 2021-06-25
CN-113087707-A 6/6/6-fused tetracyclic cyclometalated platinum (II) complex phosphorescent material based on aza-pyrazole-carbazole and application thereof 2021-04-09
CN-112876368-A Diphenylamine organic neutral radical electroluminescent material and preparation and application thereof 2021-02-19
CN-112939874-A Preparation method of etravirine intermediate 2021-02-03

Literatures

PMID Publication Date Title Journal
19655743 2009-09-02 Influence of biaryl phosphine structure on C-N and C-C bond formation Journal of the American Chemical Society
19128194 2009-01-15 FeCl3-catalyzed 1,2-addition reactions of aryl aldehydes with arylboronic acids Organic letters
17999525 2007-12-07 Addition of alkynes to aldehydes and activated ketones catalyzed by rhodium-phosphine complexes The Journal of organic chemistry
17031062 2006-10-01 Synthesis of gerfelin and related analogous compounds Bioscience, biotechnology, and biochemistry
16381569 2006-01-05 Rhodium-catalyzed addition of alkynes to activated ketones and aldehydes Organic letters
14759180 2004-02-11 Stereoselective palladium-catalyzed O-glycosylation using glycals Journal of the American Chemical Society
14518981 2003-10-08 Synthesis of substituted oxindoles from alpha-chloroacetanilides via palladium-catalyzed C[bond]H functionalization Journal of the American Chemical Society
12443100 2002-11-28 A mild and efficient method for the stereoselective formation of C-O bonds: palladium-catalyzed allylic etherification using zinc(II) alkoxides Organic letters
11681960 2001-11-02 Improved synthesis of aryltriethoxysilanes via palladium(0)-catalyzed silylation of aryl iodides and bromides with triethoxysilane The Journal of organic chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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