Product Name

  • Name

    3-Thiophenecarbonitrile

  • EINECS 216-687-7
  • CAS No. 1641-09-4
  • Article Data68
  • CAS DataBase
  • Density 1.21 g/cm3
  • Solubility
  • Melting Point
  • Formula C5H3NS
  • Boiling Point 195.3 °C at 760 mmHg
  • Molecular Weight 109.152
  • Flash Point 71.9 °C
  • Transport Information UN 3276
  • Appearance Clear colorless liquid
  • Safety 26-36-36/37
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 1641-09-4 (3-Thiophenecarbonitrile)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 3-Cyanothiophene;Thiophene-3-nitrile;Thiophene-3-carbonitrile;
  • PSA 52.03000
  • LogP 1.61978

Synthetic route

3-hydroxymethyl-thiophene
71637-34-8

3-hydroxymethyl-thiophene

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 5h; Autoclave; High pressure;99%
With ammonia; oxygen In 1,4-dioxane for 3h; Reflux;91%
With ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N-Phenylglycine; sodium hydroxide In methanol at 50℃; for 24h; Cooling with ice;90%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ammonia; oxygen; copper(II) nitrate In water; dimethyl sulfoxide at 80℃; under 760.051 Torr; for 5h;83%
3-thiophene carboxaldehyde
498-62-4

3-thiophene carboxaldehyde

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; O-benzenesulfonyl-acetohydroxamic acid ethyl ester In dichloromethane at 23℃; for 24h; Inert atmosphere;98%
With hydroxylamine hydrochloride In methanol; water at 20℃; for 18h; Irradiation;89%
With ammonium hydroxide; iodine88%
2-thiophenecarboxaldehyde N,N-dimethylhydrazone
69819-67-6

2-thiophenecarboxaldehyde N,N-dimethylhydrazone

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With HOF* CH3CN at 0℃;96%
3-Bromothiophene
872-31-1

3-Bromothiophene

sodium cyanide
773837-37-9

sodium cyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With tri-tert-butyl phosphine; [Pd2(dba)5]; zinc In tetrahydrofuran; acetonitrile at 70℃; for 2h;93%
N,N-Dimethyl-N'-[1-thiophen-3-yl-meth-(E)-ylidene]-hydrazine

N,N-Dimethyl-N'-[1-thiophen-3-yl-meth-(E)-ylidene]-hydrazine

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 2h;91%
3-Bromothiophene
872-31-1

3-Bromothiophene

K4[Fe(CN)6]

K4[Fe(CN)6]

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With sodium carbonate; potassium iodide; N,N`-dimethylethylenediamine; copper(II) bis(tetrafluoroborate) In N,N-dimethyl acetamide at 140℃; for 16h;90%
With sodium carbonate; palladium diacetate at 140℃; for 16h;87%
2,2-diazido-1,2-di(thiophen-3-yl)ethanone

2,2-diazido-1,2-di(thiophen-3-yl)ethanone

benzylamine
100-46-9

benzylamine

A

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

B

N-benzylthiophene-3-carboxamide
1048915-76-9

N-benzylthiophene-3-carboxamide

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;A 33 mg
B 89%
...Expand
Thien-3-ylboronic acid
6165-69-1

Thien-3-ylboronic acid

benzyl thiocyanate
3012-37-1

benzyl thiocyanate

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 100℃; for 12h;83%
3-Bromothiophene
872-31-1

3-Bromothiophene

sodium cyanide
143-33-9

sodium cyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With trans-chloro(1-naphthyl)bis-(triphenylphosphine)nickel(II); triphenylphosphine In ethanol for 1h; Heating;82%
Stage #1: 3-Bromothiophene; sodium cyanide With potassium iodide; N,N`-dimethylethylenediamine; copper(l) iodide In toluene at 110℃; for 24h;
Stage #2: With ammonia In water; ethyl acetate; toluene at 25℃; for 0.166667h;
3-Bromothiophene
872-31-1

3-Bromothiophene

potassiumhexacyanoferrate(II) trihydrate

potassiumhexacyanoferrate(II) trihydrate

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tris(2-morpholinophenyl)phosphine; potassium carbonate In water; tert-butyl alcohol at 85℃; for 5h; Schlenk technique; Inert atmosphere;82%
zinc(II) cyanide
557-21-1

zinc(II) cyanide

3-thiophenecarboxylic acid phenyl ester
14596-83-9

3-thiophenecarboxylic acid phenyl ester

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); sodium formate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 170℃; for 48h; Glovebox; Sealed tube;82%
thiophene-3-diazonium o-benzenedisulfonimide

thiophene-3-diazonium o-benzenedisulfonimide

tetra-n-butylammonium cyanide
10442-39-4

tetra-n-butylammonium cyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
In acetonitrile at 22℃; for 1h; Sandmeyer Reaction;81%
zinc(II) cyanide
557-21-1

zinc(II) cyanide

2,4,6-tris(thiophen-3-yloxy)-1,3,5-triazine

2,4,6-tris(thiophen-3-yloxy)-1,3,5-triazine

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(dicyclohexylphosphino)ethane In 1,4-dioxane at 110℃; Inert atmosphere;81%
3-Bromothiophene
872-31-1

3-Bromothiophene

dicyanozinc
557-21-1

dicyanozinc

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide for 0.0416667h; Substitution; microwave irradiation;80%
With 1,1'-bis-(diphenylphosphino)ferrocene; zinc; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl acetamide at 80℃; for 48h;
3-Bromothiophene
872-31-1

3-Bromothiophene

zinc(II) cyanide
557-21-1

zinc(II) cyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II); N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 85℃; Sealed tube;79%
3-thiophenecarbaldoxime hydrochloride

3-thiophenecarbaldoxime hydrochloride

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With 3 A molecular sieve at 135 - 350℃; under 0.01 Torr; for 0.25h; Pyrolysis;77%
With acetic anhydride for 48h; Dehydration; Heating;
3-thienyl iodide
10486-61-0

3-thienyl iodide

potassium hexacyanoferrate(II) trihydrate

potassium hexacyanoferrate(II) trihydrate

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With tetrabutylammomium bromide; copper(II) acetate monohydrate In water at 20 - 140℃; Microwave irradiation;77%
3-carbamoylthiophene
51460-47-0

3-carbamoylthiophene

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
at 285℃; for 1h; Temperature;74%
3-Bromothiophene
872-31-1

3-Bromothiophene

copper(l) cyanide

copper(l) cyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
Stage #1: 3-Bromothiophene; copper(l) cyanide In N,N-dimethyl-formamide for 4h; Reflux;
Stage #2: With hydrogenchloride; iron(III) chloride In water; N,N-dimethyl-formamide at 70℃; for 0.75h;		72%
In N,N-dimethyl-formamide for 16h; Reflux;72%
3-(chloromethyl)thiophene
2746-23-8

3-(chloromethyl)thiophene

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With sodium azide; palladium diacetate; XPhos In acetone at 80℃; for 12h; Inert atmosphere;72%
3-chlorothiophene
17249-80-8

3-chlorothiophene

zinc(II) cyanide
557-21-1

zinc(II) cyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
Stage #1: zinc(II) cyanide With aluminum oxide; Ni(xantphos)(o-tolyl)Cl for 1h; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: 3-chlorothiophene In 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Schlenk technique; Inert atmosphere;		72%
3-chlorothiophene
17249-80-8

3-chlorothiophene

potassiumhexacyanoferrate(II) trihydrate

potassiumhexacyanoferrate(II) trihydrate

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With C42H58NO3PPdS(2-); potassium acetate; tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 1h; Inert atmosphere; Sealed tube;71%
3-Bromothiophene
872-31-1

3-Bromothiophene

potassium ferrocyanide

potassium ferrocyanide

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With 10% Pd/C; sodium fluoride; potassium iodide In PEG4000; water at 160℃; for 2h; Microwave irradiation;70%
With dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium; sodium carbonate In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Inert atmosphere;56%
2-thiophenemethanol
636-72-6

2-thiophenemethanol

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With potassium phosphate; ammonium formate In acetonitrile at 115℃; for 16h; Sealed tube; Green chemistry;68%
3-ethynylthiophene
67237-53-0

3-ethynylthiophene

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With trimethylsilylazide; silver carbonate In dimethyl sulfoxide at 100℃; for 12h;63%
1-(thiophen-3-yl)-ethanone
1468-83-3

1-(thiophen-3-yl)-ethanone

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With oxygen; copper(l) cyanide In dimethyl sulfoxide at 150℃;63%
zinc(II) cyanide
557-21-1

zinc(II) cyanide

1-(thiophene-3-carbonyl)piperidine-2,6-dione

1-(thiophene-3-carbonyl)piperidine-2,6-dione

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With palladium diacetate; cyclohexyldiphenylphosphine In 1,4-dioxane at 150℃; for 16h; Inert atmosphere; Schlenk technique; chemoselective reaction;62%
(E)-benzyl 2-diazo-5-oxopent-3-enoate
1616777-26-4

(E)-benzyl 2-diazo-5-oxopent-3-enoate

3-(1-azidovinyl)thiophene

3-(1-azidovinyl)thiophene

A

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

B

benzyl (E)-2-(3-oxoprop-1-en-1-yl)-5-(thiophen-3-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

benzyl (E)-2-(3-oxoprop-1-en-1-yl)-5-(thiophen-3-yl)-3,4-dihydro-2H-pyrrole-2-carboxylate

Conditions
ConditionsYield
With dirhodium tetraacetate In dichloromethane at 25℃; for 12h; Inert atmosphere;A n/a
B 62%
...Expand
thiophen-3-yl-acetic acid
6964-21-2

thiophen-3-yl-acetic acid

3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Conditions
ConditionsYield
With oxygen; copper(II) trifluoroacetate; urea In dimethyl sulfoxide at 120℃; for 21h; Green chemistry;53%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

3-carbamoylthiophene
51460-47-0

3-carbamoylthiophene

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In nitromethane; water at 20 - 100℃; for 1h;100%
With [RuH(tBu-PNP(-))(CO)]; water In tert-butyl alcohol at 20℃; for 24h;99%
With manganese(IV) oxide; water In isopropyl alcohol at 70℃; under 5171.62 Torr; for 0.333333h;98%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

3-(4-chlorophenyl)-[1,2,3]triazolo[1,5-a]pyridine
78539-93-2

3-(4-chlorophenyl)-[1,2,3]triazolo[1,5-a]pyridine

1-(4-chlorophenyl)-3-(thiophen-3-yl)imidazo[1,5-a]pyridine

1-(4-chlorophenyl)-3-(thiophen-3-yl)imidazo[1,5-a]pyridine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane; 1,2-dichloro-benzene at 160℃; for 16h; Sealed tube;99%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

N-hydroxythiophene-3-formamidine
58905-71-8

N-hydroxythiophene-3-formamidine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol for 5h; Reflux;99%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

5-(thiophen-3-yl)-1H-tetrazole
59918-86-4

5-(thiophen-3-yl)-1H-tetrazole

Conditions
ConditionsYield
With sodium azide; ammonium chloride In N,N-dimethyl-formamide for 0.25h; Cycloaddition; microwave irradiation;98%
Stage #1: 3-thiophenecarbonitrile With sodium azide; zinc dibromide In N,N-dimethyl-formamide Heating / reflux;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;		98%
With sodium azide; cerium(III) chloride heptahydrate In water; isopropyl alcohol at 160℃; for 1h; Microwave irradiation;98%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

C17H25B2NO4S
916454-58-5

C17H25B2NO4S

Conditions
ConditionsYield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In pentane at 20℃; for 1.5h; Schlenk technique; Inert atmosphere;98%
(1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 20℃; for 0.5h;85%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

nitromethane
75-52-5

nitromethane

(Z)-2-nitro-1-(thiophen-3-yl)ethen-1-amine

(Z)-2-nitro-1-(thiophen-3-yl)ethen-1-amine

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 85℃; for 1h; Aza-Henry Reaction; Molecular sieve;95%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

Quinoline N-oxide
1613-37-2

Quinoline N-oxide

N-(quinolin-2-yl)thiophene-3-carboxamide

N-(quinolin-2-yl)thiophene-3-carboxamide

Conditions
ConditionsYield
With lignin sulfonic acid for 0.333333h; Microwave irradiation;94%
With toluene-4-sulfonic acid at 150℃; for 12h;88%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

1-iodocyclohexane
626-62-0

1-iodocyclohexane

3-cyano-2-cyclohexylthiophene

3-cyano-2-cyclohexylthiophene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 1,3-bis-(diphenylphosphino)propane; caesium carbonate at 110℃; for 36h; Inert atmosphere; Schlenk technique; regioselective reaction;92%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

4-(4-fluorophenyl)-2,6-di(thiophen-3-yl)pyrimidine

4-(4-fluorophenyl)-2,6-di(thiophen-3-yl)pyrimidine

Conditions
ConditionsYield
With sodium hydroxide; copper dichloride at 120℃; for 24h; Schlenk technique; Inert atmosphere;92%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

5-nitrothiophene-3-carboxamide
36050-09-6

5-nitrothiophene-3-carboxamide

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate for 16h; Ambient temperature;91%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

2-(1-adamantyl)-3-cyanothiophene

2-(1-adamantyl)-3-cyanothiophene

Conditions
ConditionsYield
With [Co(dyimethylglyoximate(1-))2(pyridine)2]PF6; tetrabutylammonium acetate In ethyl acetate at 40 - 44℃; for 30h; Irradiation; Schlenk technique; Inert atmosphere;91%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

N-allyl-N-phenylamine
589-09-3

N-allyl-N-phenylamine

N-allyl-N-phenylthiophene-3-carboximidamide
1402238-79-2

N-allyl-N-phenylthiophene-3-carboximidamide

Conditions
ConditionsYield
Stage #1: N-allyl-N-phenylamine With trimethylaluminum In toluene at 0 - 20℃;
Stage #2: 3-thiophenecarbonitrile In toluene at 100℃;		90%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

aniline
62-53-3

aniline

N-phenyl thiophene carboxamidine-3
59918-76-2

N-phenyl thiophene carboxamidine-3

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide; mineral oil at 0 - 20℃; Inert atmosphere;90%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

3-chloro-aniline
108-42-9

3-chloro-aniline

C11H9ClN2S

C11H9ClN2S

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide; mineral oil at 0 - 20℃; Inert atmosphere;90%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

3-phenyl-[1,2,3]triazolo[1,5-a]pyridine
832-81-5

3-phenyl-[1,2,3]triazolo[1,5-a]pyridine

1-phenyl-3-(thiophen-3-yl)imidazo[1,5-a]pyridine

1-phenyl-3-(thiophen-3-yl)imidazo[1,5-a]pyridine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane; 1,2-dichloro-benzene at 160℃; for 16h; Sealed tube;89%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

diphenyl acetylene
501-65-5

diphenyl acetylene

6,7-diphenylthieno[3,2-c]pyridin-4(5H)-one
1444611-61-3

6,7-diphenylthieno[3,2-c]pyridin-4(5H)-one

Conditions
ConditionsYield
With potassium hexafluorophosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; oxygen; copper diacetate In acetic acid at 120℃; for 10h;88%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

4,4,5,5-tetramethyl-N-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(thiophen-3-ylmethyl)-1,3,2-dioxaborolan-2-amine

4,4,5,5-tetramethyl-N-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(thiophen-3-ylmethyl)-1,3,2-dioxaborolan-2-amine

Conditions
ConditionsYield
With C52H58N4P2Zn2 In neat (no solvent) at 20℃; for 0.0333333h; Green chemistry;88%
With silver hexafluoroantimonate at 60℃; for 24h; Inert atmosphere; Glovebox;82%
With [(Me3Si)2N]2Th[κ2-(N,C)-CH2Si(CH3)2N(SiMe3)] In benzene-d6 at 80℃; for 6h; Catalytic behavior; Sealed tube;75 %Spectr.
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

2-iodothiophene-3-carbonitrile
18800-01-6

2-iodothiophene-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 3-thiophenecarbonitrile With 2,2,6,6-tetramethylpiperidinyl-lithium at -78℃;
Stage #2: With iodine Further stages.;		87%
Stage #1: 3-thiophenecarbonitrile With zinc(II) chloride In tetrahydrofuran at 25℃; for 0.166667h;
Stage #2: With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 60℃; for 0.333333h; Microwave irradiation;
Stage #3: With tetrakis(triphenylphosphine) palladium(0); iodine In tetrahydrofuran at 25℃; for 12h;		68%
Stage #1: 3-thiophenecarbonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.25h;
Stage #2: With N-iodo-succinimide In tetrahydrofuran
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

1-iodoadamantane
768-93-4

1-iodoadamantane

2-(1-adamantyl)-3-cyanothiophene

2-(1-adamantyl)-3-cyanothiophene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); 1,3-bis-(diphenylphosphino)propane; caesium carbonate at 110℃; for 72h; Inert atmosphere; Schlenk technique; regioselective reaction;86%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

carbon dioxide
124-38-9

carbon dioxide

3-cyanothiophene-2-carboxylic acid
58231-00-8

3-cyanothiophene-2-carboxylic acid

Conditions
ConditionsYield
With 2,3,6,7-tetramethoxy-9(10H)-anthracenone; caesium carbonate In dimethyl sulfoxide at 25℃; under 2280.15 Torr; for 18h; Irradiation; Sealed tube; regioselective reaction;86%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

thiophene-3-thiocarboxamide
24044-76-6

thiophene-3-thiocarboxamide

Conditions
ConditionsYield
Stage #1: 3-thiophenecarbonitrile With calcium hydride; tiolacetic acid at 80℃; for 1h;
Stage #2: With water In ethyl acetate at 20℃;		85%
With hydrogenchloride; O,S-diethyl-dithiophosphoric acid In ethyl acetate Ambient temperature;84%
With sodiumsulfide nonahydrate In N,N-dimethyl-formamide at 130℃; for 2.5h;82%
With pyridine; diammonium sulfide; triethylamine In water at 50℃;
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

(3-thienylmethyl)amine
27757-86-4

(3-thienylmethyl)amine

Conditions
ConditionsYield
Stage #1: 3-thiophenecarbonitrile With lithium aluminium tetrahydride In tetrahydrofuran at 20 - 50℃; for 4.33333h; Inert atmosphere;
Stage #2: With water; sodium hydroxide In tetrahydrofuran at 30℃; Inert atmosphere;		85%
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 130℃; for 3h; Inert atmosphere; Autoclave;82%
With borane-ammonia complex; C15H30Cl2CoN3P In hexane at 120℃; for 16h; Sealed tube; Inert atmosphere; chemoselective reaction;80%
3-thiophenecarbonitrile
1641-09-4

3-thiophenecarbonitrile

benzoyl chloride
98-88-4

benzoyl chloride

2-benzoylthiophene-3-carbonitrile
30011-74-6

2-benzoylthiophene-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 3-thiophenecarbonitrile With zinc(II) chloride In tetrahydrofuran at 25℃; for 0.166667h;
Stage #2: With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 60℃; for 0.333333h; Microwave irradiation;
Stage #3: benzoyl chloride With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃; for 12h;		85%

3-Thiophenecarbonitrile Chemical Properties

IUPAC Name: Thiophene-3-carbonitrile
Molecular Formula: C5H3NS
Molecular Weight: 109.14g/mol
EINECS: 216-687-7
Polar Surface Area: 52.03 Å2
Index of Refraction: 1.57
Molar Refractivity: 29.46 cm3
Molar Volume: 89.7 cm3
Polarizability: 11.67 ×10-24cm3
Surface Tension: 49.4 dyne/cm
Density: 1.21 g/cm3
Flash Point: 71.9 °C
 Enthalpy of Vaporization: 43.15 kJ/mol
Boiling Point: 195.3 °C at 760 mmHg
Vapour Pressure: 0.423 mmHg at 25°C 
The Cas Register Number of 3-Cyanothiophene is 1641-09-4 .The chemical synonyms of 3-Cyanothiophene (CAS No.1641-09-4) are Buttpark 96\11-31 ; 3-Cyanothiophene ; 3-Thiophenecarbonitrile ; Thiophene-3-carbonitrile ; Thiophene-3-carbonitrile 97% ; 3-Cyanothiophene, thiophene-3-nitrile ; 3-Thiophenecarbonitrile,94% .Product categories of 3-Cyanothiophene (CAS No.1641-09-4) are Sulphur derivatives ; Thiophene&benzothiophene ; Functional materials ; Reagents for conducting polymer research ; Thiophene derivatives (for conduting polymer research) ; Thiophen .The molecular structure of 3-Cyanothiophene (CAS No.1641-09-4) is.

3-Thiophenecarbonitrile Uses

It can be used in organic synthesis.

3-Thiophenecarbonitrile Safety Profile

Hazard Codes: HarmfulXn IrritantXi  
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-36/37 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S36/37: Wear suitable protective clothing and gloves.
RIDADR: 3276
WGK Germany: 3
HazardClass: 6.1
PackingGroup: III 

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