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Cas Database |
| Name |
4,4''-Diamino-p-terphenyl |
EINECS | 677-188-1 |
| CAS No. | 3365-85-3 | Density | 1.159 g/cm3 |
| PSA | 52.04000 | LogP | 5.34740 |
| Solubility | N/A | Melting Point |
242-244 °C |
| Formula | C18H16N2 | Boiling Point | 484.2 °C at 760 mmHg |
| Molecular Weight | 260.338 | Flash Point | 296.3 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 45-53 | Risk Codes | 20/21/22-45 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 18 |
4,4''-Diamino-p-terphenyl Synthetic route
| 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 | 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% |
| 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 |
| 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 |
| 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 |
| 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 | 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 |
| 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 |
| 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 | 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 |
4,4''-Diamino-p-terphenyl 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
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