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
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) |
