2,5-Dibromo-3-hexylthiophene supplier

Name
2,5-Dibromo-3-hexylthiophene
EINECS 639-833-5
CAS No. 116971-11-0
Article Data31
CAS DataBase
Density 1.551 g/cm³
Solubility
Melting Point
Formula C₁₀H₁₄Br₂S
Boiling Point 317.2 °C at 760 mmHg
Molecular Weight 326.095
Flash Point 145.6 °C
Transport Information
Appearance Light yellow liquid
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,4-DICHLORO-D-BETA-HOMOPHENYLALANINE HYDROCHLORIDE;2,5-Dibromo-3-hex-1-ylthiophene;2,5-dibromo-3-n-hexylthiophene;2,5-dibromo-3-hexyl-thiophene;2,5-Dibromo-3-hexylt;2,5-Dibromo-3-Hexylthiophene;3-BroMo-N-phenylcarbazole/3-BroMo-9-phenylcarbazole;
PSA 28.24000
LogP 5.39590

Synthetic route

: 1693-86-3
3-hexylthiophene

: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
With N-Bromosuccinimide In chloroform at 0℃;	99%
With N-Bromosuccinimide In chloroform; N,N-dimethyl-formamide at 60℃;	98%
With hydrogen bromide; dihydrogen peroxide In water at -5 - 20℃; for 23h; Product distribution / selectivity;	97%

: 1693-86-3
3-hexylthiophene

A: 69249-61-2
3-hexyl-2-bromothiophene

B: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetic acid for 0.833333h; Yields of byproduct given;	A 91.7% B n/a

: 69249-61-2
3-hexyl-2-bromothiophene

: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
With N-Bromosuccinimide; acetic acid In chloroform Heating;	87%
Multi-step reaction with 2 steps 1: 225 mg / 1.) butyllithium, 2.) Fe(acac)3 / 1.) THF, hexane, 20 min, 2.) THF, hexane, -70 deg C, 2 h 2: 95 percent / NBS / CHCl3; acetic acid / 0.5 h / Heating View Scheme

: 3761-92-0
n-hexylmagnesium bromide

: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether 2: 95 percent / tetrabutylammonium bromide; methanol; Br2 / CH2Cl2 / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran 2: N-Bromosuccinimide View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / 15 h / Reflux 2: N-Bromosuccinimide / tetrahydrofuran / 1 h / 0 - 5 °C View Scheme
Multi-step reaction with 2 steps 1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / diethyl ether 2: N-Bromosuccinimide / 20 °C / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 14 h / 55 °C 2: N-Bromosuccinimide / tetrahydrofuran / 12 h / 28 °C View Scheme

: 111-25-1
1-bromo-hexane

(+-)-2-<2-methyl-octyl>-pyridine: (+-)-2-<2-methyl-octyl>-pyridine

: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: magnesium / diethyl ether / 2 h / 0 - 20 °C 1.2: 70 percent / [NiCl2(dppp)] / diethyl ether / 3 h 2.1: 70 percent / N-bromosuccinimide / dimethylformamide / 5 h / -20 - 20 °C View Scheme

: 111-25-1
1-bromo-hexane

: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: magnesium / diethyl ether / 2 h / 20 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere; Cooling with acetone-dry ice 2.1: N-Bromosuccinimide / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: magnesium / diethyl ether / 2.5 h / 20 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere; Cooling with acetone-dry ice 2.1: N-Bromosuccinimide / tetrahydrofuran / 4.17 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: zinc / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere 2: lithium bromide; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride / tetrahydrofuran / 20 °C / Inert atmosphere; Schlenk technique 3: N-Bromosuccinimide / N,N-dimethyl-formamide / Inert atmosphere View Scheme

: 124397-96-2
1-hexylzinc bromide

: 116971-11-0
2,5-dibromo-3-hexylthiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium bromide; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride / tetrahydrofuran / 20 °C / Inert atmosphere; Schlenk technique 2: N-Bromosuccinimide / N,N-dimethyl-formamide / Inert atmosphere View Scheme

: 950511-16-7
1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 950511-34-9
4-hexyl-1,5-bis(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)thiophene

Conditions

Conditions	Yield
With sodium hydroxide; bis(tri-tert-butylphosphine)palladium In 1,4-dioxane; water at 60℃; for 4h; Suzuki-Miyaura coupling;	99%

: 54663-78-4
tributyl(thien-2-yl)stannane

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 173448-32-3
3'-hexyl-2,2':5',2"-terthiophene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 80℃;	95%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 511295-00-4
2,3,4,6-tetrafluorophenyl(dihydroxy)borane

: C22H16F8S

Conditions

Conditions	Yield
With C36H49BrFPPd; sodium sulfate; triethylamine In water; toluene at 20℃; for 5h; Suzuki-Miyaura Coupling;	95%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 128376-64-7
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

: 4,4'-(3-hexylthiophene-2,5-diyl)dibenzaldehyde

Conditions

Conditions	Yield
With bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0); tetrabutylammomium bromide; sodium carbonate In water for 0.25h; Suzuki-Miyaura Coupling; Microwave irradiation;	86%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; sodium carbonate In water at 80℃; for 0.25h; Suzuki-Miyaura Coupling; Inert atmosphere; Microwave irradiation;	86%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 98-80-6
phenylboronic acid

: 3-hexyl-2,5-diphenylthiophene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In water at 85℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;	84%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1066-54-2
trimethylsilylacetylene

: 2,5-bis[(trimethylsilyl)ethynyl]-3-hexylthiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In dichloromethane at 25℃; for 0.0833333h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique; Stage #2: trimethylsilylacetylene In dichloromethane at 25℃; for 12h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	82%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1223559-97-4
3,3'5,5'-tetrabromo-4,4’-di-n-hexyl-2,2’-bithiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: With copper dichloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;	81%
Stage #1: 2,5-dibromo-3-hexylthiophene With lithium diisopropyl amide In tetrahydrofuran; hexane for 1h; Cooling with acetone-dry ice; Stage #2: With copper dichloride In tetrahydrofuran; hexane at 20℃;	81%
Stage #1: 2,5-dibromo-3-hexylthiophene With lithium diisopropyl amide In tetrahydrofuran; hexane for 1h; Cooling with acetone-dry ice; Inert atmosphere; Stage #2: With copper dichloride In tetrahydrofuran; hexane	81%

: 2251-50-5
pentafluorobenzoylchloride

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1223559-97-4
3,3'5,5'-tetrabromo-4,4’-di-n-hexyl-2,2’-bithiophene

Conditions

Conditions	Yield
Stage #1: pentafluorobenzoylchloride; 2,5-dibromo-3-hexylthiophene With lithium diisopropyl amide In tetrahydrofuran; hexane Cooling with acetone-dry ice; Stage #2: With copper dichloride In tetrahydrofuran; hexane at 20℃; Cooling with acetone-dry ice;	81%

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 615288-49-8
2-(3-hexyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Schlenk technique; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; hexane at -78 - 28℃; for 24h; Schlenk technique; Inert atmosphere;	78%
Stage #1: 2,5-dibromo-3-hexylthiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;	50%

: 1679-18-1
4-Chlorophenylboronic acid

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 2-bromo-3-hexyl-5-(4-chlorophenyl)thiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 30℃; for 25h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Stage #2: 4-Chlorophenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; regioselective reaction;	77%

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

: 116971-11-0
2,5-dibromo-3-hexylthiophene

A: 291535-21-2
4-hexyl-5-bromo-2-thiophenecarboxaldehyde

B: 69249-61-2
3-hexyl-2-bromothiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; Further stages.;	A 76% B 7%

...Expand

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: zinc dibromide

: 2-(bromozincio)-5-bromo-3-hexylthiophene

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In N,N-dimethyl-formamide Electrochem. Process; at 263 K with Zn anode and Ni foam cathode; supporting electrolite tetrabutylammonium tetrafluoroborate, 1.5-3 mA/cm-2 constant current density;	76%

: 5720-05-8
4-methylphenylboronic acid

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 2-bromo-3-hexyl-5-(4-methylphenyl)thiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 30℃; for 25h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Stage #2: 4-methylphenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Solvent; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; regioselective reaction;	76%

: 133144-35-1
[2,2′-bithiophen]-5-yltrimethylstannane

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 3''-hexyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 36h; Stille Cross Coupling;	75%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 2,5-bis(3,5-dimethylphenyl)-3-hexylthiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Stage #2: 3,5-dimethylphenyl boronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	75%

: 1245706-97-1
(E)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1245706-81-3
(C10H8N2B)CHCH(C6H4)((C4HS)(CH2)5CH3)(C6H4)CHCH(BN2C10H8)

Conditions

Conditions	Yield
With aq. NaOH; bis(tri-t-butylphosphine)palladium(0) In dioxane; H2O react. of C24H26B2N2O2 with C10H14Br2S in presence of Pd complex with aq. NaOH (5 M), in dioxane at 80°C for 16 h; at molar ratio of C24H26B2N2O2:C10H14Br2S 2.2:1.0;	72%

: 1245706-97-1
(E)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 2,2'-(1E,1'E)-2,2'-(4,4'-(3-hexylthiophene-2,5-diyl)bis(4,1-phenylene))bis(ethene-2,1-diyl)bis(2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine)

Conditions

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); sodium hydroxide In 1,4-dioxane; water at 60℃; for 4h; Suzuki-Miyaura coupling; Inert atmosphere;	72%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 3-acetylphenylboronic acid

: 2-bromo-3-hexyl-5-(3-acetylphenyl)thiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 30℃; for 25h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Stage #2: 3-acetylphenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; regioselective reaction;	72%

: 5720-07-0
4-methoxyphenylboronic acid

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 3-hexyl-2,5-bis(4-methoxyphenyl)thiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Stage #2: 4-methoxyphenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	72%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 3-acetylphenylboronic acid

: 2,5-bis(3-acetylphenyl)-3-hexylthiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Stage #2: 3-acetylphenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	72%

: 87199-17-5
4-formylphenylboronic acid,

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 4,4'-(3-hexylthiophene-2,5-diyl)dibenzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water for 6h; Suzuki Coupling; Reflux; Inert atmosphere;	71.4%

: 123-11-5
4-methoxy-benzaldehyde

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1435937-75-9
(5-bromo-4-hexylthiophen-2-yl)(4-methoxyphenyl)methanol

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With 2,2’-oxy-bis(N,N-diethylethanamine); 2,4,6-triisopropylmagnesium bromide In tetrahydrofuran at -10℃; for 16h; Inert atmosphere; Schlenk technique; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -20 - 25℃; for 2h; Inert atmosphere; Schlenk technique; regioselective reaction;	71%

: 156545-07-2
3,5-difluorophenylboronic acid

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 2,5-bis(3,5-difluorophenyl)-3-hexylthiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Stage #2: 3,5-difluorophenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	71%

: 31401-23-7
p-methoxybenzenesulfinyl chloride

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1435937-76-0
2-bromo-3-hexyl-5-((4-methoxyphenyl)sulfinyl)thiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With 2,2’-oxy-bis(N,N-diethylethanamine); 2,4,6-triisopropylmagnesium bromide In tetrahydrofuran at -10℃; for 16h; Inert atmosphere; Schlenk technique; Stage #2: p-methoxybenzenesulfinyl chloride In tetrahydrofuran at -20 - 25℃; for 4h; Inert atmosphere; Schlenk technique; regioselective reaction;	70%

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 2-bromo-3-hexyl-5-(3,5-dimethylphenyl)thiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 30℃; for 25h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; Stage #2: 3,5-dimethylphenyl boronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; regioselective reaction;	70%

: 5720-05-8
4-methylphenylboronic acid

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 1337877-59-4
2,5-bis(4-methylphenyl)-3-hexylthiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Stage #2: 4-methylphenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	70%

: 1679-18-1
4-Chlorophenylboronic acid

: 116971-11-0
2,5-dibromo-3-hexylthiophene

: 2,5-bis(4-chlorophenyl)-3-hexylthiophene

Conditions

Conditions	Yield
Stage #1: 2,5-dibromo-3-hexylthiophene With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Stage #2: 4-Chlorophenylboronic acid With potassium phosphate In 1,4-dioxane; water at 90℃; for 12h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	70%

2,5-Dibromo-3-hexylthiophene Specification

The 2,5-Dibromo-3-hexylthiophene with cas registry number of 116971-11-0 is a kind of light yellow to white crystal powder. It belongs to the following categories: Thiophenes; pharmacetical; API intermediates; Carbozale derivatives; Organic Electronics and Photonics; Synthetic Tools and Reagents; Thiophene Monomers and Building Blocks. Both its systematic name and IUPAC name are the same which is called 2,5-dibromo-3-hexylthiophene.

The physical properties about this chemical are: (1)ACD/LogP: 6.67; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.67; (4)ACD/LogD (pH 7.4): 6.67; (5)ACD/BCF (pH 5.5): 69046; (6)ACD/BCF (pH 7.4): 69046; (7)ACD/KOC (pH 5.5): 101259.54; (8)ACD/KOC (pH 7.4): 101259.54; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.561; (13)Molar Refractivity: 68.09 cm³; (14)Molar Volume: 210.1 cm³; (15)Surface Tension: 39.6 dyne/cm; (16)Density: 1.551 g/cm³; (17)Flash Point: 145.6 °C; (18)Enthalpy of Vaporization: 53.64 kJ/mol; (19)Boiling Point: 317.2 °C at 760 mmHg; (20)Vapour Pressure: 0.000726 mmHg at 25°C ; (21)Refractive index: 1.557.

Preparation: this chemical can be made by 3-hexyl-thiophene with reagents Br₂ and solvent
CHCl₃ at ambient temperature.

Uses of 2,5-Dibromo-3-hexylthiophene: it can react with ethynyl-trimethyl-silane to produce (5-bromo-4-hexyl-thiophen-2-ylethynyl)-trimethyl-silane by using reagents [PdCl₂(PPh₃)₂], CuI and various solvents at temperature of 20 ℃.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1sc(Br)cc1CCCCCC;
(2)InChI: InChI=1/C10H14Br2S/c1-2-3-4-5-6-8-7-9(11)13-10(8)12/h7H,2-6H2,1H3;
(3)InChIKey: NSYFIAVPXHGRSH-UHFFFAOYAL

Product Name

2,5-Dibromo-3-hexylthiophene

Synthetic route

2,5-Dibromo-3-hexylthiophene Specification

Related Products

Hot Products