CAS No.3365-85-3,4,4''-DIAMINO-P-TERPHENYL Suppliers

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Basic Information

Molecular Structure:
CAS No.:	3365-85-3
Name:	4,4''-DIAMINO-P-TERPHENYL
Article Data:	18

Formula:	C₁₈H₁₆N₂
Molecular Weight:	260.338
Synonyms:	[p-Terphenyl]-4,4''-diamine(7CI,8CI);p-Terphenyl-4',4''-diamine (6CI);1,4-Bis(4-aminophenyl)benzene;4,4'-p-Phenylenedianiline;4,4''-Diamino-p-terphenyl;4,4''-p-Terphenyldiamine;p,p''-Diamino-p-terphenyl;p-Terphenylenediamine;
EINECS:	677-188-1
Density:	1.159 g/cm³
Melting Point:	242-244 °C
Boiling Point:	484.2 °C at 760 mmHg
Flash Point:	296.3 °C
Risk Codes:	20/21/22-45
Safety:	45-53
PSA:	52.04000
LogP:	5.34740

Synthetic route

: 3282-11-9
p,p-dinitro-p-terphenyl

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine In ethanol for 6h; Inert atmosphere; Reflux;	100%
With hydrogen; palladium on activated charcoal In tetrahydrofuran for 18h;	99%
With 3% Pd/C; hydrazine In ethanol Heating;	77%

: 106-37-6
1.4-dibromobenzene

: 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 24h; Schlenk technique; Inert atmosphere; Heating;	52%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 24h; Schlenk technique; Inert atmosphere; Heating;	52%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 110℃; for 48h; Inert atmosphere;	48%

: 4612-26-4
1,4-Phenyldiboronic acid

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / K2CO3 / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 18 h / Heating 2: 99 percent / H2 / Pd/C / tetrahydrofuran / 18 h View Scheme

: 586-78-7
para-nitrophenyl bromide

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / K2CO3 / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 18 h / Heating 2: 99 percent / H2 / Pd/C / tetrahydrofuran / 18 h View Scheme

: 92-94-4
[1,1';4',1'']terphenyl

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: fuming HNO3 / acetic acid 2: SnCl2, aq. HCl View Scheme
Multi-step reaction with 2 steps 1: HNO3 / acetic acid 2: H2, Py / Raney-Ni / 100 °C / 60800 - 65360 Torr View Scheme

: 99-65-0
meta-dinitrobenzene

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide; sulfuric acid / 60 °C 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran / 48 h / Reflux; Inert atmosphere 3: palladium 10% on activated carbon; hydrazine / ethanol / 6 h / Inert atmosphere; Reflux View Scheme

: 18242-39-2
3,5-dinitrobromobenzene

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran / 48 h / Reflux; Inert atmosphere 2: palladium 10% on activated carbon; hydrazine / ethanol / 6 h / Inert atmosphere; Reflux View Scheme

: 106-40-1
4-bromo-aniline

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 12 h / 120 °C / Schlenk technique; Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; toluene / 24 h / Schlenk technique; Inert atmosphere; Heating View Scheme
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / 1,4-dioxane / 12 h / 120 °C / Schlenk technique; Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; toluene / 24 h / Schlenk technique; Inert atmosphere; Heating View Scheme

: 106-37-6
1.4-dibromobenzene

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine; potassium acetate / 1,4-dioxane / Heating 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / Heating 3: hydrazine; 3% Pd/C / ethanol / Heating View Scheme
Multi-step reaction with 3 steps 1.1: potassium acetate; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine / 1,4-dioxane / 4.33 h / 110 °C 2.1: potassium carbonate / tetrahydrofuran; water / 0.33 h / 100 °C 2.2: 5 h / 100 °C 3.1: hydrazine; 3% Pd/C / ethanol / 12 h / 100 °C View Scheme

: 99770-93-1
benzene-1,4-diboronic acid bispinacol ester

: 3365-85-3
4,4''-diamino-p-terphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / tetrahydrofuran; water / 0.33 h / 100 °C 1.2: 5 h / 100 °C 2.1: hydrazine; 3% Pd/C / ethanol / 12 h / 100 °C View Scheme

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Specification

The 4,4''-Diamino-p-terphenyl, with the CAS registry number 3365-85-3, has the systematic name of 1,1':4',1''-terphenyl-4,4''-diamine. And the molecular formula of the chemical is C₁₈H₁₆N₂.

The characteristics of this chemical are as followings: (1)ACD/LogP: 3.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.17; (4)ACD/LogD (pH 7.4): 3.22; (5)ACD/BCF (pH 5.5): 146.69; (6)ACD/BCF (pH 7.4): 164.73; (7)ACD/KOC (pH 5.5): 1196.24; (8)ACD/KOC (pH 7.4): 1343.32; (9)#H bond acceptors: 2; (10)H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 6.48 Å²; (13)Index of Refraction: 1.67; (14)Molar Refractivity: 83.9 cm³; (15)Molar Volume: 224.5 cm³; (16)Polarizability: 33.26×10^-24cm³; (17)Surface Tension: 52.9 dyne/cm; (18)Density: 1.159 g/cm³; (19)Flash Point: 296.3 °C; (20)Enthalpy of Vaporization: 74.95 kJ/mol; (21)Boiling Point: 484.2 °C at 760 mmHg; (22)Vapour Pressure: 1.57E-09 mmHg at 25°C.

You should be very cautious while dealing with this chemical. It is harmful by inhalation, in contact with skin and if swallowed, and it may cause cancer. Therefore, you had better take the following instructions: Avoid exposure - obtain special instruction before use; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: c3c(c1ccc(N)cc1)ccc(c2ccc(N)cc2)c3
(2)InChI: InChI=1/C18H16N2/c19-17-9-5-15(6-10-17)13-1-2-14(4-3-13)16-7-11-18(20)12-8-16/h1-12H,19-20H2
(3)InChIKey: QBSMHWVGUPQNJJ-UHFFFAOYAO