Phenol,4,4'-(2-pyridinylmethylene)bis- supplier

Name
p,p'-(2-pyridylmethylene)bisphenol
EINECS 210-039-7
CAS No. 603-41-8
Article Data33
CAS DataBase
Density 1.244 g/cm³
Solubility
Melting Point >200°C (dec.)
Formula C₁₈H₁₅NO₂
Boiling Point 462.1 °C at 760 mmHg
Molecular Weight 277.323
Flash Point 233.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Phenol,4,4'-(2-pyridylmethylene)di- (6CI,7CI,8CI);4,4'-Dihydroxydiphenyl(2-pyridyl)methane;Bis(4-hydroxyphenyl)(2-pyridyl)methane;DDPM;Deacetylbisacodyl;La 96;4,4'-(Pyridin-2-ylmethanediyl)diphenol;
PSA 53.35000
LogP 3.67300

Synthetic route

: 3,3'-dichloro-4,4'-(pyridin-2-ylmethylene)diphenol

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With nickel aluminum; sodium hydroxide at 20℃; for 9h; Concentration;	95.7%

: 603-50-9
bisacodyl

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 20℃; for 72h;	92%
With sodium hydroxide In water; acetonitrile at 50℃; for 5h; Temperature;	10.99 g

: 78539-92-1
3-(4-methoxyphenyl)-[1,2,3]triazolo[1,5-a]pyridine

: 159191-56-7
(4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Stage #1: 3-(4-methoxyphenyl)-[l,2,3]triazolo[1,5-a]pyridine; (4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid With potassium carbonate In benzene at 20℃; for 10h; UV-irradiation; Stage #2: With hydrogen bromide; acetic acid Reflux;	80%

: 1121-60-4
pyridine-2-carbaldehyde

: 108-95-2
phenol

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃; for 3h;	71.1%
Stage #1: phenol With sulfuric acid; alpha cyclodextrin at 20℃; Large scale; Stage #2: pyridine-2-carbaldehyde Large scale;	59.4%
With sulfuric acid

: 33455-95-7
4-hydroxyphenyl(2-pyridyl) carbinol

: 108-95-2
phenol

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With phosphoric acid In water at 100℃; for 0.5h;	69%

: 85171-91-1
4,4'-(pyridin-2-ylmethylene)dianiline

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite

: 67916-54-5
di[4'',4'''-di(methoxy)phenyl](2'-pyridyl)methanol

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With hydrogen iodide
With hydrogen iodide; acetic acid at 100℃; for 6h; Reagent/catalyst; Large scale;	1.6 kg

: 94871-89-3
bis-(4-methoxy-phenyl)-[2]pyridyl-acetonitrile

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With hydrogen bromide Erwaermen des Reaktionsprodukts mit wss.Kalilauge;

: 27443-37-4
2-diethoxymethyl-pyridine

: 108-95-2
phenol

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With sulfuric acid
With sulfuric acid

: 108-95-2
phenol

sodium-salt of/the/ hydroxy-<2>pyridyl-methanesulfonic acid: sodium-salt of/the/ hydroxy-<2>pyridyl-methanesulfonic acid

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With sulfuric acid
With sulfuric acid

: 29745-44-6
pyridine-2-carbonyl chloride

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 8.4 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 56 percent / AlCl3 / 4 h / 160 °C 3: 94.5 percent / sodium borohydride / methanol / 2 h / 0 - 20 °C 4: 69 percent / H3PO4 / H2O / 0.5 h / 100 °C View Scheme

: 98-98-6
2-Picolinic acid

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: thionyl chloride / benzene / 12 h / Heating 2: 8.4 g / triethylamine / CH2Cl2 / 0 - 20 °C 3: 56 percent / AlCl3 / 4 h / 160 °C 4: 94.5 percent / sodium borohydride / methanol / 2 h / 0 - 20 °C 5: 69 percent / H3PO4 / H2O / 0.5 h / 100 °C View Scheme

: 26838-86-8
pyridine-2-carboxylic acid phenyl ester

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 56 percent / AlCl3 / 4 h / 160 °C 2: 94.5 percent / sodium borohydride / methanol / 2 h / 0 - 20 °C 3: 69 percent / H3PO4 / H2O / 0.5 h / 100 °C View Scheme

: 33077-70-2
(4-hydroxyphenyl)(pyridin-2-yl)methanone

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94.5 percent / sodium borohydride / methanol / 2 h / 0 - 20 °C 2: 69 percent / H3PO4 / H2O / 0.5 h / 100 °C View Scheme

: 1121-60-4
pyridine-2-carbaldehyde

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride 2: sulfuric acid; sodium nitrite View Scheme

: 17624-36-1
2-pyridyllithium

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / -65 - -40 °C 2: aqueous hydriodic acid View Scheme

: 90-96-0
bis(p-methoxyphenyl)methanone

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / -65 - -40 °C 2: aqueous hydriodic acid View Scheme

: 62-53-3
aniline

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride 2: sulfuric acid; sodium nitrite View Scheme

: 104-92-7
1-bromo-4-methoxy-benzene

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: magnesium / tetrahydrofuran / 1 h / 20 - 65 °C / Inert atmosphere; Large scale 1.2: 4 h / 10 - 20 °C / Inert atmosphere; Large scale 2.1: hydrogen iodide; acetic acid / 6 h / 100 °C / Large scale View Scheme

: 2524-52-9
ethyl-2-picolinate

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: magnesium / tetrahydrofuran / 1 h / 20 - 65 °C / Inert atmosphere; Large scale 1.2: 4 h / 10 - 20 °C / Inert atmosphere; Large scale 2.1: hydrogen iodide; acetic acid / 6 h / 100 °C / Large scale View Scheme

: 10040-45-6
Guttalax

A: 51264-33-6
4-((4-hydroxyphenyl)(pyridin-2-yl)methyl)phenyl hydrogen sulfate

B: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

Conditions

Conditions	Yield
With water at 40℃; for 730.5h;

: 10040-45-6
Guttalax

A: 51264-33-6
4-((4-hydroxyphenyl)(pyridin-2-yl)methyl)phenyl hydrogen sulfate

B: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

C: (hydroxy(pyridin-2-yl)methylene)bis(4,1-phenylene) bis(sulfate)

Conditions

Conditions	Yield
With water at 40℃; for 4383h; Temperature;

...Expand

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 108-24-7
acetic anhydride

: 603-50-9
bisacodyl

Conditions

Conditions	Yield
With sodium acetate at 100 - 140℃; Temperature; Large scale;	95%
With pyridine In dichloromethane at 0 - 20℃; for 2h;	88%
With sodium acetate
With pyridine
With sodium acetate

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 10040-45-6
Guttalax

Conditions

Conditions	Yield
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With pyridine; chlorosulfonic acid at 0 - 20℃; for 5h; Stage #2: With sodium hydroxide Concentration; Cooling with ice;	86.4%
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With pyridine; chlorosulfonic acid at 10 - 25℃; for 12h; Inert atmosphere; Large scale; Stage #2: With water; sodium hydroxide at 0℃; pH=11; pH-value; Inert atmosphere; Large scale;	2.1 kg

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 77544-68-4
8-tosyloxy-3,6-dioxaoctanol

: 2,2′-(((((((pyridin-2-ylmethylene)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))diethanol

Conditions

Conditions	Yield
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Stage #2: 8-tosyloxy-3,6-dioxaoctanol In N,N-dimethyl-formamide at 80℃; for 96h; Inert atmosphere;	70%

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 118591-58-5
5-tosyloxy-3-oxapentanol

: 2,2′-(((((pyridin-2-ylmethylene)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy)) diethanol

Conditions

Conditions	Yield
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Stage #2: 5-tosyloxy-3-oxapentanol In N,N-dimethyl-formamide at 80℃; for 96h; Inert atmosphere;	60%

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 77544-60-6
p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

: 2,2′-(((((((((pyridin-2-ylmethylene)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))diethanol

Conditions

Conditions	Yield
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Stage #2: p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester In N,N-dimethyl-formamide at 80℃; for 96h; Inert atmosphere;	50%

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 540-51-2
2-bromoethanol

A: 2,2′-(((pyridin-2-ylmethylene)bis(4,1-phenylene))bis(oxy))diethanol

B: 4-((4-(2-hydroxyethoxy)phenyl)(pyridin-2-yl)methyl)phenol

Conditions

Conditions	Yield
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromoethanol With potassium iodide In N,N-dimethyl-formamide at 80℃; for 96h; Inert atmosphere;	A 15% B 50%

...Expand

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 155130-15-7
2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

: 14,14′-(((pyridin-2-ylmethylene)bis(4,1-phenylene))bis(oxy))bis(3,6,9,12-tetraoxatetradecan-1-ol)

Conditions

Conditions	Yield
Stage #1: 4,4'-(2-pyridylmethylene)diphenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Stage #2: 2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate In N,N-dimethyl-formamide at 80℃; for 96h; Inert atmosphere;	45%

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 77-78-1
dimethyl sulfate

: 2-(4,4'-dihydroxy-benzhydryl)-1-methyl-pyridinium; methyl sulfate

Conditions

Conditions	Yield
With tetrahydrofuran

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 2-(4,4'-dihydroxy-benzhydryl)-piperidine

Conditions

Conditions	Yield
With acetic acid; platinum at 40℃; Hydrogenation;
With ethanol; nickel at 100℃; under 73550.8 Torr; Hydrogenation;

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: 106-95-6
allyl bromide

: C24H23NO2

Conditions

Conditions	Yield
With potassium carbonate In acetone

: 603-41-8
4,4'-(2-pyridylmethylene)diphenol

: C24H23NO2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / acetone 2: BCl3 / CH2Cl2 View Scheme

Phenol,4,4'-(2-pyridinylmethylene)bis- Specification

The Phenol,4,4'-(2-pyridinylmethylene)bis-, with the CAS registry number 603-41-8, is also known as Bis(4-hydroxyphenyl)(2-pyridyl)methane. This chemical's molecular formula is C₁₈H₁₅NO₂ and molecular weight is 277.32. What's more, its systematic name is 4,4'-(Pyridin-2-ylmethanediyl)diphenol and its EINECS number is 210-039-7. Besides, it belongs to the product categories of Aromatics; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals.

Physical properties of Phenol,4,4'-(2-pyridinylmethylene)bis- are: (1)ACD/LogP: 2.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.65; (4)ACD/LogD (pH 7.4): 2.72; (5)ACD/BCF (pH 5.5): 58.33; (6)ACD/BCF (pH 7.4): 68.37; (7)ACD/KOC (pH 5.5): 608.86; (8)ACD/KOC (pH 7.4): 713.63; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 31.35 Å²; (13)Index of Refraction: 1.655; (14)Molar Refractivity: 81.82 cm³; (15)Molar Volume: 222.7 cm³; (16)Polarizability: 32.43×10^-24cm³; (17)Surface Tension: 58.2 dyne/cm; (18)Density: 1.244 g/cm³; (19)Flash Point: 233.3 °C; (20)Enthalpy of Vaporization: 75.08 kJ/mol; (21)Boiling Point: 462.1 °C at 760 mmHg; (22)Vapour Pressure: 3.68E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccc(cc1)C(c2ccc(O)cc2)c3ncccc3
(2)InChI: InChI=1/C18H15NO2/c20-15-8-4-13(5-9-15)18(17-3-1-2-12-19-17)14-6-10-16(21)11-7-14/h1-12,18,20-21H
(3)InChIKey: LJROKJGQSPMTKB-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	8550 mg/kg (8550 mg/kg)	BEHAVIORAL: FOOD INTAKE (ANIMAL) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Nara Igaku Zasshi. Journal of the Nara Medical Association. Vol. 28, Pg. 258, 1977.

Product Name

p,p'-(2-pyridylmethylene)bisphenol

Synthetic route

Phenol,4,4'-(2-pyridinylmethylene)bis- Specification

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