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Cas Database |
| Name |
2-Phenylthiophene |
EINECS | N/A |
| CAS No. | 825-55-8 | Density | 1.111 g/cm3 |
| PSA | 28.24000 | LogP | 3.41510 |
| Solubility | N/A | Melting Point |
34-36 °C(lit.) |
| Formula | C10H8S | Boiling Point | 254.578 °C at 760 mmHg |
| Molecular Weight | 160.24 | Flash Point | 77.902 °C |
| Transport Information | N/A | Appearance | light brown solid |
| Safety | 36/37 | Risk Codes | 20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
Thiophene, 2-phenyl-; |
Article Data | 496 |
2-Phenylthiophene Synthetic route
- 825-55-8
2-phenylthiophene
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In methanol; dichloromethane; water Borax buffer; | 100% |
| Conditions | Yield |
|---|---|
| With tri-tert-butyl phosphine; palladium diacetate; potassium hydroxide In tetrahydrofuran; water at 24℃; for 0.0833333h; Suzuki-Miyaura Coupling; Flow reactor; | 100% |
| With [Pd{κ2(C,C)-C6H4PPh2C(H)CO(C6H4-NO2-4)}Br(Ph-NCS)]; sodium carbonate In methanol at 85℃; for 2h; Reagent/catalyst; Suzuki-Miyaura Coupling; | 100% |
| With palladium diacetate; potassium fluoride; johnphos In tetrahydrofuran at 20℃; for 3h; Suzuki coupling; | 99% |
| Conditions | Yield |
|---|---|
| With Tedicyp; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 20h; Suzuki cross-coupling reaction; | 100% |
| With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling; | 99% |
| With caesium carbonate In water; N,N-dimethyl-formamide at 50℃; for 2h; Suzuki Coupling; | 99% |
- 3437-95-4
2-Iodothiophene
- 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
- 825-55-8
2-phenylthiophene
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol at 60℃; for 1h; Suzuki-Miyaura Coupling; | 99.8% |
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 0.0833333h; Ambient temperature; | 99% |
| With copper(l) iodide; sodium carbonate In 1,2-dimethoxyethane; water at 35℃; for 0.333333h; | 97% |
| Conditions | Yield |
|---|---|
| With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling; | 99% |
| Stage #1: thiophene boronic acid; iodobenzene With potassium phosphate In 1,2-dimethoxyethane at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere; Stage #2: In 1,2-dimethoxyethane; water at 100℃; for 10h; | 94% |
| With potassium phosphate; C24H44BClN2P2Pd In toluene at 80℃; for 1h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere; | 94% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; 4,4'-dichlorobenzophenone oxime-derived palladacycle at 120℃; under 7500.6 Torr; for 0.166667h; Hiyama coupling; microwave irradiation; | 99% |
| With potassium fluoride; propylene glycol; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In dichloromethane at 100℃; for 12h; Hiyama Coupling; Inert atmosphere; | 91% |
| With sodium hydroxide In ethanol; water at 110℃; for 0.133333h; Hiyama coupling; Microwave irradiation; | 90% |
| Conditions | Yield |
|---|---|
| With dichlorido(pyridine)[4-(4-nitrophenyl)-1,3-bis-(2,4,6-trimethylphenyl)-4,5-dihydro-3H-imidazol-2-ylidene]palladium(II); potassium carbonate In water; isopropyl alcohol at 20℃; for 6h; Suzuki-Miyaura Coupling; | 98% |
| With [PdCl{[(η5-C5H5)]Fe[(η5-C5H3)-N2C4H2-Cl]}(DCPAB)]; potassium tert-butylate at 120℃; for 12h; Suzuki coupling; | 92% |
| With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 110℃; for 24h; Suzuki-Miyaura cross-coupling; | 88% |
| Conditions | Yield |
|---|---|
| With potassium tert-butylate; C38H29ClNPPd In isopropyl alcohol at 80℃; for 2h; Reagent/catalyst; | 98% |
| With [{Pd(μ-OH)Cl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)}2]; oxygen; potassium hydroxide In ethanol at 22℃; for 24h; Suzuki-Miyaura Coupling; | 97% |
| With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; PdCl(π-allyl)(cyclohexyl-(1-methyl-2,2-diphenylcyclopropylphophine)); potassium carbonate In tetrahydrofuran; toluene at 80℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere; | 95% |
| Conditions | Yield |
|---|---|
| With tri-tert-butyl phosphine; palladium diacetate; potassium hydroxide In tetrahydrofuran; water at 24℃; for 0.0833333h; Suzuki-Miyaura Coupling; Flow reactor; | 97% |
| With caesium carbonate; copper(l) iodide; tetrabutylammomium bromide In dimethyl sulfoxide at 135 - 140℃; for 21h; Suzuki-Miyaura cross-coupling reaction; | 96% |
| With 1,4-diaza-bicyclo[2.2.2]octane; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 110℃; for 12h; Suzuki-Miyaura cross-coupling; | 95% |
2-Phenylthiophene Specification
The 2-Phenylthiophene, with the CAS registry number 825-55-8, is also known as Thiophene, 2-phenyl. It belongs to the product categories of Building Blocks; Heterocyclic Building Blocks; Thiophenes. This chemical's molecular formula is C10H8S and molecular weight is 160.24. What's more, its IUPAC name and systematic name are the same which is called 2-Phenylthiophene. Additionally, it should be preserved in refrigerator at 4 °C.
Physical properties about 2-Phenylthiophene: (1)ACD/LogP: 3.9; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.90; (4)ACD/LogD (pH 7.4): 3.90; (5)ACD/BCF (pH 5.5): 542.42; (6)ACD/BCF (pH 7.4): 542.42; (7)ACD/KOC (pH 5.5): 3153.85; (8)ACD/KOC (pH 7.4): 3153.85; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 28.24 Å2; (13)Index of Refraction: 1.598; (14)Molar Refractivity: 49.229 cm3; (15)Molar Volume: 144.198 cm3; (16)Polarizability: 19.516×10-24cm3; (17)Surface Tension: 40.51 dyne/cm; (18)Density: 1.111 g/cm3; (19)Flash Point: 77.902 °C; (20)Enthalpy of Vaporization: 47.213 kJ/mol; (21)Boiling Point: 254.578 °C at 760 mmHg; (22)Vapour Pressure: 0.027 mmHg at 25°C; (22)Melting point: 34-36 °C(lit.).
When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. The gas can not be breathed. Therefore, you should wear suitable protective clothing and gloves.
You can still convert the following datas into molecular structure:
(1) SMILES: s2c(c1ccccc1)ccc2
(2) InChI: InChI=1S/C10H8S/c1-2-5-9(6-3-1)10-7-4-8-11-10/h1-8H
(3) InChIKey: PJRGDKFLFAYRBV-UHFFFAOYSA-N
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