19490-90-5

Basic information

• Product Name: PYRIDINE-2-YL DIPHENYLMETHANOL
• Synonyms: PYRIDINE-2-YL DIPHENYLMETHANOL;Diphenyl(2-pyridinyl)methanol;2-(α-Hydroxybenzhydryl)pyridine;Diphenyl(2-pyridyl)methanol;α-(2-Pyridyl)benzhydrol;α-(2-Pyridyl)benzhydryl alcohol;α-(2-Pyridyl)-α-phenylbenzyl alcohol;α,α-Diphenylpyridine-2-methanol
• CAS NO: 19490-90-5
• Molecular Formula: C₁₈H₁₅NO
• Molecular Weight: 261.32
• Mol File: 19490-90-5.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 425.2 °C at 760 mmHg
• Flash Point: 210.9 °C
• Appearance: /
• Density: 1.169 g/cm³
• Vapor Pressure: 5.49E-08mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: PYRIDINE-2-YL DIPHENYLMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: PYRIDINE-2-YL DIPHENYLMETHANOL(19490-90-5)
• EPA Substance Registry System: PYRIDINE-2-YL DIPHENYLMETHANOL(19490-90-5)

Safety Data

• Hazardous Substances Data: 19490-90-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 9, p. 1161, 1972 DOI: 10.1002/jhet.5570090540

InChI:InChI=1/C18H15NO/c20-18(15-9-3-1-4-10-15,16-11-5-2-6-12-16)17-13-7-8-14-19-17/h1-14,20H

Upstream product

• 91-02-1 phenyl(pyridin-2-yl)methanone 
• 100-70-9 2-Cyanopyridine 
• 119-61-9 benzophenone 
• 464-72-2 tetraphenylethane-1,2-diol 
• 591-51-5 phenyllithium 
• 17881-49-1 (pyridine-2-carbonyloxy)trimethylsilane 
• 31796-72-2 phenyl(2-pyridinyl)methanol 
• 108-86-1 bromobenzene 
• 3678-70-4 Diphenyl-2-pyridylmethan 
• 1121-60-4 pyridine-2-carbaldehyde 
• 2459-07-6 methyl pyridine-2-carboxylate 
• 5029-67-4 2-iodopyridine 
• 2524-52-9 ethyl-2-picolinate 
• 98-98-6 2-Picolinic acid 

Downstream Products

• 33583-12-9 10-phenylpyrido[1,2-a]indole 
• 109811-50-9 2-(α-methoxy-benzhydryl)-pyridine 
• 3678-70-4 Diphenyl-2-pyridylmethan 
• 113011-96-4 2-(α-hydroxy-benzhydryl)-1-methyl-pyridinium; iodide 
• 71153-60-1 2-(1-hydroxy-1,1-diphenylmethyl)pyridine 1-oxide 

Relevant articles and documents

Hydrogen Bonding in Diphenylmethanols, RCPh2OH: Structures of Monomeric (4-Biphenyl)diphenylmethanol and Diphenyl(2-pyridyl)methanol, Dimeric 1,1,3-Triphenylpropyn-1-ol, Trimeric 2-Methyl-1,1-diphenylpropan-1-ol, Tetrameric Diphenyl(2-thienyl)methanol, Hexameric Bis(pentafluorophenyl)...

(4-Biphenyl)diphenylmethanol (1), C25H20O, orthorhombic, P212121, a = 8.3580(11), b = 13.8976(17), c = 15.5915(12) Angstroem, Z = 4, R = 0.032 for 1146 observations 3?(I)>: the structure contains isolated monomers with no hydrogen bonding.Diphenyl(2-pyridyl)methanol (2), C18H15NO, monoclinic, P21/c, a = 8.1899(8), b = 14.855(2), c = 11.6069(15) Angstroem, β = 96.344(8) deg, Z = 4, R = 0.049 for 879 observations 3?(I)>: the structure consists of isolated monomers in which the intramolecular O-H...N hydrogen-bond motif has graph set S(5). 1,1,3-Triphenylpropyn-1-ol (3), C21H16O, monoclinic, P21/c, a = 5.9794 (12), b = 9.953(3), c = 26.420(3) Angstroem, β = 91.365(12) deg, Z = 4, R = 0.039 for 971 observations 2?(I)>: the structure contains centrosymmetric dimers held together by O-H...?(arene) hydrogen bonds involving one of the phenyl groups, rather than the propargyl group. 2-Methyl-1,1-diphenylpropan-1-ol (4), C16H18O, trigonal, P31c, a = 13.9232(17), c = 12.0200(19) Angstroem, Z = 6, R = 0.031 for 763 observations 3?(I)>: the structure consists of cyclic hydrogen-bonded trimers with crystallographic threefold symmetry and disordered hydroxyl H atoms in a motif with graph set R33(6): the O...O distance in the trimers is 2.864(7) Angstroem.Diphenyl(2-thienyl)methanol (5), C17H14OS, rhombohedral, R, a = 19.20(1), c = 26.48(1) Angstroem, Z = 24; this compound is isomorphous and isostructural with triphenylmethanol, Ph3COH, and forms hydrogen-bonded tetrahedral tetramers.Bis(pentafluorophenyl)methanol (6), C13H2F10O, rhombohedral, R, a = 26.113(3), c = 9.788(3) Angstroem (at 293 K), R = 0.068 for 1214 observations 2?(I)>; a = 26.006(4), c = 9.5941(11) Angstroem (at 173 K), R = 0.072 for 1889 observations 2?(I)>, Z = 18; the structure consits of coaxial stacks of cyclic hydrogen-bonded hexamers, each of symmetry, and with a hydrogen-bond motif of graph set R66(12).Within the hexamers, the molecules are disordered over two orientations in the ratio 0.779(3):0.221(3) at 293 K and 0.776(2):0.224(2) at 173 K: the O...O distance is 2.702(4) Angstroem at 293 K and 2.683(4) Angstroem at 173 K.Diphenylmethanol (7), C13H12O, orthorhombic, P22121, a = 5.1300(10), b = 18.650(5), c = 21.168(6) Angstroem, Z = 8, R = 0.035 for 1487 observations 3?(I)>: there are two molecules in the asymmetric unit and the molecules are linked by hydrogen bonds into spiral chains having graph set C(4) and lying parallel to the a-axis; the O...O distances within the chains are 2.826(3) and 2.878(3) Angstroem.

Green synthesis method of polyaryl substituted methanol

The invention relates to a green synthesis method of polyaryl substituted methanol, in particular to a method for efficiently synthesizing polyaryl substituted methanol in a polar aprotic solvent under the condition of an oxidizing agent by taking polyaryl substituted methane as a raw material and alkali as an additive. The method provided by the invention is green and environment-friendly, avoids using expensive metal catalysts, and has the advantages of low cost, few reaction steps, short time, high yield and the like.

Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation-Deuteration of Heterobenzylic Methylenes

We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.