Tri(o-tolyl)phosphine
Product Information
Molecular Formula
C21H21P
Molecular Weight
304.37
Description
Ligand used in a ruthenium-catalyzed direct amination of alcohols.
Synonyms
tris(2-methylphenyl)phosphine; tris(2-methylphenyl)phosphane
IUPAC Name
tris(2-methylphenyl)phosphane
SMILES
CC1=CC=CC=C1P(C2=CC=CC=C2C)C3=CC=CC=C3C
InChI
InChI=1S/C21H21P/c1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3/h4-15H,1-3H3
InChI Key
COIOYMYWGDAQPM-UHFFFAOYSA-N
Melting Point
123-125 °C (lit.)
Purity
97 %
Appearance
Beige crystalline solid
LogP
4.37000
Safety Information
Precautionary Statement
P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
5.7
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
3
Exact Mass
304.138087668 g/mol
Monoisotopic Mass
304.138087668 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
287
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 |
|---|---|---|
| JP-2022037094-A | Method for producing a polyene compound having a hydroxyl group | 2021-12-14 |
| CN-114163445-A | Raatinib intermediate and preparation method thereof | 2021-12-06 |
| CN-113980044-A | Preparation method of Ir-O-P type catalyst diboronic acid/ester compound | 2021-12-03 |
| CN-113980250-A | Conjugated polymer material capable of being processed by green solvent and preparation method thereof | 2021-11-20 |
| CN-113861156-A | Near-infrared aggregation-induced emission organic fluorescent dye and preparation method and application thereof | 2021-11-01 |
| CN-113881020-A | Electrochromic material with double triphenylamine structure and preparation method and application thereof | 2021-10-29 |
| CN-114015021-A | Terminal functional side chain substituted pyrrolopyrroledione-based terpolymer and preparation method and application thereof | 2021-10-28 |
| CN-113896865-A | Naphthalimide polymer semiconductor containing dopamine-derived side chain and preparation method thereof | 2021-10-21 |
| CN-113801302-A | Non-conjugated polymer based on A-D-A' -D-A type indacenothiophene derivative unit and preparation method thereof | 2021-10-18 |
| CN-113698581-A | Benzothiadiazole polymer with perylene diimide as suspension receptor and preparation method thereof | 2021-10-13 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22829528 | 2012-09-03 | Effects of phosphorus substituents on reactions of α-alkoxyphosphonium salts with nucleophiles | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 22618248 | 2012-07-07 | Mechanochemical and solution synthesis, X-ray structure and IR and 31P solid state NMR spectroscopic studies of copper(I) thiocyanate adducts with bulky monodentate tertiary phosphine ligands | Dalton transactions (Cambridge, England : 2003) |
| 21863787 | 2011-10-07 | Palladium-catalyzed cross-coupling of sterically demanding boronic acids with α-bromocarbonyl compounds | The Journal of organic chemistry |
| 21364596 | 2011-04-01 | Synthesis and antibacterial activity of 2, 3-dehydro-3-O-(3-aryl-E-prop-2-enyl)-10, 11-anhydroclarithromycin derivatives | The Journal of antibiotics |
| 20610167 | 2010-07-01 | Imaging of I2-imidazoline receptors by small-animal PET using 2-(3-fluoro-[4-11C]tolyl)-4,5-dihydro-1H-imidazole ([11C]FTIMD) | Nuclear medicine and biology |
| 20449525 | 2010-06-14 | Remarkable effect of phosphine on the reactivity of O,P-acetal--efficient substitution reaction of O,P-acetal | Chemical communications (Cambridge, England) |
| 20023954 | 2010-01-07 | Synthesis of InP nanofibers from tri(m-tolyl)phosphine: an alternative route to metal phosphide nanostructures | Dalton transactions (Cambridge, England : 2003) |
| 17044108 | 2007-01-01 | Palladium-catalyzed intramolecular C(sp(3))--H functionalization: catalyst development and synthetic applications | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 15824787 | 2005-04-21 | Bulky triarylarsines are effective ligands for palladium catalysed Heck olefination | Dalton transactions (Cambridge, England : 2003) |
| 15631454 | 2005-01-12 | Palladium-catalyzed intramolecular coupling between aryl iodides and allyl moieties via thermal and microwave-assisted conditions | Journal of the American Chemical Society |
