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58861-48-6

Basic Information
CAS No.: 58861-48-6
Name: Thiophene,2-(4-fluorophenyl)-
Article Data: 53
Cas Database
Molecular Structure:
Molecular Structure of 58861-48-6 (Thiophene,2-(4-fluorophenyl)-)
Formula: C10H7FS
Molecular Weight: 178.23
Synonyms: 2-(4-Fluorophenyl)thiophene;
EINECS: 611-756-1
Density: 1.201 g/cm3
Melting Point: 51.0 to 55.0 °C
Boiling Point: 252.316 °C at 760 mmHg
Flash Point: 106.397 °C
Solubility: N/A
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: N/A
Safety:
Transport Information: N/A
PSA: 28.24000
LogP: 3.55420
Synthetic route
1003-09-4

2-bromothiophene

1765-93-1

4-fluoroboronic acid

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With Tedicyp; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 20h; Suzuki cross-coupling reaction;95%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 15h; Inert atmosphere;85%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 25 - 75℃; Inert atmosphere;82.5%
1003-09-4

2-bromothiophene

352-13-6

4-flourophenylmagnesium bromide

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
Stage #1: 2-bromothiophene With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 2℃; for 0.666667h;
Stage #2: 4-flourophenylmagnesium bromide In tetrahydrofuran at 10 - 23℃; for 1.66667h;
Stage #3: With acetic acid In tetrahydrofuran; water at 7℃; for 0.75h;
95%
Stage #1: 2-bromothiophene; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In tetrahydrofuran at 50℃; for 0.0833333h; Inert atmosphere;
Stage #2: 4-flourophenylmagnesium bromide In tetrahydrofuran at 60℃; for 7h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 30℃; Cooling with ice;
3437-95-4

2-Iodothiophene

1765-93-1

4-fluoroboronic acid

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 100℃; under 2585.81 Torr; for 0.333333h; Suzuki reaction; Microwave irradiation;94%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In Dimethyl ether; water at 100℃; for 0.5h; Microwave irradiation;86.1%
With potassium carbonate; Pd-N-heterocyclic carbene-organic silica In water; N,N-dimethyl-formamide at 100℃; for 0.16h; Suzuki reaction; microwave irradiation;91 % Chromat.
6165-68-0

thiophene boronic acid

460-00-4

1-Bromo-4-fluorobenzene

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In ethanol; water at 90℃; Inert atmosphere;92%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In toluene at 90℃; for 0.5h; Schlenk technique; Inert atmosphere;92%
With C33H48Cl2N4O9Pd; oxygen; potassium carbonate In water at 80℃; Suzuki-Miyaura Coupling;85%
Stage #1: thiophene boronic acid; 1-Bromo-4-fluorobenzene With sodium carbonate In water; N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 85℃; for 3.03333h; Inert atmosphere;
82%
1003-09-4

2-bromothiophene

460-00-4

1-Bromo-4-fluorobenzene

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-fluorobenzene With iodine; magnesium In tetrahydrofuran at 36 - 40℃; for 4h; Inert atmosphere;
Stage #2: 2-bromothiophene With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 20 - 25℃; for 5h; Temperature; Solvent; Inert atmosphere;
91.3%
Stage #1: 2-bromothiophene With magnesium In tetrahydrofuran at 30 - 45℃; Inert atmosphere;
Stage #2: 1-Bromo-4-fluorobenzene With tetrakis(triphenylphosphine)nickel(0) In tetrahydrofuran at 60 - 80℃; for 6h; Inert atmosphere;
Stage #3: With sulfuric acid In tetrahydrofuran; water at 40 - 60℃; pH=2.2; Reagent/catalyst;
87.6%
Stage #1: 2-bromothiophene With magnesium In tetrahydrofuran at 30 - 45℃; for 2h; Inert atmosphere; Sealed tube;
Stage #2: 1-Bromo-4-fluorobenzene With tetrakis(triphenylphosphine)nickel(0) In tetrahydrofuran at 60 - 80℃; for 6h; Kumada Cross-Coupling; Inert atmosphere;
Stage #3: With water at 40 - 60℃; Reagent/catalyst;
87.6%
Stage #1: 1-Bromo-4-fluorobenzene With magnesium In tetrahydrofuran; ethylene dibromide for 1.5h; Inert atmosphere;
Stage #2: 2-bromothiophene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 10 - 75℃; for 0.5h;
75%
Stage #1: 1-Bromo-4-fluorobenzene With magnesium In 2-Me-THF Reflux; Inert atmosphere;
Stage #2: 2-bromothiophene; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In 2-Me-THF at 2 - 22℃; Inert atmosphere;
Stage #3: With acetic acid In 2-Me-THF; water for 0.25h; Inert atmosphere;
96-43-5

2-thienyl chloride

1765-93-1

4-fluoroboronic acid

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate; C31H41P; palladium diacetate In tetrahydrofuran at 110℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere;91%
With C27H39Br2N3Pd; potassium hydroxide In isopropyl alcohol at 82℃; for 0.166667h; Suzuki-Miyaura Coupling;87%
517867-11-7

1-ethoxythiocarbonylsulfanyl-4-(4-fluorophenyl)-4-oxobutyl 2,2-dimethylpropionate

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With acetic acid; potassium iodide at 110℃; for 0.0833333h; Microwave irradiation;88%
Multi-step reaction with 2 steps
1: titanium tetrachloride / dichloromethane / 0 - 20 °C / Inert atmosphere
2: silica gel / neat (no solvent) / 215 °C / Inert atmosphere
View Scheme
352-34-1

4-fluoro-1-iodobenzene

triethyl(thiophen-2-yl)germane

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); silver tetrafluoroborate In N,N-dimethyl-formamide at 80℃; for 16h; chemoselective reaction;88%
1003-09-4

2-bromothiophene

214360-58-4

2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In Dimethyl ether; water at 70 - 75℃;87%
6165-68-0

thiophene boronic acid

352-34-1

4-fluoro-1-iodobenzene

58861-48-6

2-(4-fluorophenyl)thiophene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; N,N-dimethyl-formamide at 85℃; Inert atmosphere;86%
With tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 85℃; Inert atmosphere;86%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; N,N-dimethyl-formamide at 85℃; for 3h;86%
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Specification

The 2-(4-Fluorophenyl)thiophene with the CAS number 58861-48-6 is also called Thiophene,2-(4-fluorophenyl)-. Its molecular formula is C10H7FS. This chemical is a kind of organics. It should be stored in dry and cool environment.

The properties of the 2-(4-Fluorophenyl)thiophene are: (1)ACD/LogP: 3.83; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4; (4)ACD/LogD (pH 7.4): 4; (5)ACD/BCF (pH 5.5): 391; (6)ACD/BCF (pH 7.4): 391; (7)ACD/KOC (pH 5.5): 2497; (8)ACD/KOC (pH 7.4): 2497; (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: 1.578; (14)Molar Refractivity: 49.223 cm3; (15)Molar Volume: 148.407 cm3; (16)Polarizability: 19.513×10-24cm3; (17)Surface Tension: 39.02 dyne/cm; (18)Enthalpy of Vaporization: 46.986 kJ/mol; (19)Vapour Pressure: 0.031 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1ccc(cc1)c2cccs2
(2)InChI: InChI=1/C10H7FS/c11-9-5-3-8(4-6-9)10-2-1-7-12-10/h1-7H
(3)InChIKey: PURJRGMZIKXDMW-UHFFFAOYAA