Product Name

  • Name

    3,4-Dibromothiophene

  • EINECS 221-546-8
  • CAS No. 3141-26-2
  • Article Data43
  • CAS DataBase
  • Density 2.174 g/cm3
  • Solubility
  • Melting Point 4-5 °C(lit.)
  • Formula C4H2Br2S
  • Boiling Point 221.5 °C at 760 mmHg
  • Molecular Weight 241.934
  • Flash Point 90.4 °C
  • Transport Information
  • Appearance clear colorless to yellow liquid
  • Safety 26-36-36/37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 3141-26-2 (3,4-Dibromothiophene)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms Thiophene, 3,4-dibromo- (8CI)(9CI);Thiophene, 3,4-dibromo-;3,4-Dibromo Thiophene;
  • PSA 28.24000
  • LogP 3.27310

Synthetic route

Tetrabromothiophene
3958-03-0

Tetrabromothiophene

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
With acetic acid; zinc In water at 20℃;92%
With hydrogen bromide; cadmium(II) chloride In methanol; dichloromethane at 35℃; for 5h;89%
In methanol; dichloromethane at 35℃; for 5h; Product distribution; electrolysis in presence of CdCl2 and HBr at 1 A (83 mA/cm2), 13.5-11.5 V; other conditions and other bromothiophenes investigated;89%
C4Br2Li2S

C4Br2Li2S

Tetrabromothiophene
3958-03-0

Tetrabromothiophene

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
Stage #1: Tetrabromothiophene With n-butyllithium In diethyl ether; hexane at 0℃; for 1.66667 - 1.83333h; Argon atmosphere;
Stage #2: C4Br2Li2S With water at 0℃;
77%
2,3,4-tribromothiophene
3141-25-1

2,3,4-tribromothiophene

A

3-Bromothiophene
872-31-1

3-Bromothiophene

B

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
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%
2-bromothiophene
1003-09-4

2-bromothiophene

A

3-Bromothiophene
872-31-1

3-Bromothiophene

B

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
With sodium amide; ferric nitrate In ammoniaA 72%
B n/a
2-bromothiophene
1003-09-4

2-bromothiophene

A

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

B

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

2,3,5-tribromothiophene

C

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

2,3,4-tribromothiophene

D

Tetrabromothiophene
3958-03-0

Tetrabromothiophene

Conditions
ConditionsYield
With potassium tert-butylate; sodium amide In ammonia for 3h; Further byproducts given;A 65%
B n/a
C n/a
D n/a
2,3,4-tribromothiophene
3141-25-1

2,3,4-tribromothiophene

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
In N,N-dimethyl-formamide divided cell electrolysis at constant potential (-1.20 V); 0.1 M tetraethylammonium bromide, mercury electrode;60%
With methyl bromide; diethyl ether; magnesium Erhitzen des Reaktionsprodukts mit Wasserdampf;
thiophene
188290-36-0

thiophene

A

3-Bromothiophene
872-31-1

3-Bromothiophene

B

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
Stage #1: thiophene With bromine In chloroform for 4h; Heating;
Stage #2: With acetic acid; zinc In water Heating;
A 23%
B 51%
3,4-dibromo-2,5-dimethylthiophene
39129-54-9

3,4-dibromo-2,5-dimethylthiophene

A

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

B

3,4-dibromo-2,5-dimethylthiophene-1,1-dioxide
70061-39-1

3,4-dibromo-2,5-dimethylthiophene-1,1-dioxide

C

C6H2Br2O3S
508170-24-9

C6H2Br2O3S

D

3,4-Dibromo-2,5-dimethylthiophene S-monoxide
301677-76-9

3,4-Dibromo-2,5-dimethylthiophene S-monoxide

Conditions
ConditionsYield
With aluminum oxide; ferric hydroxide; ethylenediaminetetraacetic acid; dihydrogen peroxide In methanol; water at 50 - 55℃; for 5h; Mechanism;A 36%
B 10%
C 16%
D 30%
In methanol; water at 50 - 55℃; for 5h; Mechanism;A 8%
B 10%
C 16%
D 30%
Tetrabromothiophene
3958-03-0

Tetrabromothiophene

A

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

B

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

2,3,4-tribromothiophene

Conditions
ConditionsYield
With methyl bromide; diethyl ether; magnesium Behandeln des Reaktionsprodukts mit Wasser;
2,5-dibromothiophen
3141-27-3

2,5-dibromothiophen

A

thiophene
188290-36-0

thiophene

B

2-bromothiophene
1003-09-4

2-bromothiophene

C

3-Bromothiophene
872-31-1

3-Bromothiophene

D

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
With tetramethylammonium perchlorate In N,N-dimethyl-formamide Product distribution; Mechanism; controlled-potential electrolysis at reticulated vitreous carbon; further reagents;
thiophene
188290-36-0

thiophene

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Conditions
ConditionsYield
With bromine; acetic acid; zinc Yield given. Multistep reaction;
Tetrabromothiophene
3958-03-0

Tetrabromothiophene

acetic acid
64-19-7

acetic acid

zinc

zinc

A

3-Bromothiophene
872-31-1

3-Bromothiophene

B

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

formic acid
64-18-6

formic acid

3,4-dibromo-thiophene-2-carboxylic acid-(3,4-dibromo-[2]thienylmethyl ester)
854626-59-8

3,4-dibromo-thiophene-2-carboxylic acid-(3,4-dibromo-[2]thienylmethyl ester)

aqueous KOH-solution

aqueous KOH-solution

A

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

B

(3,4-dibromo-thiophen-2-yl)-methanol
38319-52-7

(3,4-dibromo-thiophen-2-yl)-methanol

C

3,4-dibromo-2-thiophenecarboxylic acid
7311-66-2

3,4-dibromo-2-thiophenecarboxylic acid

3,4-dibromo-2,5-thiophenedicarboxaldehyde
25373-20-0

3,4-dibromo-2,5-thiophenedicarboxaldehyde

aqueous KOH

aqueous KOH

A

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

B

(3,4-dibromo-thiophen-2-yl)-methanol
38319-52-7

(3,4-dibromo-thiophen-2-yl)-methanol

C

formic acid
64-18-6

formic acid

D

3,4-dibromo-2-thiophenecarboxylic acid
7311-66-2

3,4-dibromo-2-thiophenecarboxylic acid

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

octylmagnesium bromide
17049-49-9

octylmagnesium bromide

3,4-dioctylthiophene
161746-06-1

3,4-dioctylthiophene

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether Reflux;100%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether Cooling with ice; Reflux;89%
With [1,3-bis(diphenylphosphino)propane]nickel(II) dichloride In tetrahydrofuran for 4h; Heating;64%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran; diethyl ether at 0 - 20℃;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

(3,4-dibromothien-2-yl)-tridecyl-ketone
1190224-40-8

(3,4-dibromothien-2-yl)-tridecyl-ketone

Conditions
ConditionsYield
aluminum (III) chloride In dichloromethane at 0℃; Friedel Crafts Acylation; Inert atmosphere;100%
Stage #1: 3,4-dibromothiophene; tetradecanoyl chloride With aluminum (III) chloride In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water
2-(ethoxycarbonyl)phenylboronic acid
380430-53-5

2-(ethoxycarbonyl)phenylboronic acid

3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

diethyl 2,2'-(thiophene-3,4-diyl)dibenzoate

diethyl 2,2'-(thiophene-3,4-diyl)dibenzoate

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;100%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; Suzuki-Miyaura Coupling;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

3,4-dibromothiophene-2,5-diyl-bis(trimethylsilane)
175658-90-9

3,4-dibromothiophene-2,5-diyl-bis(trimethylsilane)

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With lithium diisopropyl amide In diethyl ether; hexane at 0℃; for 2h;
Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -78 - 20℃;
99.6%
Stage #1: 3,4-dibromothiophene With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 0.5h; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 0.5h; Inert atmosphere;
72%
With lithium diisopropyl amide Inert atmosphere;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

4-d1-3-bromothiophene
51027-36-2

4-d1-3-bromothiophene

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: With 2D(1+)*SO4(2-)=D2SO4; water-d2 In tetrahydrofuran
99%
Stage #1: 3,4-dibromothiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.416667h;
Stage #2: With d(4)-methanol In diethyl ether; hexane at -78 - 20℃; for 0.583333h;
58%
With n-butyllithium; water-d2 In diethyl ether; hexane at -70℃; for 0.333333h;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

bis(μ-[2-(dimethylamino)ethanolato-N,O:O]tetramethyldiindium

bis(μ-[2-(dimethylamino)ethanolato-N,O:O]tetramethyldiindium

4,4'-dimethyl-3,3'-bithiophene

4,4'-dimethyl-3,3'-bithiophene

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 24h;99%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

acetyl chloride
75-36-5

acetyl chloride

1-(3,4-dibromothiophen-2-yl)ethanone
57681-57-9

1-(3,4-dibromothiophen-2-yl)ethanone

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With aluminum (III) chloride In dichloromethane at 0℃; Friedel Crafts acylation;
Stage #2: acetyl chloride at 0℃; Friedel Crafts acylation;
98%
Stage #1: 3,4-dibromothiophene; acetyl chloride With aluminum (III) chloride In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With hydrogenchloride; water In dichloromethane
95%
With aluminium trichloride; Petroleum ether
With aluminium trichloride In dichloromethane Friedel-Crafts acylation; cooling;
Stage #1: 3,4-dibromothiophene; acetyl chloride With aluminum (III) chloride In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

n-hexylmagnesium bromide
3761-92-0

n-hexylmagnesium bromide

3,4-di-n-hexylthiophene
122107-04-4

3,4-di-n-hexylthiophene

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether98%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; for 20h; Inert atmosphere; Reflux;93%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether for 12h; Kumada Cross-Coupling; Cooling with ice;93%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

5,5-dimethyl-5H-dibenzo[b,d]stannole
5565-85-5

5,5-dimethyl-5H-dibenzo[b,d]stannole

phenanthro[9,10-c]thiophene
235-95-0

phenanthro[9,10-c]thiophene

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran at 60℃; for 12h;98%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

4.-brorno-thiophene-3-carboxylic acid ethyl ester
224449-33-6

4.-brorno-thiophene-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; for 5h;
Stage #2: chloroformic acid ethyl ester In tetrahydrofuran at 10 - 20℃; for 16h;
Stage #3: With water In tetrahydrofuran at 20℃; for 0.166667h;
98%
Stage #1: 3,4-dibromothiophene With isopropylmagnesium bromide In tetrahydrofuran at 0℃; for 5h;
Stage #2: chloroformic acid ethyl ester at 0 - 20℃; for 14h;
82%
With isopropylmagnesium chloride In tetrahydrofuran at 0 - 25℃;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

chloroacetyl chloride
79-04-9

chloroacetyl chloride

DIP-3.18

DIP-3.18

Conditions
ConditionsYield
97%
With aluminium trichloride In carbon disulfide for 1h; Heating;
With aluminum (III) chloride In carbon disulfide Friedel Crafts acylation;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

3,4-dibromo-2,5-bis(triisopropylsilyl)thiophene

3,4-dibromo-2,5-bis(triisopropylsilyl)thiophene

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: triisopropylsilyl chloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
97%
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;97%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-1-(3,4-dibromothiophen-2-yl)ethanone
63722-99-6

2-bromo-1-(3,4-dibromothiophen-2-yl)ethanone

Conditions
ConditionsYield
With aluminum (III) chloride In carbon disulfide at 20℃; Friedel Crafts acylation; Reflux;96%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

phenylboronic acid
98-80-6

phenylboronic acid

3-bromo-4-phenylthiophene
23062-41-1

3-bromo-4-phenylthiophene

Conditions
ConditionsYield
Stage #1: phenylboronic acid With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; triphenylphosphine In toluene at 20℃; Suzuki coupling; Inert atmosphere;
Stage #2: 3,4-dibromothiophene In toluene Suzuki coupling; Inert atmosphere;
Stage #3: With sodium carbonate In toluene at 20℃; Inert atmosphere; Reflux;
96%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; benzene Suzuki coupling; Inert atmosphere; Reflux;68%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

methanol
67-56-1

methanol

A

2,3-dimethoxythiophene
51792-34-8

2,3-dimethoxythiophene

B

3-bromo-4-methoxythiophene
110545-69-2

3-bromo-4-methoxythiophene

Conditions
ConditionsYield
With sodium; potassium iodide; copper(II) oxide at 97℃; for 72h; Inert atmosphere;A 96%
B n/a
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

dimethylsulfide
75-18-3

dimethylsulfide

3-bromo-4-(methylthio)thiophene
58414-59-8

3-bromo-4-(methylthio)thiophene

Conditions
ConditionsYield
With n-butyllithium In diethyl ether96%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

1-Bromotetradecane
112-71-0

1-Bromotetradecane

C32H60S

C32H60S

Conditions
ConditionsYield
Stage #1: 1-Bromotetradecane With iodine; magnesium In diethyl ether at 0℃; for 1h;
Stage #2: 3,4-dibromothiophene With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0 - 20℃; for 12h;
96%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

dibromo-3,4 nitro-2 thiophene
35633-91-1

dibromo-3,4 nitro-2 thiophene

Conditions
ConditionsYield
With sulfuric acid; nitric acid In chloroform at 50℃; for 24h;95%
With nitric acid; acetic anhydride
With nitric acid; acetic anhydride; acetic acid
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

benzylmagnesium chloride
6921-34-2

benzylmagnesium chloride

3,4-dibenzylthiophene
74714-05-9

3,4-dibenzylthiophene

Conditions
ConditionsYield
1,3-bis[(diphenylphosphino)propane]dichloronickel(II)95%
dichloro[propane-1,3-diylbis(diphenylphosphane)]nickel(II) In diethyl ether for 20h; Heating;95 % Chromat.
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

(E)-3-[4-((E)-2-Butoxycarbonyl-vinyl)-thiophen-3-yl]-acrylic acid butyl ester

(E)-3-[4-((E)-2-Butoxycarbonyl-vinyl)-thiophen-3-yl]-acrylic acid butyl ester

Conditions
ConditionsYield
With potassium carbonate; allylpalladium(II) chloride dimer; Tedicyp In N,N-dimethyl-formamide at 140℃; for 24h; Heck reaction;95%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

(2-octyldodecyl)zinc(II) bromide

(2-octyldodecyl)zinc(II) bromide

3,4-bis(2-octyldodecyl)thiophene

3,4-bis(2-octyldodecyl)thiophene

Conditions
ConditionsYield
With [1,1'-bis(diphenylphosphino)-ferrocene]palladium(II) chloride-dichlormethane complex In N,N-dimethyl acetamide at 80℃; for 12h;95%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

formaldehyd
50-00-0

formaldehyd

3,4-dibutyl-5-(hydroxymethyl)thiophene
1022089-65-1

3,4-dibutyl-5-(hydroxymethyl)thiophene

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene; n-butyl magnesium bromide With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;
Stage #2: With n-butyllithium In tetrahydrofuran at 0℃; for 0.75h; Inert atmosphere; Schlenk technique;
Stage #3: formaldehyd In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Schlenk technique;
95%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

P-toluenesulfonyl cyanide
19158-51-1

P-toluenesulfonyl cyanide

4-bromothiophene-3-carbonitrile
18895-10-8

4-bromothiophene-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃;
Stage #2: P-toluenesulfonyl cyanide In tetrahydrofuran at 0 - 5℃;
Stage #3: With water In tetrahydrofuran for 0.166667h;
94.3%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

2-ethylhexylmagnesium bromide

2-ethylhexylmagnesium bromide

3,4-bis(2-ethylhexyl)thiophene

3,4-bis(2-ethylhexyl)thiophene

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran; diethyl ether at 0 - 20℃;94%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 25℃; for 16h; Kumada Cross-Coupling;76%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 20℃; for 48h;43%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

thiophene-3,4-diamine
78637-85-1

thiophene-3,4-diamine

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In ethylene glycol at 140℃; for 16h; Sealed tube; chemoselective reaction;94%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

3,4-dichlorothiophene
17249-76-2

3,4-dichlorothiophene

Conditions
ConditionsYield
With copper(l) chloride In N,N-dimethyl-formamide for 24h; Reflux; Inert atmosphere;94%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

Dimethyldisulphide
624-92-0

Dimethyldisulphide

3-bromo-4-(methylthio)thiophene
58414-59-8

3-bromo-4-(methylthio)thiophene

Conditions
ConditionsYield
Stage #1: 3,4-dibromothiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h;
Stage #2: Dimethyldisulphide In diethyl ether; hexane at -78 - 20℃; for 12h;
93%
With n-butyllithium In diethyl ether; hexane 1.) - 80 deg C, 1 h, 2.) -70 deg C, 3 h;50%
With n-butyllithium In diethyl ether; water
Stage #1: 3,4-dibromothiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.133333h;
Stage #2: Dimethyldisulphide In tetrahydrofuran; hexane at -78℃; for 0.05h;
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

4-butylphenylboronic acid
145240-28-4

4-butylphenylboronic acid

3,4-bis(4-butylphenyl)thiophene

3,4-bis(4-butylphenyl)thiophene

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 19h; Inert atmosphere; Reflux;93%
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In water; toluene Heating;60%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

sodium ethanolate
141-52-6

sodium ethanolate

3,4-diethoxythiophene
122721-91-9

3,4-diethoxythiophene

Conditions
ConditionsYield
With potassium iodide; copper(II) oxide In ethanol at 120℃; under 3000.3 Torr; for 6h; Temperature; Inert atmosphere; Autoclave;92.1%
3,4-dibromothiophene
3141-26-2

3,4-dibromothiophene

benzoyl chloride
98-88-4

benzoyl chloride

2-benzoyl-3,4-dibromothiophene

2-benzoyl-3,4-dibromothiophene

Conditions
ConditionsYield
With aluminum (III) chloride at 0 - 20℃;92%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 16h; Friedel-Crafts Acylation;92%
With aluminium trichloride; Petroleum ether

3,4-Dibromothiophene Specification

The 3,4-Dibromothiophene is an organic compound with the formula C4H2Br2S. The IUPAC name of this chemical is 3,4-dibromothiophene. With the CAS registry number 3141-26-2, it is also named as Thiophene, 3,4-dibromo-. The product's categories are Thiophenes; Blocks; Thiazoles; Halides; Heterocycles; Thiophene & Benzothiophene; Miscellaneous; Halogenated; Organohalides; Thiophene; Thiophens; Halogenated Heterocycles; Heterocyclic Building Blocks; Thiophenes Building Blocks. Besides, it is a clear colorless to yellow liquid, which should be stored in a cool and dry place.

Physical properties about 3,4-Dibromothiophene are: (1)ACD/LogP: 3.21; (2)ACD/LogD (pH 5.5): 3.21; (3)ACD/LogD (pH 7.4): 3.21; (4)ACD/BCF (pH 5.5): 162.16; (5)ACD/BCF (pH 7.4): 162.16; (6)ACD/KOC (pH 5.5): 1328.88; (7)ACD/KOC (pH 7.4): 1328.88; (8)Polar Surface Area: 28.24 Å2; (9)Index of Refraction: 1.638; (10)Molar Refractivity: 40.01 cm3; (11)Molar Volume: 111.2 cm3; (12)Polarizability: 15.86×10-24cm3; (13)Surface Tension: 47 dyne/cm; (14)Density: 2.174 g/cm3; (15)Flash Point: 90.4 °C; (16)Enthalpy of Vaporization: 43.93 kJ/mol; (17)Boiling Point: 221.5 °C at 760 mmHg; (18)Vapour Pressure: 0.159 mmHg at 25°C.

Preparation: this chemical can be prepared by tetrabromo-thiophene. This reaction will need reagent Zn and AcOH.



Uses of 3,4-Dibromothiophene: it can be used to produce 4-bromo-thiophene-3-carbaldehyde. It will need reagent n-BuLi.

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. 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. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1cscc1Br
(2)InChI: InChI=1/C4H2Br2S/c5-3-1-7-2-4(3)6/h1-2H
(3)InChIKey: VGKLVWTVCUDISO-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C4H2Br2S/c5-3-1-7-2-4(3)6/h1-2H
(5)Std. InChIKey: VGKLVWTVCUDISO-UHFFFAOYSA-N

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