2-(Diphenylphosphino)benzoic Acid

Product Information

Molecular Formula:
C19H15O2P
Molecular Weight:
306.30
Description
2-(Diphenylphosphino)benzoic Acid (CAS# 17261-28-8) is used in small molecule control of protein function through staudinger reduction.
Synonyms
2-diphenylphosphinobenzoic acid; 2-diphenylphosphanylbenzoic acid
IUPAC Name
2-diphenylphosphanylbenzoic acid
Canonical SMILES
C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C(=O)O
InChI
InChI=1S/C19H15O2P/c20-19(21)17-13-7-8-14-18(17)22(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H,(H,20,21)
InChI Key
UYRPRYSDOVYCOU-UHFFFAOYSA-N
Boiling Point
451 °C at 760 mmHg
Melting Point
174-181 °C (lit.)
Flash Point
Not applicable
Purity
97 %
Appearance
Light orange to yellow to green powder to crystal
LogP
3.14300

Safety Information

Hazards
H315 H319 H332 H335
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning

Computed Properties

XLogP3
4.1
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
4
Exact Mass
306.08096671 g/mol
Monoisotopic Mass
306.08096671 g/mol
Topological Polar Surface Area
37.3Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
340
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

Publication Number Title Priority Date
CN-114085200-A Method for preparing 2, 5-furandicarboxylic acid by using 2-furancarboxylic acid as raw material through one-pot method 2021-11-15
CN-114031494-A Method for preparing carboxylic acid by catalyzing reaction of unsaturated hydrocarbon and formic acid by using catalyst containing noble metal compound 2021-11-01
CN-113527295-A Preparation method and application of chiral 3, 6-diazabicyclo [3.2.1] octane derivative 2021-04-09
CN-113101365-A Photodynamic nano platform with mitochondrion targeting characteristic and preparation method and application thereof 2021-03-29
CN-113105392-A Chiral 2-imidazoline aniline compound and preparation method and application thereof 2021-03-02
CN-112538092-A Preparation method of chiral Trost ligand 2021-02-19
CN-112538092-B Preparation method of chiral Trost ligand 2021-02-19
CN-113150217-A Strippable dirt removing film and preparation method thereof 2021-01-29
CN-112047979-A Fluorescent probe Mito-HNO, preparation method thereof and application thereof in detection of HNO in mitochondria 2020-09-10
CN-111790439-A Chiral secondary amine diphenylphosphine arylformamide bifunctional catalyst and preparation method and application thereof 2020-07-29

Literatures

PMID Publication Date Title Journal
21887831 2011-10-10 Stereoselective synthesis of trisubstituted olefins by a directed allylic substitution strategy Chemistry (Weinheim an der Bergstrasse, Germany)
21898610 2011-10-10 Stereoselective and diversity-oriented synthesis of trisubstituted allylic alcohols and amines Chemistry (Weinheim an der Bergstrasse, Germany)
17963482 2007-10-26 Electronic differentiation competes with transition state sensitivity in palladium-catalyzed allylic substitutions Beilstein journal of organic chemistry
17299645 2007-01-21 Ruthenium-catalysed linear-selective allylic alkylation of allyl acetates Chemical communications (Cambridge, England)
17042475 2006-10-01 Predicting the stereochemistry of diphenylphosphino benzoic acid (DPPBA)-based palladium-catalyzed asymmetric allylic alkylation reactions: a working model Accounts of chemical research
15664802 2005-02-01 Hybridization dependent cleavage of internally modified disulfide-peptide nucleic acids Bioorganic & medicinal chemistry letters
15514771 2004-09-07 Synthesis, characterization and antioxidant activity of new copper(I) complexes of scorpionate and water soluble phosphane ligands Dalton transactions (Cambridge, England : 2003)
14575468 2003-10-31 Heterodimerization of olefins. 1. Hydrovinylation reactions of olefins that are amenable to asymmetric catalysis The Journal of organic chemistry
14505403 2003-10-01 Dynamic kinetic asymmetric cycloadditions of isocyanates to vinylaziridines Journal of the American Chemical Society
12203315 2002-08-02 New diphosphine ligands containing ethyleneglycol and amino alcohol spacers for the rhodium-catalyzed carbonylation of methanol Chemistry (Weinheim an der Bergstrasse, Germany)
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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