2-Bromofuran supplier | CasNO.584-12-3

Name
2-Bromofuran
EINECS
CAS No. 584-12-3
Article Data22
CAS DataBase
Density 1.662 g/cm³
Solubility
Melting Point 116 °C
Formula C₄H₃BrO
Boiling Point 106.6 °C at 760mmHg
Molecular Weight 146.971
Flash Point 18.3 °C
Transport Information
Appearance light yellow liquid
Safety 3/7-9-16-33-37/39-26
Risk Codes 11-36/37/38
Molecular Structure
Hazard Symbols
Synonyms alpha-Furyl bromide;2-Furyl bromide;Furan, 2-bromo-;
PSA 13.14000
LogP 2.04210

Synthetic route

: 110-00-9
furan

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With bromine; ethyllithium In diethyl ether 1.) 25 deg C, 1 h, 2.) -80 deg C;	83%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one for 0.0222222h; microwave irradiation;	78%
With hexabromocyclopenta-1,3-diene In acetonitrile Heating;	75%

: 585-70-6
5-bromo-furan-2-carboxylic acid

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With copper In quinoline Heating;	81%
With quinoline; copper at 210℃;	75%
With quinoline; copper
With water; mercury dichloride

: 110-00-9
furan

A: 584-12-3
2-bromofuran

B: 32460-00-7
2,5-dibromofuran

Conditions

Conditions	Yield
With bromine In N,N-dimethyl-formamide at 30 - 35℃; for 1.5h;	A 72% B 8%
With N-Bromosuccinimide; p-toluenesulfonic acid monohydrate In benzene

: 110-00-9
furan

: 91-66-7
N,N-diethylaniline

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With bromine In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate	23%

: 123-91-1
1,4-dioxane

: 110-00-9
furan

: 506-68-3
bromocyane

A: 584-12-3
2-bromofuran

B: 617-90-3
2-furancarbonitrile

...Expand

: 110-00-9
furan

: 506-68-3
bromocyane

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With 1,4-dioxane anschliessend Erhitzen mit wss. Natronlauge und Natriumsulfit;

: 110-00-9
furan

: 506-68-3
bromocyane

A: 584-12-3
2-bromofuran

B: 617-90-3
2-furancarbonitrile

...Expand

: 110-00-9
furan

: 506-68-3
bromocyane

A: 584-12-3
2-bromofuran

B: 32460-00-7
2,5-dibromofuran

Conditions

Conditions	Yield
With 1,4-dioxane Erhitzen des Reaktionsgemisches mit wss. Natronlauge und Natriumsulfit;

...Expand

5-bromo-<2>furylmercury(1+) chloride: 5-bromo-<2>furylmercury(1+) chloride

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With hydrogenchloride

: 585-70-6
5-bromo-furan-2-carboxylic acid

: 7732-18-5
water

mercury (II)-chloride: mercury (II)-chloride

: 584-12-3
2-bromofuran

...Expand

: 4208-64-4
1-(2-furyl)ethanol

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With 1,10-Phenanthroline; oxygen; potassium carbonate In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 18h; Autoclave; Molecular sieve;	57 %Chromat.

: 98-01-1
furfural

: 584-12-3
2-bromofuran

Conditions

Conditions	Yield
With 1,10-Phenanthroline; oxygen; potassium carbonate In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 18h; Autoclave; Molecular sieve;	72 %Chromat.

: 584-12-3
2-bromofuran

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: tert-butyl{[3-(2-furyl)prop-2-yn-1-yl]oxy}dimethylsilane

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 70℃; Inert atmosphere;	100%

: 584-12-3
2-bromofuran

: 616-45-5
2-pyrrolidinon

: furazolidone

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine at 110℃; for 24h;	99%
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 24h;	82%

: 584-12-3
2-bromofuran

: 89980-68-7
3,4-dimethylphenylmagnesium bromide

: 80866-22-4
2-(3,4-dimethylphenyl)furan

Conditions

Conditions	Yield
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 16h; Ambient temperature;	98%

: 584-12-3
2-bromofuran

: 5713-61-1
thiophen-2-yl magnesium bromide

: 27521-80-8
2-(2-thienyl)furan

Conditions

Conditions	Yield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In diethyl ether 1.) -30 deg C; 2.) RT, 5h;	98%

: 584-12-3
2-bromofuran

: 75-78-5
dimethylsilicon dichloride

: 1578-44-5
bis (2-furyl)dimethylsilane

Conditions

Conditions	Yield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 2:1 substrate/Me2SiCl2 ratio, electrochemical conditions (Mg anode, 2.2 F.mol-1);	98%

: 584-12-3
2-bromofuran

: 273-53-0
benzoxazole

: 881-60-7
2-(furan-2-yl)benzoxazole

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; nixantphos In N,N-dimethyl-formamide at 24℃; for 12h; Heck Reaction; Inert atmosphere;	98%
With potassium carbonate In dimethyl sulfoxide at 100℃; for 8h; Green chemistry;	56 %Chromat.

: 584-12-3
2-bromofuran

: 22873-28-5
p-ethylphenylmagnesium bromide

: 80866-24-6
2-(4-ethylphenyl)furan

Conditions

Conditions	Yield
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 16h; Ambient temperature;	97%

: 584-12-3
2-bromofuran

: 5720-05-8
4-methylphenylboronic acid

: 17113-32-5
2-(4-methylphenyl)furan

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 75 - 85℃; Suzuki coupling; Inert atmosphere;	97%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; N,N-dimethyl-formamide at 75 - 85℃; Suzuki coupling; Inert atmosphere;	56%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; ethanol; water

: 584-12-3
2-bromofuran

: 5720-07-0
4-methoxyphenylboronic acid

: 17113-31-4
2-(4-methoxyphenyl)furan

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 20℃; for 16h; Suzuki-Miyaura Coupling;	97%
With potassium carbonate In ethanol; water at 90℃; for 0.5h; Suzuki Coupling; Microwave irradiation;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 75 - 85℃; Suzuki coupling; Inert atmosphere;	77%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; N,N-dimethyl-formamide at 75 - 85℃; Suzuki coupling; Inert atmosphere;	57%

: 584-12-3
2-bromofuran

: 271-63-6
7-Azaindole

: 1-(furan-2-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
Inert atmosphere;	97%

: 584-12-3
2-bromofuran

: 124-70-9
Dichloromethylvinylsilane

: 10447-98-0
Methyl-di(2-furyl)vinylsilane

Conditions

Conditions	Yield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide electrochemical conditions (Mg anode, 2.2 F.mol-1);	96%

: 584-12-3
2-bromofuran

: 1532-97-4
4-bromoisoquinoline

: 4-(furan-2-yl)isoquinoline

Conditions

Conditions	Yield
Stage #1: 2-bromofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; Stage #3: 4-bromoisoquinoline With methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); XPhos In tetrahydrofuran; hexane at 20℃; for 12h; Negishi Coupling; Inert atmosphere;	96%

Yield

Stage #1: 2-bromofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
Stage #3: 4-bromoisoquinoline With methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); XPhos In tetrahydrofuran; hexane at 20℃; for 12h; Negishi Coupling; Inert atmosphere;

96%

: 584-12-3
2-bromofuran

: 18028-96-1
isobutylmethyldichlorosilane

: bis(2-furyl)isobutylmethylsilane

Conditions

Conditions	Yield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide electrochemical conditions (Mg anode, 2.2 F.mol-1);	95%

: 584-12-3
2-bromofuran

: 98-80-6
phenylboronic acid

: 17113-33-6
2-phenylfuran

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 80℃; for 0.333333h; Suzuki-Miyaura Coupling;	95%
With potassium phosphate; tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine; palladium dichloride In o-xylene at 90℃; for 24h; Concentration; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	93%
With C30H18Cl2N2O4Pd; tetrabutylammomium bromide; potassium carbonate In ethanol at 60℃; Suzuki-Miyaura Coupling; Sealed tube; Microwave irradiation;	93%

: 584-12-3
2-bromofuran

: 4347-31-3
2-formylthiophene-3-boronic acid

: 1040531-72-3
3-(furan-2-yl)thiophene-2-carbaldehyde

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 150℃; for 0.1h; Suzuki coupling; Microwave irradiation;	95%

: 584-12-3
2-bromofuran

: 925422-49-7
1-methyl-5-(pent-4-ynyl)-3,4-dihydropyridin-2(1H)-one

: 1186722-07-5
5-(5-(furan-2-yl)pent-4-ynyl)-1-methyl-3,4-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In dichloromethane at 20℃; for 24h; Sonogashira coupling; Inert atmosphere;	95%

: 584-12-3
2-bromofuran

: 17933-03-8
m-tolylboronic acid

: 89929-89-5
2-(3-methylphenyl)furan

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 75 - 85℃; Suzuki coupling; Inert atmosphere;	95%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; N,N-dimethyl-formamide at 75 - 85℃; Suzuki coupling; Inert atmosphere;	80%

: 584-12-3
2-bromofuran

: 92-67-1
4-Aminobiphenyl

: C16H13NO

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃;	95%

: 584-12-3
2-bromofuran

: 149-74-6
dichloromethylphenylsilane

: 217322-06-0
di(2-furyl)(methyl)phenylsilane

Conditions

Conditions	Yield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 2:1 substrate/PhMeSiCl2 ratio, electrochemical conditions (Mg anode, 2.2 F.mol-1);	94%

: 584-12-3
2-bromofuran

: 622-97-9
1-ethenyl-4-methylbenzene

: (E)-2-(4-methylphenyl)vinylfuran

Conditions

Conditions	Yield
With {1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(pyridine)palladium; caesium carbonate In neat (no solvent) at 100℃; for 12h; Heck Reaction;	93%

: 584-12-3
2-bromofuran

: 33397-21-6
tris(4-methoxyphenyl)bismuth

: 17113-31-4
2-(4-methoxyphenyl)furan

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 90℃; for 1h;	92%

: 584-12-3
2-bromofuran

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 98331-10-3
furan-2-carboxylic acid tert-butylamide

Conditions

Conditions	Yield
With 4,5-dimethyl-1,3-bis-(2,4,6-trimethylphenyl)-3H-imidazol-1-ium chloride; water; nickel dibromide; sodium t-butanolate In toluene at 150℃; for 20h; Schlenk technique; Inert atmosphere; Sealed tube;	92%

: 584-12-3
2-bromofuran

: 90591-48-3
tris-(4-ethoxy-phenyl)-bismuthine

: 1407150-38-2
2-(4-ethoxyphenyl)furan

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 90℃; for 1h;	91%

: 584-12-3
2-bromofuran

: 590-29-4
potassium formate

: 88-14-2
2-furanoic acid

Conditions

Conditions	Yield
With [PhCOPd(PtBu3)I]; dtbpf In 2-methyltetrahydrofuran at 80℃; for 18h; Inert atmosphere;	91%

: 584-12-3
2-bromofuran

: 62-53-3
aniline

: 2-fur-ylaniline

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃;	90%

: 584-12-3
2-bromofuran

: 1-(2′-naphthyl)-4,4,4-trifluorobut-2-yn-1-one

: C18H10BrF3O

Conditions

Conditions	Yield
Stage #1: 2-bromofuran; 1-(2′-naphthyl)-4,4,4-trifluorobut-2-yn-1-one In dichloromethane at 20℃; for 6h; Diels-Alder Cycloaddition; Stage #2: With diiron nonacarbonyl In toluene at 80℃; for 2h; regioselective reaction;	89%

: 584-12-3
2-bromofuran

: 75-77-4
chloro-trimethyl-silane

: 1578-33-2
2-furyltrimethylsilane

Conditions

Conditions	Yield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide electrochemical conditions;	88%
Stage #1: 2-bromofuran With n-butyllithium In diethyl ether at 0 - 20℃; for 3.33333h; Inert atmosphere; Stage #2: chloro-trimethyl-silane In diethyl ether at 0℃; Inert atmosphere;	51%

: 584-12-3
2-bromofuran

: 10075-50-0
5-bromo-1H-indole

: 128373-22-8
5-(furan-2-yl)-1H-indole

Conditions

Conditions	Yield
Stage #1: 2-bromofuran With n-butyllithium; Triisopropyl borate In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 5-bromo-1H-indole With potassium phosphate; chloro-(2-dicyclohexylphosphino-2,4,6-triisopropyl-1,1-biphenyl)[2-(2-amino-1,1-biphenyl)]palladium(II) In tetrahydrofuran; hexane; water at 40℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere;	88%

: 584-12-3
2-bromofuran

: 2-bromo-10-H-phenoxazine

: C16H10BrNO2

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 105℃; for 24h; Inert atmosphere;	87.2%

: 584-12-3
2-bromofuran

: 75-78-5
dimethylsilicon dichloride

: 183118-43-6
(2-furyl)dimethylchlorosilane

Conditions

Conditions	Yield
With tetrabutylammomium bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 1:20 substrate/Me2SiCl2 ratio, electrochemical conditions (Mg anode, 2.2 F.mol-1);	87%
Stage #1: 2-bromofuran With magnesium; ethylene dibromide In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: dimethylsilicon dichloride In tetrahydrofuran; diethyl ether at 20℃; for 20h;

2-Bromofuran Chemical Properties

The molecular structure of 2-Bromofuran (CAS No. 584-12-3):

IUPAC Name: 2-Bromofuran
Molecular Formula: C₄H₃BrO
Molecular Weight: 146.97g/mol
Density: 1.662g/cm³
Boiling Point: 106.6°C at 760mmHg
Flash Point: 18.3°C
Index of Refraction: 1.505
Molar Refractivity: 26.24 cm³
Molar Volume: 88.4 cm³
Polarizability: 10.4×10^-24cm³
Surface Tension: 32.9 dyne/cm
Enthalpy of Vaporization: 33.12 kJ/mol
Vapour Pressure: 32.8 mmHg at 25 °C
XLogP3-AA: 2
H-Bond Acceptor: 1
Exact Mass: 145.936727
MonoIsotopic Mass: 145.936727
Topological Polar Surface Area: 13.1
Heavy Atom Count: 6
Canonical SMILES: C1=COC(=C1)Br
InChI: InChI=1S/C4H3BrO/c5-4-2-1-3-6-4/h1-3H
InChIKey: OYMCMWPHMPODNK-UHFFFAOYSA-N
Product Categories: Furan&Benzofuran; Furans, Benzofurans & Dihydrobenzofurans; Halides

2-Bromofuran Uses

2-Bromofuran (CAS No. 584-12-3) can be used in organic synthesis.

2-Bromofuran Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 11-36/37/38
R11: Highly flammable.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 3/7-9-16-33-37/39-26
S9: Keep container in a well-ventilated place.
S16: Keep away from sources of ignition.
S33: Take precautionary measures against static discharges.
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 1993
Hazard Note: Irritant

2-Bromofuran Specification

2-Bromofuran (CAS No. 584-12-3) is also named as 2-Furyl bromide ; alpha-Furyl bromide ; Furan, 2-bromo- . 2-Bromofuran (CAS No. 584-12-3) is colorless to light yellow liquid.

Product Name

2-Bromofuran

Synthetic route

2-Bromofuran Chemical Properties

2-Bromofuran Uses

2-Bromofuran Safety Profile

2-Bromofuran Specification

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