3-Bromothiophene supplier | CasNO.872-31-1

Name
3-Bromothiophene
EINECS 212-821-3
CAS No. 872-31-1
Article Data51
CAS DataBase
Density 1.714 g/cm³
Solubility Immiscible in water
Melting Point <-10 °C
Formula C₄H₃BrS
Boiling Point 158.4 °C at 760 mmHg
Molecular Weight 163.038
Flash Point 56.7 °C
Transport Information UN 2929 6.1/PG 2
Appearance clear to pale yellow liquid
Safety 26-36/37/39-45-61-38-28A-16-24/25-23-36
Risk Codes 10-25-41-51/53-36/37/38-23/24/25-20/21/22
Molecular Structure
Hazard Symbols T,N
Synonyms 3-bromo thiophene;3-Bromothiophene Anhydrous;beta-Bromothiophene;Thiophene, 3-bromo-;3-Thienyl bromide;
PSA 28.24000
LogP 2.51060

Synthetic route

: 3140-93-0
2,3-dibromothiophen

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
With dibutylbis(cyclopentadienyl)zirconium at 0℃; for 3h;	98%
With ethyl bromide; diethyl ether; magnesium erhitzen des Reaktionsprodukts mit Wasser;

: 3141-24-0
2,3,5-tribromothiophene

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
With acetic acid; zinc In water for 3h; Reflux;	90%
With acetic acid; zinc In water at 0℃; for 5h; Reflux;	70%
	64%

: 3958-03-0
Tetrabromothiophene

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
With hydrogen bromide; lead acetate In methanol electrolysis;	82%
In methanol at 35℃; for 5h; Product distribution; electrolysis in presence of Pb(OAc)2*2H2O, MeN+(C8H17)3Cl-, and HBr at 50 mA/cm2, anolyt : 10percent NH3 in MeOH; other conditions and other bromothiophenes investigated;	82%
In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.70 V); 0.1 M tetraethylammonium bromide, mercury electrode;	38%
With quinoline; copper

: 188290-36-0
thiophene

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
Stage #1: thiophene With bromine In chloroform at 0℃; Reflux; Stage #2: With sodium hydroxide In chloroform Stage #3: With acetic acid; zinc In water for 8h; Reflux;	80.8%
Stage #1: thiophene With hydrogen bromide; bromine In diethyl ether; water at 22℃; for 22.5h; Inert atmosphere; Stage #2: With acetic acid; zinc In water for 7h; Reflux; Inert atmosphere;	48%
With bromine; sodium acetate; zinc 1) water, reflux, 8 h; 2) reflux, 3 h, water; Yield given. Multistep reaction;

: 3141-25-1
2,3,4-tribromothiophene

A: 872-31-1
3-Bromothiophene

B: 3141-26-2
3,4-dibromothiophene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.70 V); 0.1 M tetraethylammonium bromide, mercury electrode;	A 74% B 3%

: 1003-09-4
2-bromothiophene

A: 872-31-1
3-Bromothiophene

B: 3141-26-2
3,4-dibromothiophene

Conditions

Conditions	Yield
With sodium amide; ferric nitrate In ammonia	A 72% B n/a

: 3141-26-2
3,4-dibromothiophene

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.70 V); 0.1 M tetraethylammonium bromide, mercury electrode;	60%

: 188290-36-0
thiophene

A: 872-31-1
3-Bromothiophene

B: 3141-26-2
3,4-dibromothiophene

Conditions

Conditions	Yield
Stage #1: thiophene With bromine In chloroform for 4h; Heating; Stage #2: With acetic acid; zinc In water Heating;	A 23% B 51%

: 60404-24-2
3-Bromo-2-iodothiophene

: 124-41-4
sodium methylate

A: 872-31-1
3-Bromothiophene

B: 73882-42-5
4-bromo-2-methoxythiophene

Conditions

Conditions	Yield
With copper(II) oxide In methanol for 30h; Heating;	A n/a B 25%

...Expand

: 124-41-4
sodium methylate

: 73882-41-4
3-bromo-4-iodothiophene

A: 872-31-1
3-Bromothiophene

B: 73882-42-5
4-bromo-2-methoxythiophene

Conditions

Conditions	Yield
With copper(II) oxide In methanol for 72h; Heating;	A n/a B 15%

...Expand

: 3141-24-0
2,3,5-tribromothiophene

: 109-72-8, 29786-93-4
n-butyllithium

: 60-29-7
diethyl ether

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
anschliessend mit Wasser behandeln;

...Expand

: 16694-18-1
4-bromo-thiophene-2-carboxylic acid

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
With quinoline; copper at 220℃;

: 6324-10-3
4,5-Dibromo-thiophene-2-carboxylic acid

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
With quinoline; copper

: 1003-09-4
2-bromothiophene

A: 188290-36-0
thiophene

B: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
zeolithe at 100℃;

: 60404-24-2
3-Bromo-2-iodothiophene

: 124-41-4
sodium methylate

A: 872-31-1
3-Bromothiophene

B: bromotriiodothiophene

Conditions

Conditions	Yield
With copper(II) oxide In methanol for 30h; Product distribution; Heating;	A n/a B 25 % Chromat.

...Expand

: 60404-24-2
3-Bromo-2-iodothiophene

A: 872-31-1
3-Bromothiophene

B: bromotriiodothiophene

C: 73882-41-4
3-bromo-4-iodothiophene

D: 73882-40-3
4-bromo-2-iodothiophene

Conditions

Conditions	Yield
With sodium methylate In methanol for 72h; Product distribution; Heating; another solvents;	A 32 % Chromat. B 4 % Chromat. C 32 % Chromat. D 5 % Chromat.

...Expand

: 124-41-4
sodium methylate

: 73882-41-4
3-bromo-4-iodothiophene

A: 872-31-1
3-Bromothiophene

B: bromotriiodothiophene

Conditions

Conditions	Yield
With copper(II) oxide In methanol for 72h; Product distribution; Heating;	A n/a B 15 % Chromat.

...Expand

: 124-41-4
sodium methylate

: 73882-40-3
4-bromo-2-iodothiophene

A: 872-31-1
3-Bromothiophene

B: bromotriiodothiophene

Conditions

Conditions	Yield
With copper(II) oxide In methanol Product distribution; Heating; different reaction times;

...Expand

: 77998-62-0
2-(trimethylsilyl)-3-bromothiophene

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
In methanol; perchloric acid at 50℃;
In methanol; perchloric acid at 50℃; Rate constant; 1.) other solvents, 2.) k (excit.);
With sodium methylate In methanol at 50℃; Rate constant; deuterium isotope effect;

: 73882-41-4
3-bromo-4-iodothiophene

A: 872-31-1
3-Bromothiophene

B: bromotriiodothiophene

C: 60404-24-2
3-Bromo-2-iodothiophene

D: 73882-40-3
4-bromo-2-iodothiophene

Conditions

Conditions	Yield
With sodium methylate In pyridine at 60℃; for 72h; Product distribution;	A 32 % Chromat. B 4 % Chromat. C 8 % Chromat. D 5 % Chromat.

...Expand

: 73882-40-3
4-bromo-2-iodothiophene

A: 872-31-1
3-Bromothiophene

B: bromotriiodothiophene

C: 60404-24-2
3-Bromo-2-iodothiophene

D: 73882-41-4
3-bromo-4-iodothiophene

Conditions

Conditions	Yield
With sodium methylate In pyridine for 72h; Product distribution; Ambient temperature; different reaction times;	A 32 % Chromat. B 4 % Chromat. C 8 % Chromat. D 32 % Chromat.

...Expand

: 77998-61-9
(4-bromo-thiophen-2-yl)trimethylsilane

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
In sulfuric acid; acetic acid at 50℃;
In methanol; perchloric acid at 50℃; Rate constant; 1.) other solvents, 2.) k (excit.);
With sodium methylate In methanol at 50℃; Rate constant; deuterium isotope effect;

: 3141-27-3
2,5-dibromothiophen

A: 188290-36-0
thiophene

B: 1003-09-4
2-bromothiophene

C: 872-31-1
3-Bromothiophene

D: 3141-26-2
3,4-dibromothiophene

Conditions

Conditions	Yield
With tetramethylammonium perchlorate In N,N-dimethyl-formamide Product distribution; Mechanism; controlled-potential electrolysis at reticulated vitreous carbon; further reagents;

...Expand

: 3141-24-0
2,3,5-tribromothiophene

A: 872-31-1
3-Bromothiophene

B: 3140-93-0
2,3-dibromothiophen

C: 3140-92-9
2,4-dibromothiophene

Conditions

Conditions	Yield
With sodium tetrahydroborate In dimethyl sulfoxide at 26℃; for 4h; Product distribution; Mechanism; other catalysts, var. solvent;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran for 6h; Reagent/catalyst; Time; Reflux; Inert atmosphere; regioselective reaction;

...Expand

: 188290-36-0
thiophene

: 7726-95-6
bromine

: 872-31-1
3-Bromothiophene

Conditions

Conditions	Yield
at 700 - 750℃;

: 91-22-5
quinoline

: 6324-10-3
4,5-Dibromo-thiophene-2-carboxylic acid

copper-powder: copper-powder

: 872-31-1
3-Bromothiophene

...Expand

: 91-22-5
quinoline

: 3958-03-0
Tetrabromothiophene

copper: copper

: 872-31-1
3-Bromothiophene

...Expand

: 3141-24-0
2,3,5-tribromothiophene

: 64-19-7
acetic acid

zinc: zinc

: 872-31-1
3-Bromothiophene

...Expand

: 3958-03-0
Tetrabromothiophene

: 64-19-7
acetic acid

zinc: zinc

A: 872-31-1
3-Bromothiophene

B: 3141-26-2
3,4-dibromothiophene

...Expand

: 872-31-1
3-Bromothiophene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 930-96-1
3-bromo-2-thiophenecarboxaldehyde

Conditions

Conditions	Yield
Stage #1: 3-Bromothiophene With lithium diisopropyl amide In tetrahydrofuran at 0 - 5℃; for 0.5h; Inert atmosphere; Large scale; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0 - 5℃; for 3h; Inert atmosphere; Large scale;	100%
Stage #1: 3-Bromothiophene With lithium diisopropyl amide In tetrahydrofuran at 0℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃; for 3h;	100%
Stage #1: 3-Bromothiophene With lithium diisopropyl amide In tetrahydrofuran at 0℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0 - 20℃; for 4h;	94%

: 872-31-1
3-Bromothiophene

: 536-74-3
phenylacetylene

: 131423-29-5
1-phenyl-2-(3-thienyl)ethyne

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In acetonitrile at 60℃; for 16h; Sonogashira coupling;	100%
With 1,4-diaza-bicyclo[2.2.2]octane; bis(η3-allyl-μ-chloropalladium(II)); tri-tert-butyl phosphine In hexane; acetonitrile at 20℃; for 16h; Sonogashira coupling;	96%
With pyrrolidine; bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine; 1-butyl-3-methylimidazolium Tetrafluoroborate at 100℃; for 4h; Heck alkynylation; Inert atmosphere;	95%

: 872-31-1
3-Bromothiophene

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: tert-butyl 4-(3-thienyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 3-Bromothiophene; 1-t-Butoxycarbonylpiperazine With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In xylene at 50℃; Stage #2: With macroporous polymer-supported isocyanate In xylene at 50℃; for 24h;	100%

: 872-31-1
3-Bromothiophene

: 292638-84-7
styrene

: 35022-11-8
3-styryl-thiophene

Conditions

Conditions	Yield
With C50H64Cl2N12Pd2(6+)*6F6P(1-); sodium acetate In N,N-dimethyl-formamide at 140℃; for 4h; Reagent/catalyst; Heck Reaction;	100%
With sodium acetate In water at 20℃; for 0.5h; Heck Reaction; Green chemistry;	95%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 5h; Catalytic behavior;	88%

: 872-31-1
3-Bromothiophene

: 1993-03-9
o-fluorophenylboronic acid

: 193958-89-3
3-(2-fluorophenyl)thiophene

Conditions

Conditions	Yield
With potassium fluoride; palladium diacetate In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere;	100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 85℃; for 4h; Inert atmosphere;	99%

: 872-31-1
3-Bromothiophene

: potassium phosphate

: bis(di-tert-butyl(3,5-di-(tert-butyl)phenyl)phosphine)dichloropalladium

: 1692-25-7
3-pyridylboronic acid

: 71-36-3
butan-1-ol

: 21308-81-6
3-(thiophen-3-yl)pyridine

Conditions

Conditions	Yield
In water	100%

...Expand

: 872-31-1
3-Bromothiophene

: 504-53-0
di-n-heptadecyl ketone

: C39H74OS

Conditions

Conditions	Yield
Stage #1: 3-Bromothiophene With n-butyllithium In diethyl ether; hexane at -68℃; for 2.5h; Inert atmosphere; Stage #2: di-n-heptadecyl ketone In diethyl ether; hexane at -78 - 25℃; for 5.16667h;	100%
Stage #1: 3-Bromothiophene With n-butyllithium In diethyl ether; hexane at -68℃; for 2.5h; Inert atmosphere; Stage #2: di-n-heptadecyl ketone In diethyl ether; hexane at -78 - 20℃; for 15h; Inert atmosphere;	100%

: 872-31-1
3-Bromothiophene

: 96-10-6
diethylaluminium chloride

: 3-thienyl(diethyl)aluminum

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at -40℃; for 3h; Inert atmosphere;	100%

: 872-31-1
3-Bromothiophene

: 3140-93-0
2,3-dibromothiophen

Conditions

Conditions	Yield
With N-Bromosuccinimide; perchloric acid In tetrachloromethane for 24h; Ambient temperature;	99%
With bromine In acetic acid	89%
Stage #1: 3-Bromothiophene With N-Bromosuccinimide; perchloric acid In hexane; water at 20℃; for 24h; Stage #2: With potassium carbonate In hexane; water	89%

: 872-31-1
3-Bromothiophene

: 497-25-6
dimethylenecyclourethane

: 3-thiophen-3-yl-oxazolidin-2-one

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine at 110℃;	99%
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 24h;	99%

: 110-91-8
morpholine

: 872-31-1
3-Bromothiophene

: 1006-76-4
4-(thiophen-3-yl)-morpholine

Conditions

Conditions	Yield
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;	99%
With [Pd(N,N'-bis(2,6-bis(di-p-tolylmethyl)-4-methylphenyl)-imidazol-2-ylidene)(acetylacetonate)Cl]; lithium hexamethyldisilazane In 1,4-dioxane at 110℃; for 3h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube;	89%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In xylene at 120℃; for 24h;	80%

: 872-31-1
3-Bromothiophene

: 100-61-8
N-methylaniline

: 3-(N-methyl-N-phenylamino)thiophene

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;	99%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 20℃; for 16h;	93%
With Pd(π-crotyl)(QPhos)Cl; sodium t-butanolate In toluene at 100℃; for 3h; Buchwald-Hartwig coupling reaction; Inert atmosphere;	90%
With [(1,3-(2,6-diisopropylphenyl)imidazol-2-ylidene)(3-chloropyridyl)palladium(II) dichloride]; potassium tert-butylate In toluene at 100℃; Buchwald-Hartwig amination; Inert atmosphere;	73%

: 872-31-1
3-Bromothiophene

: (4aR)-1-(4-fluorophenyl)-4a-methyl-4,4a,5,6,7,8-hyxahydro-1H-benzo[f]indazole-5-carbaldehyde

: 614761-27-2
(R)-(3-thienyl)[(4aR,5S)-1-(4-fluorophenyl)-4a-methyl-4,4a,5,6,7,8-hexahydro-1H-benzo[f]indazol-5-yl]methanol

Conditions

Conditions	Yield
With tert.-butyl lithium In diethyl ether at -78℃;	99%

: 288-32-4
1H-imidazole

: 872-31-1
3-Bromothiophene

: 1-(thiophen-3'-yl)-1H-imidazole

Conditions

Conditions	Yield
With copper(l) iodide; N-((4-nitro-1-oxy-pyridin-2-yl)methyl)oxalamic acid; tetrabutylammomium bromide; potassium hydroxide In water at 100℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube;	99%
With copper(l) iodide; potassium carbonate; heptakis(6-amino-6-deoxy)-β-cyclodextrin In dimethyl sulfoxide at 110℃; for 24h; Sealed tube;	97%
With [bmim]BF4; potassium carbonate; L-proline; copper(l) iodide at 110℃; for 36h;	72%

: 872-31-1
3-Bromothiophene

: ammonium chloride

: 259667-46-4
1-(2-diethylaminoethyl)-4-bromoisatin

: 259667-00-0
1-(2-Diethylaminoethyl)-3-hydroxy-3-(3-thienyl)-4-bromooxindole

Conditions

Conditions	Yield
With tert.-butyl lithium In tetrahydrofuran; methanol; chloroform; pentane	99%

...Expand

: 872-31-1
3-Bromothiophene

: 1008-89-5
2-phenylpyridine

: 1042718-94-4
2-di[2-(3-thiophenyl)]phenylpyridine

Conditions

Conditions	Yield
With potassium carbonate; triphenylphosphine; RuCl2(η6-C6H6) In 1-methyl-pyrrolidin-2-one at 120℃; for 20h;	99%

: 872-31-1
3-Bromothiophene

: 871329-60-1
(3-(morpholinosulfonyl)phenyl)boronic acid

: 1142947-25-8
4-(3-thiophen-3-yl-benzenesulfonyl)-morpholine

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 180℃; for 0.333333h; Microwave irradiation;	99%

: 872-31-1
3-Bromothiophene

: 681478-55-7
5-methoxy-7-methylbicyclo[4.2.0]octa-1,3,5-trien-7-ol

: 1338700-28-9
1-[3-methoxy-2-(thiophen-3-yl)phenyl]propan-2-one

Conditions

Conditions	Yield
Stage #1: 5-methoxy-7-methylbicyclo[4.2.0]octa-1,3,5-trien-7-ol With tris-(dibenzylideneacetone)dipalladium(0); silver carbonate; DavePhos In toluene for 0.0833333h; Inert atmosphere; Stage #2: 3-Bromothiophene In toluene at 65℃; Inert atmosphere;	99%

: 872-31-1
3-Bromothiophene

: 842132-50-7
(1,5-anhydro-2-deoxy-4,6-O-bis(tert-butylsilylidene)-3-O-triisopropylsilyl-D-arabino-hex-1-enitol)boronic acid pinacol ester

: 1384173-55-0
3-(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)thiophene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane; water for 4h; Reflux;	99%

: 872-31-1
3-Bromothiophene

: 5720-05-8
4-methylphenylboronic acid

: 16939-05-2
3-(4-tolyl)thiophene

Conditions

Conditions	Yield
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; tetrabutylammomium bromide; sodium hydrogencarbonate In water for 1h; Catalytic behavior; Suzuki-Miyaura Coupling; Reflux;	99%

: 872-31-1
3-Bromothiophene

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

: 2404-87-7
3-phenylthiophene

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃; for 6h; Suzuki-Miyaura Coupling;	99%

: 872-31-1
3-Bromothiophene

: 28995-88-2
1-methyl-4-((phenylethynyl)sulfonyl)benzene

: 131423-29-5
1-phenyl-2-(3-thienyl)ethyne

Conditions

Conditions	Yield
Stage #1: 3-Bromothiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 1-methyl-4-((phenylethynyl)sulfonyl)benzene In tetrahydrofuran for 0.25h; Reagent/catalyst; Inert atmosphere;	99%

: 872-31-1
3-Bromothiophene

: 5720-07-0
4-methoxyphenylboronic acid

: 2404-87-7
3-phenylthiophene

Conditions

Conditions	Yield
With [(di-tert-butylneopentylphosphine)PdCl2]2; sodium carbonate In water; acetonitrile at 23℃; for 18h; Reagent/catalyst; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;	99%

: 872-31-1
3-Bromothiophene

: 143-10-2
decylthiol

: 92372-03-7
3-decylsulfanylthiophene

Conditions

Conditions	Yield
With C30H32Cl3N4Ni2(1+)*Cl(1-); potassium hydroxide In 1,4-dioxane at 40℃; for 6h; Reagent/catalyst;	99%

: 872-31-1
3-Bromothiophene

: 25672-97-3
2-(aminomethyl)-benzoic acid

: 1,3-di(thiophen-3-yl)isoquinoline

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 2-methyltetrahydrofuran; water at 20 - 110℃; for 13h; Reagent/catalyst; Temperature; Solvent;	98.6%

: 872-31-1
3-Bromothiophene

: 17049-49-9
octylmagnesium bromide

: 65016-62-8
3-octylthiophene

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0 - 5℃; for 0.25h; Kumada Cross-Coupling; Inert atmosphere;	98.2%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran for 15h; Kumada Cross-Coupling; Reflux;	86%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 12h;	78%

: 872-31-1
3-Bromothiophene

: 75-36-5
acetyl chloride

: 42877-08-7
1-(3-bromothiophen-2-yl)ethanone

Conditions

Conditions	Yield
Stage #1: acetyl chloride With aluminium trichloride In dichloromethane cooling; Stage #2: 3-Bromothiophene In dichloromethane at 0 - 20℃; for 1.66667h; Friedel-Crafts acylation;	98%
Stage #1: acetyl chloride With aluminum (III) chloride In dichloromethane at 0℃; for 0.666667h; Inert atmosphere; Stage #2: 3-Bromothiophene In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere;	98%
With tin(IV) chloride	90%

: 872-31-1
3-Bromothiophene

: 98-80-6
phenylboronic acid

: 2404-87-7
3-phenylthiophene

Conditions

Conditions	Yield
With [(t-Bu)3PH]BF4; palladium diacetate; sodium hydroxide In water; butan-1-ol at 20℃; for 0.0833333h; Suzuki Coupling; Inert atmosphere; Glovebox;	98%
With potassium carbonate In water; N,N-dimethyl-formamide at 85℃; for 0.05h; Suzuki Coupling; Microwave irradiation;	97%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine In 1,1,1,2,3,3,3-Heptafluoropropane; ethanol; 1,1,1,3,3-pentafluorobutane at 20℃; for 24h; Suzuki-Miyaura cross-coupling reaction; Inert atmosphere;	96%

: 872-31-1
3-Bromothiophene

: 1066-54-2
trimethylsilylacetylene

: 130995-13-0
3-(trimethylsilylethynyl)thiophene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 80℃;	98%
Stage #1: 3-Bromothiophene In diisopropylamine for 0.5h; Sonogashira coupling; Inert atmosphere; Stage #2: trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diisopropylamine at 60℃; for 8h; Sonogashira coupling; Inert atmosphere;	81%
Stage #1: 3-Bromothiophene With copper(l) iodide; triethylamine In N,N-dimethyl-formamide for 0.05h; Stage #2: trimethylsilylacetylene; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 140℃; for 0.25h; Microwave irradiation;	66%

3-Bromothiophene Chemical Properties

Molecular Structure of 3-Bromothiophene (CAS NO.872-31-1):

IUPAC Name: 3-bromothiophene
Empirical Formula: C₄H₃BrS
Molecular Weight: 163.0356
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 28.24Å²
Index of Refraction: 1.595
Molar Refractivity: 32.32 cm³
Molar Volume: 95 cm³
Surface Tension: 41.1 dyne/cm
Density: 1.714 g/cm³
Flash Point: 56.7 °C
Enthalpy of Vaporization: 37.88 kJ/mol
Boiling Point: 158.4 °C at 760 mmHg
Vapour Pressure: 3.41 mmHg at 25°C
Melting point: <-10°C
Storage temp. 0-6°C
Water Solubility: Immiscible
Sensitive: Light Sensitive/Stench
BRN: 105338
InChI
InChI=1/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
Smiles
c1(ccsc1)Br
Product Categories: Thiophenes; Heterocycles; Halides; Thiophenes & Benzothiophenes; Thiophene&Benzothiophene; Miscellaneous; Thiophene Derivatives (for Conduting Polymer Research); Functional Materials; Reagents for Conducting Polymer Research; Thiophen; Thiophenes & Benzothiophenes

3-Bromothiophene Safety Profile

Safety Information about 3-Bromothiophene (CAS NO.872-31-1):
Hazard Codes: Toxic T, Irritant Xi, Dangerous N, Harmful Xn
Risk Statements: 10-25-41-51/53-36/37/38-23/24/25-20/21/22
R10:Flammable.
R25 :Toxic if swallowed.
R41:Risk of serious damage to the eyes.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-61-38-28A-16-24/25-23-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S38:In case of insufficient ventilation, wear suitable respiratory equipment.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S16:Keep away from sources of ignition.
S24/25:Avoid contact with skin and eyes.
S23:Do not breathe vapour.
S36:Wear suitable protective clothing.
RIDADR: UN 2929 6.1/PG 2

3-Bromothiophene Specification

3-Bromothiophene , with CAS number of 872-31-1, can be called beta-Bromothiophene ; Thiophene, 3-bromo- ; 3-Thienyl bromide ; 3-Bromothiophene Anhydrous ; 3-bromo thiophene . It is a clear colourless to slightly yellow liquid. 3-Bromothiophene (CAS NO.872-31-1) is mainly used for synthetic drug and polymer materials.

Product Name

3-Bromothiophene

Synthetic route

3-Bromothiophene Chemical Properties

3-Bromothiophene Safety Profile

3-Bromothiophene Specification

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