2-Iodothiophene supplier | CasNO.3437-95-4

Name
2-Iodothiophene
EINECS 222-342-1
CAS No. 3437-95-4
Article Data62
CAS DataBase
Density 2.079 g/cm³
Solubility very soluble in ethanol, ether
Melting Point -40 °C(lit.)
Formula C₄H₃IS
Boiling Point 181.8 °C at 760 mmHg
Molecular Weight 210.038
Flash Point 71.1 °C
Transport Information
Appearance colorless to light yellow liquid
Safety 26-36/37/39-36/37-27
Risk Codes 22-37/38-41-43-20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Thiophene, 2-iodo-;.alpha.-Iodothiophene;2-Thienyl iodide;2-Iodothyophene;
PSA 28.24000
LogP 2.35270

Synthetic route

: 6165-68-0
thiophene boronic acid

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h;	93%
With N-iodo-succinimide In acetonitrile at 25℃; for 14h;	72%

: 188290-36-0
thiophene

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With N-iodosaccharine at 20℃; Ionic liquid; Darkness;	92%
Stage #1: thiophene With n-butyllithium; magnesium bromide In tetrahydrofuran at 20℃; for 2h; Stage #2: With iodine In tetrahydrofuran at 20℃; for 18h;	90%
With iodine; bis-[(trifluoroacetoxy)iodo]benzene In tetrachloromethane for 2h;	83%

: [(tmeda)Na(μ-C4H3S)3Mg(tmeda)]

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With iodine In tetrahydrofuran; hexane at 20℃; for 18h; Inert atmosphere;	86%

: 5980-89-2
di-[2]thienyl-mercury

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With iodine; potassium iodide at 80℃; for 0.5h;	65%

: 188290-36-0
thiophene

A: 3437-95-4
2-Iodothiophene

B: 625-88-7
2,5-diiodothiophene

Conditions

Conditions	Yield
With potassium iodate; sulfuric acid; iodine In tetrachloromethane; water at 66℃; for 3h;	A 59.6% B 4.3%
Stage #1: thiophene With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; hexane Inert atmosphere;	A 54% B 32%
With potassium dichloroiodate monohydrate In dichloromethane at 25℃; for 6h;	A 20 %Chromat. B 30%

: 527-72-0
2-thiophenylcarboxylic acid

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With N-iodo-succinimide; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; iodine; caesium carbonate In acetonitrile at 50℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;	57%

: 188290-36-0
thiophene

: 506-78-5
cyanogen iodide

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
at 100℃;
at 100℃;

: 60-29-7
diethyl ether

: 506-78-5
cyanogen iodide

: [2]thienyl magnesium (1+); bromide

A: 1003-09-4
2-bromothiophene

B: 3437-95-4
2-Iodothiophene

...Expand

: 41018-48-8
phenyl-[2]thienyl-iodonium ; iodide

A: 3437-95-4
2-Iodothiophene

B: 591-50-4
iodobenzene

Conditions

Conditions	Yield
Erhitzen bis auf 160grad;

: 29393-21-3
di-2-thienyliodonium iodide

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
Erhitzen auf 120grad;

: 1003-09-4
2-bromothiophene

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With potassium iodide; nickel dibromide In various solvent(s) at 90℃; for 1h; electrolysis; Yield given;
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 20h;
Stage #1: 2-bromothiophene With indium; bathophenanthroline; 3-chloroprop-1-ene; lithium chloride; cobalt(II) bromide In tetrahydrofuran at 80℃; for 18h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;	89 %Chromat.

: 188290-36-0
thiophene

A: 96-43-5
2-thienyl chloride

B: 3437-95-4
2-Iodothiophene

C: 28712-49-4
2-chloro-5-iodothiophene

D: 625-88-7
2,5-diiodothiophene

Conditions

Conditions	Yield
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid at 70℃; for 24h; Yield given. Yields of byproduct given;

...Expand

: 188290-36-0
thiophene

: 7553-56-2
iodine

: 7697-37-2
nitric acid

: 3437-95-4
2-Iodothiophene

...Expand

<2>thienylmercury chloride: <2>thienylmercury chloride

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With iodine; potassium iodide

: 188290-36-0
thiophene

: 7553-56-2
iodine

mercury oxide: mercury oxide

A: 3437-95-4
2-Iodothiophene

B: 625-88-7
2,5-diiodothiophene

...Expand

: 7732-18-5
water

: 6185-59-7
phenyl(thiophen-2-yl)iodonium trifluoroacetate

sodium sulfite: sodium sulfite

A: 3437-95-4
2-Iodothiophene

B: 591-50-4
iodobenzene

...Expand

: C11H10SOI(1+)*C2F3O2(1-)

A: 3437-95-4
2-Iodothiophene

B: C6H3O2F3S

C: 696-62-8
para-iodoanisole

D: 5672-87-7
4-methoxyphenyl trifluoroacetate

Conditions

Conditions	Yield
With cesium fluoride

...Expand

: 60-29-7
diethyl ether

: 3437-95-4
2-Iodothiophene

: bis(2-thienyl)iodonium hexafluorophosphate

A: 188290-36-0
thiophene

B: 400-13-5
2-fluorothiophene

C: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With potassium fluoride at 172 - 175℃; for 2h; neat (no solvent);

...Expand

: (thiene-2-yl)(4'-methoxyphenyl)iodonium trifluoracetate

A: 3437-95-4
2-Iodothiophene

B: 696-62-8
para-iodoanisole

C: 2101-87-3
p-methoxy-phenylazide

Conditions

Conditions	Yield
With tetrabutylammoniun azide In [D3]acetonitrile at 80℃; for 12h; Inert atmosphere; Darkness; regioselective reaction;	A n/a B n/a C 66 %Spectr.

...Expand

: (thiene-2-yl)(4'-methoxyphenyl)iodonium trifluoracetate

: 420-87-1
sodium 2,2,2-trifluoroethanolate

A: 3437-95-4
2-Iodothiophene

B: 696-62-8
para-iodoanisole

C: 62158-88-7
1-(2,2,2-trifluoroethoxy)-4-methoxybenzene

D: 136019-61-9
2-(2,2,2-trifluoroethoxy)thiophene

Conditions

Conditions	Yield
In [D3]acetonitrile at 80℃; for 12h; Inert atmosphere; Darkness; regioselective reaction;	A n/a B n/a C 17 %Spectr. D 43 %Spectr.

...Expand

: (thiene-2-yl)(4'-methoxyphenyl)iodonium trifluoracetate

: 139-02-6
sodium phenoxide

A: 3437-95-4
2-Iodothiophene

B: 696-62-8
para-iodoanisole

C: 1655-69-2
1-methoxy-4-phenoxy-benzene

D: 1235887-93-0
2-thienylphenyl ether

Conditions

Conditions	Yield
In [D3]acetonitrile at 80℃; for 12h; Inert atmosphere; Darkness; regioselective reaction;	A n/a B n/a C 69 %Spectr. D 23 %Spectr.

...Expand

: (thiene-2-yl)(4'-methoxyphenyl)iodonium trifluoracetate

: 10534-59-5
tetrabutylammonium acetate

A: 3437-95-4
2-Iodothiophene

B: 696-62-8
para-iodoanisole

C: 1200-06-2
4-methoxyphenyl acetate

Conditions

Conditions	Yield
In [D3]acetonitrile at 120℃; for 8h; Inert atmosphere; Darkness; regioselective reaction;	A n/a B n/a C 18 %Spectr.

...Expand

: (thiene-2-yl)(4'-methoxyphenyl)iodonium trifluoracetate

: 4670-62-6
tetra-N-butylammonium benzenethiolate

A: 3437-95-4
2-Iodothiophene

B: 16718-12-0
2-(Phenylthio)thiophene

C: 696-62-8
para-iodoanisole

D: 5633-57-8
1-methoxy-4-(phenylsulfanyl)benzene

Conditions

Conditions	Yield
In [D3]acetonitrile at 80℃; for 12h; Inert atmosphere; Darkness; regioselective reaction;	A n/a B 40 %Spectr. C n/a D 30 %Spectr.

...Expand

: (thiene-2-yl)(4'-methoxyphenyl)iodonium trifluoracetate

: 3674-54-2
tetrabutylammonium thiocyanate

A: 3437-95-4
2-Iodothiophene

B: 696-62-8
para-iodoanisole

C: 5285-90-5
4-thiocyanatoanisole

Conditions

Conditions	Yield
In [D3]acetonitrile at 120℃; for 8h; Inert atmosphere; Darkness; regioselective reaction;	A n/a B n/a C 43 %Spectr.

...Expand

: 96-43-5
2-thienyl chloride

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
Stage #1: 2-thienyl chloride With indium; bathophenanthroline; 3-chloroprop-1-ene; lithium chloride; cobalt(II) bromide In tetrahydrofuran at 80 - 100℃; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;	64 %Chromat.
With sodium iodide In tetrahydrofuran; acetone at 25℃; for 3h; Solvent; Inert atmosphere; Darkness;	193.89 g

: 625-88-7
2,5-diiodothiophene

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With indium; 1-n-butyl-3-methylimidazolim bromide at 95℃; for 14h; Green chemistry;	> 99 %Chromat.

: 115510-91-3
1-(thien-2-yl)ethanol

: 3437-95-4
2-Iodothiophene

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; oxygen; potassium carbonate In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 18h; Autoclave; Molecular sieve;	88 %Chromat.

: 3437-95-4
2-Iodothiophene

: 1066-54-2
trimethylsilylacetylene

: 40231-03-6
2-(trimethylsilylethynyl)thiophene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 2h;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; trimethylamine for 0.5h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique; Reflux;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	99%

: 3437-95-4
2-Iodothiophene

: 693-02-7
hex-1-yne

: 19482-59-8
2-(hex-1-ynyl)thiophene

Conditions

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 50℃;	100%
Stage #1: 2-Iodothiophene; hex-1-yne With bis-triphenylphosphine-palladium(II) chloride; triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) iodide In tetrahydrofuran at 20℃; Inert atmosphere;	93%
With triethylamine; palladium bis(2,2,6,6-tetramethyl-3,5-heptanedionate) In water at 20℃; for 6h; Sonogashira cross-coupling;	89%

: 3437-95-4
2-Iodothiophene

: 98-80-6
phenylboronic acid

: 825-55-8
2-phenylthiophene

Conditions

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

: 6746-94-7
Cyclopropylacetylene

: 445424-06-6
1-cyclopropyl-2-(thiophen-2-yl)acetylene

Conditions

Conditions	Yield
With copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In triethylamine at 25℃; for 16h; Sonogashira coupling;	100%
Stage #1: 2-Iodothiophene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine In triethylamine at 25℃; for 0.5h; Sonogashira coupling; Inert atmosphere; Stage #2: Cyclopropylacetylene In triethylamine at 25℃; for 16h; Sonogashira coupling; Inert atmosphere;	85%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 20℃; for 16.5h;

: 3437-95-4
2-Iodothiophene

: dimethyl(hept-1-yn-1-yl)aluminum

: 64146-58-3
2-(hept-1-yn-1-yl)thiophene

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene In 1,2-dimethoxyethane; n-heptane at 20℃; for 3h;	100%

: 3437-95-4
2-Iodothiophene

: 616-45-5
2-pyrrolidinon

argon. trans-1,2-Cyclohexanediamine: argon. trans-1,2-Cyclohexanediamine

: ethyl acetate n-hexane

: 1-(thiophen-2-yl)pyrrolidin-2-one

Conditions

Conditions	Yield
With potassium phosphate; CuI In 1,4-dioxane; dodecane; ethyl acetate	100%

...Expand

: 3437-95-4
2-Iodothiophene

: C10H10OS

: C14H12OS2

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 1h;	100%

: 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

Conditions	Yield
With potassium carbonate In methanol at 60℃; for 1h; Suzuki-Miyaura Coupling;	99.8%

: 3437-95-4
2-Iodothiophene

: 536-74-3
phenylacetylene

: 4805-17-8
2-(phenylethynyl)thiophene

Conditions

Conditions	Yield
With copper(l) iodide; diisopropylamine; triphenylphosphine; silica gel; palladium at 85℃; for 18h; Sonogashira coupling;	99.3%
With 1,4-diaza-bicyclo[2.2.2]octane In water at 60℃; for 2h; Catalytic behavior; Sonogashira Cross-Coupling;	99%
With sodium hydroxide; palladium dichloride at 250℃; under 120012 Torr; for 2.77778E-05h; Sonogashira coupling;	98%

: 3437-95-4
2-Iodothiophene

: 292638-84-7
styrene

: 3783-65-1, 23516-73-6, 26708-50-9, 35568-97-9
(E)-2-(2-phenylethenyl)thiophene

Conditions

Conditions	Yield
With tributyl-amine In N,N-dimethyl-formamide at 120℃; for 4h; Heck-Mizoroki reaction; stereoselective reaction;	99%
Stage #1: 2-Iodothiophene With palladium diacetate; heptakis(6-amino-6-deoxy)-β-cyclodextrin In water; N,N-dimethyl-formamide for 0.5h; Stage #2: styrene With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 10h;	89%
With triethylamine; nanostructured pyridine-functionalized silica Pd(II) complex In acetonitrile for 24h; Heck coupling; Heating;	84%

: 3437-95-4
2-Iodothiophene

: 201230-82-2
carbon monoxide

: 841-76-9
triphenylaluminium

A: 119-61-9
benzophenone

B: 135-00-2
2-Benzoylthiophene

Conditions

Conditions	Yield
dichloro bis(acetonitrile) palladium(II) In dimethyl sulfoxide at 55℃; for 3h; Product distribution;	A 5% B 99%

...Expand

: 3437-95-4
2-Iodothiophene

: 201230-82-2
carbon monoxide

: 58482-37-4
triphenylaluminium etherate

A: 119-61-9
benzophenone

B: 135-00-2
2-Benzoylthiophene

Conditions

Conditions	Yield
dichloro bis(acetonitrile) palladium(II) In dimethyl sulfoxide at 55℃; under 760 Torr; for 3h;	A 5% B 99%

...Expand

: 3437-95-4
2-Iodothiophene

: 107-19-7
propargyl alcohol

: 1194-13-4
3-thiophen-2-yl-prop-2-yn-1-ol

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In water at 60℃; for 1h; Catalytic behavior; Sonogashira Cross-Coupling;	99%
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In toluene at 20 - 35℃; for 17.5h; Inert atmosphere;	98%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl acetamide at 50℃; for 24h; Sonogashira Cross-Coupling; Inert atmosphere;	98%

: 3437-95-4
2-Iodothiophene

: 6165-68-0
thiophene boronic acid

: 492-97-7
2,2'-Bithiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In tetrahydrofuran; water for 24h; Suzuki cross-coupling; Inert atmosphere; Reflux;	60%
With sodium phosphate; poly(N-vinyl-2-pyrrolidone); palladium In ethanol; water for 48h; Suzuki cross-coupling reaction; Heating;	26%
With potassium fluoride In ethanol; water at 140℃; for 0.0333333h; Microwave irradiation;	100 %Chromat.

: 3437-95-4
2-Iodothiophene

: 201230-82-2
carbon monoxide

4-Bu3Sn,2Cl-C6H3CONH-Rink resin: 4-Bu3Sn,2Cl-C6H3CONH-Rink resin

: 2-chloro-4-(thiophene-2-carbonyl)-benzamide

Conditions

Conditions	Yield
Stage #1: 2-Iodothiophene; carbon monoxide; 4-Bu3Sn,2Cl-C6H3CONH-Rink resin With tetrakis(triphenylphosphine) palladium(0) In dimethyl sulfoxide at 80℃; under 2068.59 Torr; for 18h; Stille coupling reaction; Stage #2: With trifluoroacetic acid In dichloromethane at 23℃; for 0.5h;	99%

...Expand

: 3437-95-4
2-Iodothiophene

: 16419-60-6
2-Methylphenylboronic acid

: 99846-56-7
2-(2-methylphenyl)thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%
With potassium fluoride; palladium In methanol for 4h; Suzuki coupling reaction; Heating;	90%

: 3437-95-4
2-Iodothiophene

: 5720-05-8
4-methylphenylboronic acid

: 16939-04-1
2-p-tolylthiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%
With potassium carbonate In ethanol; water at 80℃; for 6h; Suzuki Coupling;	96%
With (3aS,7aS)-1,3-di-o-tolyl-octahydro-benzoimidazole-2-thione; potassium carbonate; palladium(II) iodide In water; isopropyl alcohol at 80℃; for 5h; Suzuki reaction;	93%

: 3437-95-4
2-Iodothiophene

: 98437-23-1
benzo[b]thiophene-2-boronic acid

: 55164-48-2
2-(thiophene-2-yl)benzo[b]thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%

: 3437-95-4
2-Iodothiophene

: 42599-18-8
(E)-1-hexenyldihydroxyborane

: 73350-61-5
2-hex-1-enyl-thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%

: 3437-95-4
2-Iodothiophene

: 108847-76-3
thianthren-1-yl boronic acid

: 1-thiophen-2-yl-thianthrene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%

: 3437-95-4
2-Iodothiophene

: 17933-03-8
m-tolylboronic acid

: 85553-43-1
2-(3-methylphenyl)thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%

: 3437-95-4
2-Iodothiophene

: 1679-18-1
4-Chlorophenylboronic acid

: 40133-23-1
2-(4-chlorophenyl)thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%
With potassium carbonate In water; N,N-dimethyl-formamide at 100℃; under 2585.81 Torr; for 0.333333h; Suzuki reaction; Microwave irradiation;	92%
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.

: 3437-95-4
2-Iodothiophene

: 5720-07-0
4-methoxyphenylboronic acid

: 42545-43-7
2-(4-methoxyphenyl)thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%
With potassium carbonate In ethanol; water at 20℃; for 0.5h; Suzuki-Miyaura Coupling; Sealed tube; Green chemistry;	98%
With C17H23Br2N3Pd; potassium tert-butylate In water at 60℃; for 24h; Suzuki-Miyaura coupling reaction; Inert atmosphere;	96%

: 3437-95-4
2-Iodothiophene

: 13922-41-3
1-Naphthylboronic acid

: 4632-51-3
1-(2-thienyl)naphthalene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%
With potassium carbonate In water at 25℃; for 3h; Suzuki-Miyaura Coupling;	92%

: 3437-95-4
2-Iodothiophene

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 115933-15-8
2-(4-(trifluoromethyl)phenyl)thiophene

Conditions

Conditions	Yield
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;	99%

2-Iodothiophene Specification

The 2-Iodothiophene is an organic compound with the formula C₄H₃IS. The IUPAC name of this chemical is 2-iodothiophene. With the CAS registry number 3437-95-4, it is also named as 2-Thienyl iodide. The product's categories are Thiophenes; Sulphur Derivatives; Halides; Thiophenes & Benzothiophenes; Thiophene & Benzothiophene; Thiophenes & Benzothiophenes; Halogenated Heterocycles; Heterocyclic Building Blocks; Thiophenes Building Blocks. Besides, it is a colorless to light yellow liquid, which should be stored in a dark ventilated and dry place at temperature of -20 °C. It is used for organic synthesis.

Physical properties about 2-Iodothiophene are: (1)ACD/LogP: 2.93; (2)ACD/LogD (pH 5.5): 2.93; (3)ACD/LogD (pH 7.4): 2.93; (4)ACD/BCF (pH 5.5): 98.92; (5)ACD/BCF (pH 7.4): 98.92; (6)ACD/KOC (pH 5.5): 932.91; (7)ACD/KOC (pH 7.4): 932.91; (8)Polar Surface Area: 28.24 Å²; (9)Index of Refraction: 1.665; (10)Molar Refractivity: 37.54 cm³; (11)Molar Volume: 100.9 cm³; (12)Polarizability: 14.88×10^-24cm³; (13)Surface Tension: 48.1 dyne/cm; (14)Density: 2.079 g/cm³; (15)Flash Point: 71.1 °C; (16)Enthalpy of Vaporization: 40.09 kJ/mol; (17)Boiling Point: 181.8 °C at 760 mmHg; (18)Vapour Pressure: 1.14 mmHg at 25°C.

Preparation: this chemical can be prepared by thiophene. This reaction will need reagent I₂, Pb₃O₄, AcOH, Ac₂O. The reaction temperature is 45 °C. The yield is about 42%.

Uses of 2-Iodothiophene: it can be used to produce [2,2']bithiophenyl at temperature of 190 - 210 °C. It will need reagent silver powder.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed and risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and may cause sensitisation by skin contact. When you are using it, wear suitable gloves and eye/face protection and Take off immediately all contaminated clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Ic1sccc1
(2)InChI: InChI=1/C4H3IS/c5-4-2-1-3-6-4/h1-3H
(3)InChIKey: ROIMNSWDOJCBFR-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C4H3IS/c5-4-2-1-3-6-4/h1-3H
(5)Std. InChIKey: ROIMNSWDOJCBFR-UHFFFAOYSA-N

Product Name

2-Iodothiophene

Synthetic route

2-Iodothiophene Specification

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