4-Pyridinamine,N-4-pyridinyl- supplier

Name
4,4'-DIPYRIDYLAMINE
EINECS
CAS No. 1915-42-0
Article Data10
CAS DataBase
Density 1.206 g/cm³
Solubility
Melting Point 281-282℃
Formula C₁₀H₉N₃
Boiling Point 353.7 °C at 760 mmHg
Molecular Weight 171.202
Flash Point 167.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Pyridine,4,4'-iminodi- (7CI,8CI);4,4'-Dipyridylamine;Bis(4-pyridyl)amine;Di-4-pyridinamine;Di-4-pyridylamine;NSC 15067;
PSA 37.81000
LogP 2.29320

Synthetic route

: 504-24-5
4-aminopyridine

: 1915-42-0
4,4'-dipyridylamine

Conditions

Conditions	Yield
With 3-Methylpyridine; phosphorus trichloride at 140℃; for 5h;	87%

: 7379-35-3
4-chlorpyridine hydrochloride

: 1003-40-3
4-amino-pyridine hydrochloride

: 1915-42-0
4,4'-dipyridylamine

Conditions

Conditions	Yield
at 220 - 230℃; for 3h;	44%

: 110-86-1
pyridine

: 504-24-5
4-aminopyridine

: 1915-42-0
4,4'-dipyridylamine

Conditions

Conditions	Yield
Stage #1: pyridine; 4-aminopyridine With phosphorus trichloride at 140℃; for 5h; Stage #2: With hydrogenchloride; water at 105℃; for 1h;	44%

: 504-24-5
4-aminopyridine

A: 1915-42-0
4,4'-dipyridylamine

B: tris-[4]pyridylamino-phosphine

Conditions

Conditions	Yield
With pyridine; phosphorus trichloride at 180℃;

: 1915-42-0
4,4'-dipyridylamine

Conditions

Conditions	Yield
durch trockene Destillation;

: 1915-42-0
4,4'-dipyridylamine

Conditions

Conditions	Yield
durch trockene Destillation;

: 110-86-1
pyridine

: 504-24-5
4-aminopyridine

A: 1915-42-0
4,4'-dipyridylamine

B phosphorous acid tris-<4>pyridylamide: phosphorous acid tris-<4>pyridylamide

Conditions

Conditions	Yield
With phosphorus trichloride at 180℃;

...Expand

: 504-24-5
4-aminopyridine

: 1120-87-2
4-bromopyridin

: 1915-42-0
4,4'-dipyridylamine

Conditions

Conditions	Yield
With hydrogenchloride; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 12h;

: 1915-42-0
4,4'-dipyridylamine

: 74-88-4
methyl iodide

: C12H15N3(2+)*2I(1-)

Conditions

Conditions	Yield
for 8h;	99%

: 1915-42-0
4,4'-dipyridylamine

: nickel(II) chloride hexahydrate

: 88-99-3
benzene-1,2-dicarboxylic acid

: ([Ni(di(4-pyridyl)amine)(homophtalate)]*1.33water)n

Conditions

Conditions	Yield
In water High Pressure; heating mixt. of nickel compd., dipyridylamine and phthalic acid in water at 120°C for 48 h; cooling to room temp., isolation of crystals, washing with distd. water,elem. anal.;	91%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 3-nitro-N-(pyridin-4-yl)pyridin-4-amine

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 110 - 120℃; for 1h;	90%
With sulfuric acid; nitric acid at 110 - 120℃; for 1h;	86%

: 1915-42-0
4,4'-dipyridylamine

: cobalt(II) chloride hexahydrate

: 7732-18-5
water

: 88-99-3
benzene-1,2-dicarboxylic acid

: [Co2(phthalate)2(H2O)4(4,4'-dipyridylamine)2]*H2O

Conditions

Conditions	Yield
In water High Pressure; mixt. of Co compd., dpa, and acid (1:2:1) sealed, heated at 120°Cfor 43 h; crystd., filtered off, washed (water, acetone), dried in air, elem. anal.;	89%

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: 1915-42-0
4,4'-dipyridylamine

: cadmium(II) perchlorate hydrate

: 19806-17-8
1,3-benzenediacetic acid

: 7732-18-5
water

: ([Cd(1,3-phenylenediacetate)(4,4'-dipyridilamine)(H2O)]*0.5H2O)n

Conditions

Conditions	Yield
In water High Pressure; Cd(ClO4)2*H2O, dipyridylamine and 1,3-phenylenediacetic acid were placedin H2O in teflon bomb, sealed, heated at 120°C for 48 h, slowly cooled to 25°C; crystals were isolated, washed with H2O, EtOH, acetone, dried in air, elem. anal.;	89%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 7732-18-5
water

: 7195-88-2, 39661-83-1, 40569-43-5
copper(II) malonate dihydrate

: [Cu2(malonate)2(4,4'-dipyridylamine)(water)2]*(water)

Conditions

Conditions	Yield
In ethanol; water copper malonate dihydrate dissolved in hot water; 4,4'-dipyridylamine inhot ethanol added; heated to boiling and then allowed to cool to 25.deg ree.C; standing for 2 weeks; elem. anal.;	86.3%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: copper(II) choride dihydrate

: [CuCl2(bis(4-pyridyl)amine)2]*1.5H2O

Conditions

Conditions	Yield
In methanol; water; acetonitrile CuCl2*2H2O dissolved in MeOH added to bis(4-pyridyl)amine dissolved in MeCN/H2O, stirred overnight; ppt. filtered, dried in vacuo; elem. anal.;	83%

: 110-94-1
1,5-pentanedioic acid

: 1915-42-0
4,4'-dipyridylamine

: cobalt(II) chloride hexahydrate

: 1121586-86-4
[Cu(1,5-pentanedicarboxylato)(dipyridylamine)](n)

Conditions

Conditions	Yield
In water High Pressure; placing of CoCl2*6H2O, HN(C5H4N)2 and glutaric acid into H2O in Teflon-lined Parr acid digestion bomb; sealing; heating at 120°C for 48 h; slow cooling to 25°C; crystn., washing with H2O, EtOH, and acetone and drying in air; elem. anal.;	82%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: cadmium(II) perchlorate hydrate

: 7732-18-5
water

: 88-99-3
benzene-1,2-dicarboxylic acid

: 1141016-27-4, 1163261-10-6
([Cd(homophthalate)(4,4'-dipyridilamine)]*H2O)n

Conditions

Conditions	Yield
In water High Pressure; Cd(ClO4)2*H2O, dipyridylamine and homophthalic acid were placed in H2O in teflon bomb, sealed, heated at 120°C for 48 h, slowly cooled to25°C; crystals were isolated, washed with H2O, EtOH, acetone, dried in air, elem. anal.;	82%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 1122-91-4
4-bromo-benzaldehyde

: 1456692-20-8
4-(4,4′-dipyridylamino)benzaldehyde

Conditions

Conditions	Yield
With diphenylether; 18-crown-6 ether; potassium carbonate; copper(II) sulfate at 180℃; for 48h; Ullmann Condensation; Inert atmosphere;	81%

: 1915-42-0
4,4'-dipyridylamine

: 132624-31-8
2,5-bis(4-bromophenyl)thaizolo[5,4-d]thiazole

: N,N'-(thiazolo[5,4-d]thiazole-2,5-diylbis(4,1-phenylene))bis(N-(pyridine-4-yl)pyridin-4-amine)

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate; copper(II) sulfate In diphenylether at 200℃; for 144h; Goldberg Reaction;	81%

: 1915-42-0
4,4'-dipyridylamine

: 626-39-1
1,3,5-trisbromobenzene

: C16H11Br2N3

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 2h; Reflux;	80%

: 1915-42-0
4,4'-dipyridylamine

: silver nitrate

: [Ag(bis(4-pyridyl)amine)]NO3

Conditions

Conditions	Yield
In water; acetonitrile soln. of Ag salt (1 equiv.) in NeCN was added to soln. of ligand (1 equiv.) in MeCN/H2O (3/1); stirred overnight; filtered; dried (vac.); elem. anal.;	78%
In water High Pressure; soln. of Ag salt and ligand in H2O was taken through cycles of freeze-pump-thaw and sealed; heated to 120°C for 2 d in steel blust tube; slowly cooled to room temp.;	31%
In water; acetonitrile; benzene soln. of ligand in MeCN/H2O layered with soln. of Ag salt in C6H6/MeCN was slowly diffused;

: 1915-42-0
4,4'-dipyridylamine

: cadmium(II) nitrate tetrhydrate

: 554-95-0
benzene-1,3,5-tricarboxylic acid

: 945831-55-0
Cd(H2O)(1,3,5-benzenetricarboxylate)(4,4'-dipyridylamine(1+))

Conditions

Conditions	Yield
With NaOH In water High Pressure; Cd(NO3)2*4H2O, 4,4'-dipyridylamine, 1,3,5-benzenetricarboxylic acid added to H2O, pH adjusted to 11.5 by aq. NaOH, placed in bomb, sealed, heated to 120°C for 26 h, gradually cooled to 23°C; ppt. filtered, washed with H2O and acetone, dried in air; elem. anal.;	76%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: cadmium(II) perchlorate hydrate

: 121-91-5
isophthalic acid

: 7732-18-5
water

: ([Cd(isophthalate)(4,4'-dipyridilamine)]*4H2O)n

Conditions

Conditions	Yield
In water High Pressure; Cd(ClO4)2*H2O, dipyridylamine and isophthalic acid were placed in H2O inteflon bomb, sealed, heated at 120°C for 48 h, slowly cooled to 25°C; crystals were isolated, washed with H2O, EtOH, acetone, dried in air, elem. anal.;	76%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 28320-31-2
2-bromo-9,9-dimethyl-9H-fluorene

: C25H21N3

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In toluene at 110℃; for 7h;	76%

: 1915-42-0
4,4'-dipyridylamine

: zinc(II) nitrate hexahydrate

: 7732-18-5
water

: 110-16-7
maleic acid

: [Zn2(maleate)2(4,4'-dipyridylamine)2]*5H2O

Conditions

Conditions	Yield
In water Zn(NO3)2*6H2O and maleic acid dissolved in water; soln. of 4,4'-dipyridylamine in ethanol carefully layered on top of aq. soln.; crystal formed after one wk; crystals isolated, washed with water, ethanol and acetone, dried in air;elem. anal.;	75%

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: 1915-42-0
4,4'-dipyridylamine

: 624-38-4
para-diiodobenzene

: N,N-bis(4-pyridyl)-4-iodoaniline

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate; copper(II) sulfate In diphenylether at 50 - 170℃; for 96h; Inert atmosphere;	75%
With 18-crown-6 ether; potassium carbonate; copper(II) sulfate In diphenylether at 170℃; for 96h; Inert atmosphere; Schlenk technique;

: 1915-42-0
4,4'-dipyridylamine

: 77-78-1
dimethyl sulfate

: C12H14N3(1+)*F6P(1-)

Conditions

Conditions	Yield
Stage #1: 4,4'-dipyridylamine; dimethyl sulfate In acetonitrile for 8h; Reflux; Stage #2: With potassium hexafluorophosphate In water at 20℃;	74%

: 111-16-0
heptanedioic acid

: 1915-42-0
4,4'-dipyridylamine

: nickel(II) chloride hexahydrate

: 7732-18-5
water

: 1016892-31-1
[Ni(pimelate)(4,4'-dipyridylamine)(H2O)]n

Conditions

Conditions	Yield
With NaOH In water High Pressure; equimolar Ni-compound and organic ligands added to water in autoclave; pH adjusted to 5.7 with aq. NaOH; sealed; heated to 120°C for 53 h; cooled to ambient temp.; filtrated; washed with distilled water and acetone; dried in air; elem. anal.;	73%

...Expand

: 505-48-6
octane-1,8-dioic acid

: 1915-42-0
4,4'-dipyridylamine

: copper(II) choride dihydrate

: [CuCl(suberate)0.5(4,4'-dipyridylamine)]n

Conditions

Conditions	Yield
With HCl In water High Pressure; mixt. was placed in digestion bomb, HCl was added to pH=4.7, heated at 150°C for 24 h, cooled slowly in air to 25°C; ppt. was isolated, washed with water and acetone; elem. anal.;	73%

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: 1915-42-0
4,4'-dipyridylamine

: 1174550-84-5
1-(4-bromophenyl)-2-(4-(tert-butyl)phenyl)ethane-1,2-dione

: C28H25N3O2

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate; copper(II) sulfate In Diphenylmethane at 180℃; for 48h; Ullmann Condensation; Inert atmosphere;	73%

: 1915-42-0
4,4'-dipyridylamine

: nickel(II) chloride hexahydrate

: 141-82-2
malonic acid

: ([Ni2(malonate)2(4,4'-dipyridylamine)(H2O)2]*2H2O)n

Conditions

Conditions	Yield
With sodium hydroxide In water High Pressure; NiCl2*6H2O, 4,4'-dipyridylamine, malonic acid, NaOH and water were heated at 120°C for 44 h in Teflon-lined Parr digestion bomb; react. mixt. was cooled slowly to 25°C, ppt. was washed with water, i-PrOH and acetone and dried in air; elem. anal.;	72%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 26042-63-7
silver(I) hexafluorophosphate

: 911639-41-3
[Ag(bis(4-pyridyl)amine)]PF6

Conditions

Conditions	Yield
In water; acetonitrile soln. of Ag salt (1 equiv.) in MeCN/H2O (3/1) was added to soln. of ligand (1 equiv.) in MeCN/H2O (3/1); stirred for 3 d; concd.; Et2O added; filtered; dried (vac.); elem. anal.;	71%

: 1915-42-0
4,4'-dipyridylamine

: nickel(II) nitrate hexahydrate

: 863305-32-2
diphenic acid

: 7732-18-5
water

: {[Ni(biphenyl-2,2'-dicarboxylate)(4,4'-dipyridylamine)(H2O)2]*H2O}n

Conditions

Conditions	Yield
With sodium hydroxide at 120℃; for 72h; Sealed tube; High pressure;	71%
With sodium hydroxide at 120℃; for 72h; High pressure;

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 7732-18-5
water

: potassium bis(oxalato)cuprate(II)

: [Cu(oxalate)(4,4′-dipyridylamine)(H2O)]n

Conditions

Conditions	Yield
at 100℃; for 24h; High pressure;	71%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: sodium metavanadate

: nickel(II) chloride hexahydrate

: 7732-18-5
water

: Ni(4,4'-dipyridylamine)V4O12

Conditions

Conditions	Yield
In water High Pressure; mixt. heated for 34 h at 120°C; cooled to room temp.; elem.anal.;	70%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: nickel(II) chloride hexahydrate

: molybdenum(VI) oxide

: Ni(2+)*2C10H9N3*MoO4(2-) = [Ni(C10H9N3)2(MoO4)]

Conditions

Conditions	Yield
With Et4NOH In water Parr acid digestion bomb (pH 5.5, 120°C, 72 h); elem. anal.;	70%

...Expand

: 1915-42-0
4,4'-dipyridylamine

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

: silver nitrate

: [silver(4,4'-dipyridylamine)(H2O)](2,6-naphthalenedicarboxylic acid)

Conditions

Conditions	Yield
In water at 140℃; for 72h; Autoclave; High pressure;	69%

...Expand

4-Pyridinamine,N-4-pyridinyl- Specification

The 4-Pyridinamine,N-4-pyridinyl-, with the CAS registry number 1915-42-0, is also known as Bis(4-pyridyl)amine. This chemical's molecular formula is C₁₀H₉N₃ and molecular weight is 171.1986. Its systematic name is called N-(pyridin-4-yl)pyridin-4-amine.

Physical properties of 4-Pyridinamine,N-4-pyridinyl-: (1)ACD/LogP: -0.02; (2)ACD/LogD (pH 5.5): 0.35; (3)ACD/LogD (pH 7.4): 1.86; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 14.44; (6)ACD/KOC (pH 5.5): 6.83; (7)ACD/KOC (pH 7.4): 221.9; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.65; (12)Molar Refractivity: 51.8 cm³; (13)Molar Volume: 141.9 cm³; (14)Surface Tension: 56.3 dyne/cm; (15)Density: 1.206 g/cm³; (16)Flash Point: 167.7 °C; (17)Enthalpy of Vaporization: 59.86 kJ/mol; (18)Boiling Point: 353.7 °C at 760 mmHg; (19)Vapour Pressure: 3.53E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: n1ccc(cc1)Nc2ccncc2
(2)InChI: InChI=1/C10H9N3/c1-5-11-6-2-9(1)13-10-3-7-12-8-4-10/h1-8H,(H,11,12,13)
(3)InChIKey: KDWIKPVYQSPYIX-UHFFFAOYAW

Product Name

4,4'-DIPYRIDYLAMINE

Synthetic route

4-Pyridinamine,N-4-pyridinyl- Specification

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