1-Bromopyrene supplier | CasNO.1714-29-0

Name
1-Bromopyrene
EINECS 626-844-5
CAS No. 1714-29-0
Article Data74
CAS DataBase
Density 1.578 g/cm³
Solubility
Melting Point 102-105 °C
Formula C₁₆H₉Br
Boiling Point 422.5 °C at 760 mmHg
Molecular Weight 281.151
Flash Point 209.4 °C
Transport Information
Appearance light yellow solid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Bromopyrene;
PSA 0.00000
LogP 5.34650

Synthetic route

: 129-00-0
pyrene

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane for 2h;	100%
With hydrogen bromide; dihydrogen peroxide In methanol; diethyl ether; water at 15 - 20℃; for 12.25h;	96%
With N-Bromosuccinimide; dibenzoyl peroxide In N,N-dimethyl-formamide at 20℃;	96%

: C24H29BrO2

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
With methanesulfonic acid In dichloromethane at 0 - 20℃; for 1h;	96.08%

: C24H29BrO2

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
With methanesulfonic acid In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	93.24%

: C18H17BrO2

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
With methanesulfonic acid In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	91.1%

: C18H17BrO2

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
With methanesulfonic acid In dichloromethane at 0 - 20℃; for 1h;	84.7%

: 56-23-5
tetrachloromethane

: 128-08-5
N-Bromosuccinimide

: 129-00-0
pyrene

: 1714-29-0
1-bromopyrene

...Expand

: 128-08-5
N-Bromosuccinimide

: 129-00-0
pyrene

: 71-43-2
benzene

: 1714-29-0
1-bromopyrene

...Expand

: Pyrene-1-carbonyl bromide

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
With RhCl(PPh3)3 at 290℃;

: 110-86-1
pyridine

: 129-00-0
pyrene

: 7726-95-6
bromine

: 1714-29-0
1-bromopyrene

...Expand

: 56-23-5
tetrachloromethane

: 129-00-0
pyrene

: 7726-95-6
bromine

: 1714-29-0
1-bromopyrene

...Expand

: 129-00-0
pyrene

: 67-66-3
chloroform

: 7726-95-6
bromine

: 1714-29-0
1-bromopyrene

...Expand

: 129-00-0
pyrene

: 7732-18-5
water

: 7726-95-6
bromine

: 1714-29-0
1-bromopyrene

...Expand

: 3-bromo-2,2'-diiodo-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 2.2: 2 h / 5 - 30 °C 3.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

: 3-bromo-2,2'-diformyl-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 1.2: 2 h / 5 - 30 °C 2.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

: 606-21-3
1-chloro-2,6-dinitrobenzene

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 8 h / 30 - 40 °C / Inert atmosphere 2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave 3.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C 4.2: 20 °C 5.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 5.2: 2 h / 5 - 20 °C 6.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 8 h / 30 - 40 °C / Inert atmosphere
2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave
3.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C
4.2: 20 °C
5.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C
5.2: 2 h / 5 - 20 °C
6.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme

: 89598-96-9
(3-bromophenyl)boronic acid

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 8 h / 30 - 40 °C / Inert atmosphere 2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave 3.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C 4.2: 20 °C 5.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 5.2: 2 h / 5 - 20 °C 6.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C View Scheme

Yield

: 3'-bromo-2,6-dinitro-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave 2.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C 3.2: 20 °C 4.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 4.2: 2 h / 5 - 20 °C 5.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave
2.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C
3.2: 20 °C
4.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C
4.2: 2 h / 5 - 20 °C
5.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme

: 3'-bromo-2,6-diamino-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C 2.2: 20 °C 3.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 3.2: 2 h / 5 - 20 °C 4.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C View Scheme

: 3'-bromo-2,6-diiodo-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C 1.2: 20 °C 2.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 2.2: 2 h / 5 - 20 °C 3.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C View Scheme

: 3'-bromo-2,6-diformyl-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 1.2: 2 h / 5 - 20 °C 2.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C View Scheme

: 2113-57-7
3-bromobiphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: nitric acid; sulfuric acid; acetic anhydride / dichloromethane / 4 h / 5 - 25 °C 2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave 3.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere 4.2: 20 °C / Inert atmosphere 5.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 5.2: 2 h / 5 - 30 °C 6.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1.1: nitric acid; sulfuric acid; acetic anhydride / dichloromethane / 4 h / 5 - 25 °C
2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave
3.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C
5.2: 2 h / 5 - 30 °C
6.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
View Scheme

: 3-bromo-2,2'-dinitro-1,1'-biphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave 2.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere 3.2: 20 °C / Inert atmosphere 4.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 4.2: 2 h / 5 - 30 °C 5.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: hydrogen; 5%-palladium/activated carbon / ethanol / 40 °C / 2250.23 Torr / Autoclave
2.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere
3.2: 20 °C / Inert atmosphere
4.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C
4.2: 2 h / 5 - 30 °C
5.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
View Scheme

: 3-bromo-2,2′-diaminebiphenyl

: 1714-29-0
1-bromopyrene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C 3.2: 2 h / 5 - 30 °C 4.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1.1: copper(l) iodide; sodium nitrite; hydrogen iodide / water / 3 h / 5 - 60 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -85 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 5 °C
3.2: 2 h / 5 - 30 °C
4.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
View Scheme

: 1714-29-0
1-bromopyrene

: 1066-54-2
trimethylsilylacetylene

: 253271-87-3
trimethyl(2-(pyren-1-yl)ethynyl)silane

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 70℃; for 20h;	100%
With bis-triphenylphosphine-palladium(II) chloride; triethylamine at 70℃; for 23h; Sonogashira coupling; Inert atmosphere; Neat (no solvent); Sealed tube;	99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 20℃; for 24h; Inert atmosphere;	99%

: 1714-29-0
1-bromopyrene

: 164461-18-1
1-pyrenylboronic acid

Conditions

Conditions	Yield
With n-butyllithium; Triisopropyl borate	100%
Stage #1: 1-bromopyrene With n-butyllithium In tetrahydrofuran at -78 - -10℃; for 0.833333h; Stage #2: With Triisopropyl borate In tetrahydrofuran at 20℃; for 36h;	82%
Stage #1: 1-bromopyrene With n-butyllithium In diethyl ether at 0℃; for 0.5h; Stage #2: With Trimethyl borate In diethyl ether at -78 - 20℃; for 26h; Stage #3: In diethyl ether at 20℃; for 3h; Acid hydrolysis;	73%

: 1714-29-0
1-bromopyrene

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

: 1040100-95-5
2-(pyren-1-yl)thiophene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 24h; Stille Cross Coupling; Inert atmosphere;	100%
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 96h; Stille Cross-Coupling (Migita-Kosugi-Stille Coupling); Inert atmosphere;	95%
With tetrakis(triphenylphosphine) palladium(0) In toluene for 24h; Inert atmosphere; Reflux;	83.6%
With tetrakis(triphenylphosphine) palladium(0) In toluene Stille Cross Coupling; Inert atmosphere;

: 870774-25-7
(4-(naphthalen-1-yl)phenyl)boronic acid

: 1714-29-0
1-bromopyrene

: 1-(4-naphthalene-1-yl-phenyl)pyrene

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 8h; Heating / reflux;	99%

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

: 1714-29-0
1-bromopyrene

: 349666-24-6
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene

Conditions

Conditions	Yield
Stage #1: 1-bromopyrene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 1h;	99%
Stage #1: 1-bromopyrene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 1h;	99%
Stage #1: 1-bromopyrene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran	99%

: 1714-29-0
1-bromopyrene

: tri(2-naphthyl)indium

: 88812-42-4
1-(1-naphthalenyl)pyrene

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); DavePhos In tetrahydrofuran at 80℃; Schlenk technique; Inert atmosphere;	99%

: 115-18-4
2-methyl-3-buten-2-ol

: 1714-29-0
1-bromopyrene

: 1-(3-hydroxy-3-methyl-1-butynyl)pyrene

Conditions

Conditions	Yield
With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere;	99%

: 67-56-1
methanol

: 1714-29-0
1-bromopyrene

: 34246-96-3
1-methoxypyrene

Conditions

Conditions	Yield
With copper(l) iodide; sodium for 36h; Reflux; Inert atmosphere;	98%
With copper(l) iodide In N,N-dimethyl-formamide for 3h; Heating;	91%
With copper(l) iodide; sodium methylate In N,N-dimethyl-formamide for 30h; Heating;	74%

: 1714-29-0
1-bromopyrene

: 129-00-0
pyrene

Conditions

Conditions	Yield
With triethylamine In methanol; water at 4℃; for 0.25h; Irradiation; sensitizer: methylene blue;	98%
With tetraethylammonium perchlorate; triethylamine In ethanol; dimethyl sulfoxide at 20℃; for 12h; Electrolysis; Green chemistry;	92%
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 22℃; Mechanism; electroreduction at Hg electrode, Pt counter electrode, current oscillations, other temperatures;
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 3 h / -78 °C 1.2: -78 - 20 °C 1.3: 1 h 2.1: caesium carbonate / 1-methyl-pyrrolidin-2-one; water / 10 h / 100 °C View Scheme

: 1714-29-0
1-bromopyrene

: 536-74-3
phenylacetylene

: 23975-18-0
1-(phenylethynyl)pyrene

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine for 48h; Reflux;	98%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine at 80℃; for 48h; Inert atmosphere;	69%

: 1714-29-0
1-bromopyrene

: 73183-34-3
bis(pinacol)diborane

: 349666-24-6
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 90℃; for 4h; Inert atmosphere; Schlenk technique;	98%
With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate In 1,4-dioxane at 80℃; Inert atmosphere;	81%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 90℃; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	80%

: 1714-29-0
1-bromopyrene

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1-(3-hydroxy-3-methyl-1-butynyl)pyrene

Conditions

Conditions	Yield
Stage #1: 1-bromopyrene With bis-triphenylphosphine-palladium(II) chloride; diethylamine at 50℃; Sonogashira Cross-Coupling; Stage #2: 2-methyl-but-3-yn-2-ol With copper(l) iodide Reflux;	97%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; triphenylphosphine In tetrahydrofuran Sonogashira Cross-Coupling; Reflux;	76%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In various solvent(s)	60%
With tetrakis(triphenylphosphine) palladium(0); triphenylphosphine; lithium bromide; copper(ll) bromide In tetrahydrofuran at 90℃; for 2h; Substitution; Title compound not separated from byproducts;
Stage #1: 1-bromopyrene; 2-methyl-but-3-yn-2-ol With piperidine; lithium bromide; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In tetrahydrofuran at 90℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; dichloromethane; water

: 6165-69-1
Thien-3-ylboronic acid

: 1714-29-0
1-bromopyrene

: 3-pyren-1-yl-thiophene

Conditions

Conditions	Yield
With potassium carbonate In water; toluene at 90℃; for 0.5h; Suzuki-Miyaura Coupling;	97%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water Suzuki condensation;	82%

: 110-91-8
morpholine

: 1714-29-0
1-bromopyrene

: 1021359-33-0
N-(1-pyrenyl)morpholine

Conditions

Conditions	Yield
With sodium t-butanolate; palladium diacetate In toluene at 80℃; for 1h; Buchwald-Hartwig amination;	97%

: 1714-29-0
1-bromopyrene

: 3032-92-6
4-cyanophenylacetylene

: 54273-36-8
4-(2-(pyren-1-yl)ethynyl)benzonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); copper(II) sulfate; sodium L-ascorbate; triethylamine In N,N-dimethyl-formamide at 80℃; for 4h; Sonogashira coupling; Inert atmosphere;	97%

: 4885-02-3
Dichloromethyl methyl ether

: 1714-29-0
1-bromopyrene

: 6-bromo-pyrene-1-carbaldehyde

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 20℃; for 3h; Cooling with ice;	97%

: 24424-99-5
di-tert-butyl dicarbonate

: 1714-29-0
1-bromopyrene

: 156-57-0
2-mercaptoethylamine hydrochloride

: 1492816-10-0
C23H23NO2S

Conditions

Conditions	Yield
Stage #1: 1-bromopyrene; 2-mercaptoethylamine hydrochloride With potassium hydroxide In N,N-dimethyl-formamide at 20 - 110℃; for 1h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at 20℃; for 2h;	96%

...Expand

: 1271-47-2
ferroceneacetylene

: 1714-29-0
1-bromopyrene

: 851537-08-1
(1-pyrenyl)ethynylferrocene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; triphenylphosphine at 88℃; for 8h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	96%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 70℃; for 24h; Sonogashira Cross-Coupling; Inert atmosphere;	68%

: 625-84-3
2,5-Dimethylpyrrole

: 1714-29-0
1-bromopyrene

: 2-(pyrene-1-yl)-2,5-dimethyl-2H-pyrrole

Conditions

Conditions	Yield
Stage #1: 2,5-Dimethylpyrrole With n-butyllithium at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromopyrene With bis(dibenzylideneacetone)-palladium(0); ruphos at 100℃; for 12h; Inert atmosphere; regioselective reaction;	96%

: 1714-29-0
1-bromopyrene

: 98-80-6
phenylboronic acid

: 5101-27-9
1-phenyl pyrene

Conditions

Conditions	Yield
Stage #1: 1-bromopyrene; phenylboronic acid With sodium methylate In ethanol Suzuki-Miyaura Coupling; Inert atmosphere; Stage #2: In ethanol at 60℃; for 1h; Inert atmosphere;	96%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 90℃; for 24h; Inert atmosphere;	70%

: 1714-29-0
1-bromopyrene

: 124-41-4
sodium methylate

: 34246-96-3
1-methoxypyrene

Conditions

Conditions	Yield
In methanol for 15h; Inert atmosphere; Reflux; Large scale;	95.2%
With copper(l) iodide In methanol for 36h; Inert atmosphere; Reflux;	87.7%
With copper(l) iodide In N,N-dimethyl-formamide at 85℃; for 4h;	84%

: 3054-95-3
acrylaldehyde diethyl acetal

: 1714-29-0
1-bromopyrene

: 83671-44-7
3-(pyrene-1-yl)propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: acrylaldehyde diethyl acetal; 1-bromopyrene With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); sodium acetate In 1-methyl-pyrrolidin-2-one at 140℃; for 6h; Stage #2: With hydrogenchloride; water In 1-methyl-pyrrolidin-2-one	95%

: 4,4-difluoro-8-(p-(9-acetylenyl-1-ethynylpyrenyl)phenyl)-1,3,5,7-tetramethyl-2,4-diethyl-4-bora-3a,4a-diaza-s-indacene

: 1714-29-0
1-bromopyrene

: 4,4-difluoro-8-(p-(9-(1-acetylenylpyrenyl)-1-ethynylpyrenyl)phenyl)-1,3,5,7-tetramethyl-2,4-diethyl-4-bora-3a,4a-diaza-s-indacene

Conditions

Conditions	Yield
With diisopropylamine; tetrakis(triphenylphosphine) palladium(0) In benzene at 20℃; for 16h; Sonogashira coupling;	95%

: 1714-29-0
1-bromopyrene

: 107-19-7
propargyl alcohol

: 1392406-87-9
3-(pyren-1-yl)prop-2-yn-1-ol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-butylamine at 90℃; Inert atmosphere;	95%
With tetrakis(triphenylphosphine) palladium(0); N-butylamine for 3h; Sonogashira Cross-Coupling; Reflux; Inert atmosphere;	95%

: 1714-29-0
1-bromopyrene

: 4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-9H-carbazole

: 4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-9-(pyren-1-yl)-9H-carbazole

Conditions

Conditions	Yield
With copper(l) iodide; 18-crown-6 ether; potassium carbonate In 1,2-dichloro-benzene at 190℃; for 24h; Reflux;	95%

: 1714-29-0
1-bromopyrene

: N3,N3,N6,N6-tetrakis(4-methoxyphenyl)-9-H-carbazole-3,6-diamine

: N3,N3,N6,N6,tetrakis(4-methoxyphenyl)-9-(1-pyrene)-carbazole-3,6-diamine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 7h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere; Reflux;	95%

: 1746-23-2
4-tert-Butylstyrene

: 1714-29-0
1-bromopyrene

: 1338347-88-8
(E)-1-(4-tert-butylstyryl)pyrene

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; XPhos In N,N-dimethyl-formamide at 60℃; for 6h; Mizoroki-Heck reaction; Inert atmosphere; Pressure tube;	94%

: 1714-29-0
1-bromopyrene

: 1679-18-1
4-Chlorophenylboronic acid

: 929099-49-0
1-(4-chlorophenyl)pyrene

Conditions

Conditions	Yield
With sodium carbonate; palladium diacetate In 1,2-dimethoxyethane; water for 6.5h; Inert atmosphere; Reflux;	94%

1-Bromopyrene Specification

The IUPAC name of this chemical is 1-bromopyrene. With the CAS registry number 1714-29-0, it is also named as Pyrene, 1-bromo-. The product's categories are Aromatic Compounds; Electronic Chemicals; Pyrenes; Aryl; C13 to C37+; Halogenated Hydrocarbons. It is light yellow solid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and avoided direct sunshine.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.94; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.94; (4)ACD/LogD (pH 7.4): 5.94; (5)ACD/BCF (pH 5.5): 19338.63; (6)ACD/BCF (pH 7.4): 19338.63; (7)ACD/KOC (pH 5.5): 40720.2; (8)ACD/KOC (pH 7.4): 40720.2; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.858; (13)Molar Refractivity: 80.15 cm³; (14)Molar Volume: 178.1 cm³; (15) Polarizability: 31.775×10^-24 cm³; (16)Surface Tension: 62.1 dyne/cm; (17)Enthalpy of Vaporization: 65.05 kJ/mol; (18)Vapour Pressure: 5.91E-07 mmHg at 25°C; (19)Exact Mass: 279.988763; (20) MonoIsotopic Mass: 279.988763; (21)Heavy Atom Count: 17; (22)Complexity: 300.

Preparation of 1-Bromopyrene: It can be obtained by pyrene. This reaction needs reagents bromine and tetrachloromethane.

Uses of 1-Bromopyrene: It can react with methanol to get methyl-pyren-1-yl ether. This reaction needs reagent CuI and solvent dimethylformamide by heating. The reaction time is 3 hours. The yield is 91%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:Brc4ccc2ccc1cccc3c1c2c4cc3
2. InChI:InChI=1/C16H9Br/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9H
3. InChIKey:HYGLETVERPVXOS-UHFFFAOYAT

Product Name

1-Bromopyrene

Synthetic route

1-Bromopyrene Specification

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