2,4-Dibromopyridine supplier | CasNO.58530-53-3

Name
2,4-Dibromopyridine
EINECS -0
CAS No. 58530-53-3
Article Data10
CAS DataBase
Density 2.059 g/cm³
Solubility
Melting Point 38-40 °C
Formula C₅H₃Br₂N
Boiling Point 251.668 °C at 760 mmHg
Molecular Weight 236.894
Flash Point 106.005 °C
Transport Information
Appearance light yellow needles
Safety 26-36/37/39-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,4-Dibrompyridin;
PSA 12.89000
LogP 2.60660

Synthetic route

: 626-03-9
3-deazauracil

A: 58530-53-3
2,4-dibromopyridine

B: 2402-91-7
2,3,4-tribromopyridine

Conditions

Conditions	Yield
With phosphorus(V) oxybromide at 125℃; for 4.5h;	A 90% B 9%
With phosphorus(V) oxybromide at 125℃; for 4.5h;	A 85% B 12%

: 117196-08-4
2,4-dibromopyridine N-oxide

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With Acetyl bromide In acetic acid at 130℃;	80%

: 52092-43-0
2-bromo-4-nitropyridine N-oxide

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With Acetyl bromide In acetic acid at 130℃; for 16h;	71%
Multi-step reaction with 2 steps 1: FeSO4; concentrated aqueous NH3 2: sodium nitrite; aqueous sulfuric acid; copper (II)-sulfate; potassium bromide / Diazotization.Reagens 4: Kupfer-Pulver; Reagens 5: Wasser View Scheme

: 7598-35-8
2-bromo-4-aminopyridine

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With hydrogen bromide; bromine; sodium nitrite	60%
With sulfuric acid; copper(II) sulfate; potassium bromide; sodium nitrite Diazotization.Reagens 4: Kupfer-Pulver; Reagens 5: Wasser;

: 26452-80-2
2,4-dichloropyridine

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With trimethylsilyl bromide In various solvent(s) Heating;	49%

: 30766-03-1
4-bromo-2-picolinic acid

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With tert-butylhypochlorite; dichloromethane; oxygen; sodium hydrogencarbonate at 70℃; for 20h; Green chemistry;	45%

: 13534-89-9
2,3-dibromopyridine

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
Stage #1: 2,3-dibromopyridine With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; ZnCl2-N,N,N’,N’-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere; regioselective reaction;	25%
With bromine; tert.-butyl lithium; diisopropylamine 1.) THF, -60 deg C, 2.) -70 deg C, 4 h; Yield given. Multistep reaction;

: 626-03-9
3-deazauracil

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With phosphorus(V) oxybromide at 130℃;

: 13534-89-9
2,3-dibromopyridine

A: 109-04-6
2-bromo-pyridine

B: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With n-butyllithium; pentan-3-one 1) THF, -40 deg C, 15 min, 2) THF, -60 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

: 14305-17-0
2-bromopyridine-N-oxide

: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid; nitric acid 2: FeSO4; concentrated aqueous NH3 3: sodium nitrite; aqueous sulfuric acid; copper (II)-sulfate; potassium bromide / Diazotization.Reagens 4: Kupfer-Pulver; Reagens 5: Wasser View Scheme

: 1206975-33-8
2-chloro-4-(trifluoromethoxy)pyridine

A: 58530-53-3
2,4-dibromopyridine

B: 1206977-89-0
2-bromo-4-(trifluoromethoxy)pyridine

Conditions

Conditions	Yield
With trimethylsilyl bromide In propiononitrile at 100℃; for 48h;

: 58530-53-3
2,4-dibromopyridine

: 108894-99-1
(2,4,6-triisopropylphenyl)magnesium bromide

: 4-bromo-2-(2,4,6-triisopropylphenyl)pyridine

Conditions

Conditions	Yield
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran at 20℃; Inert atmosphere;	100%

: 58530-53-3
2,4-dibromopyridine

: 108-95-2
phenol

: 1353776-73-4
4-bromo-2-phenoxypyridine

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Reagent/catalyst; Solvent; Inert atmosphere; regioselective reaction;	98%

: 123-75-1
pyrrolidine

: 58530-53-3
2,4-dibromopyridine

: 230618-42-5
2-bromo-4-(pyrrolidin-1-yl)-pyridine

Conditions

Conditions	Yield
In ethanol at 70℃;	97%

: 58530-53-3
2,4-dibromopyridine

: 195062-59-0
2-methylphenylboronic acid pinacol ester

: 1142194-13-5
4-bromo-2-(2-methylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	95%

: 58530-53-3
2,4-dibromopyridine

: 5720-06-9
2-Methoxyphenylboronic acid

: 876601-40-0
4-bromo-2-(2-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 85℃; for 48h; Inert atmosphere;	94%

: 58530-53-3
2,4-dibromopyridine

: 171364-79-7
2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 4-bromo-2-(4-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	93%

: 58530-53-3
2,4-dibromopyridine

: 150-76-5
4-methoxy-phenol

: 1415666-36-2
C12H10BrNO2

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; regioselective reaction;	91%

: 58530-53-3
2,4-dibromopyridine

: 195062-57-8
p-tolylboronic pinacol ester

: 916824-56-1
4-bromo-2-(4-methylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	91%

: 58530-53-3
2,4-dibromopyridine

: 1379789-40-8
N,N-diphenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

: 2,20-(pyridine-2,4-diyl)bis(N,N-diphenylaniline)

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene at 110℃; for 48h; Inert atmosphere; Reflux;	90%

: 58530-53-3
2,4-dibromopyridine

: 4-bromo-2-(4-(methylsulfonyl)phenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 100℃; for 16h; Inert atmosphere;	89.79%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 100℃; for 2h; Microwave irradiation; Inert atmosphere;	23%

: 58530-53-3
2,4-dibromopyridine

: 106-44-5
p-cresol

: 1415666-35-1
4-bromo-2-p-tolyloxy-pyridine

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; regioselective reaction;	89%
Stage #1: p-cresol With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In toluene at 20℃; for 4h; Inert atmosphere; Stage #2: 2,4-dibromopyridine In toluene at 110℃; Inert atmosphere; regioselective reaction;

: 58530-53-3
2,4-dibromopyridine

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

A: 54151-74-5
2-bromo-4-phenylpyridine

B: 98420-98-5
4-bromo-2-phenyl pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile for 24h; Reagent/catalyst; Temperature; Suzuki Coupling; Inert atmosphere; Reflux; regioselective reaction;	A 6% B 89%

...Expand

: 58530-53-3
2,4-dibromopyridine

: 144432-80-4
2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1514914-35-2
4-bromo-2-(4-phenylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	89%

: 58530-53-3
2,4-dibromopyridine

: 912844-88-3
2-([1,1’-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1514914-36-3
4-bromo-2-(3-phenylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	89%

: 58530-53-3
2,4-dibromopyridine

: 181219-01-2
4-pyridineboronic acid pinacol ester

: 116195-93-8
<4,2';4',4''>Terpyridin

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 120h; Inert atmosphere; Reflux;	88.7%

: 110-89-4
piperidine

: 58530-53-3
2,4-dibromopyridine

: 24255-92-3
2'-bromo-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl

Conditions

Conditions	Yield
In isopropyl alcohol at 75℃; for 72h;	88%

: 58530-53-3
2,4-dibromopyridine

: 6267-02-3
9,9‐dimethyl‐10H‐acridine

: 10,10'-(pyridine-2,4-diyl)bis(9,9-dimethyl-9,10-dihydroacridine)

Conditions

Conditions	Yield
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 12h; Inert atmosphere;	88%

: 58530-53-3
2,4-dibromopyridine

: 201802-67-7
4-(diphenylamino)phenyl boronic acid

: 1352129-71-5
C41H31N3

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene at 110℃; for 48h; Suzuki coupling; Inert atmosphere;	87%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 110℃; for 48h; Suzuki coupling; Inert atmosphere;	87%

: 58530-53-3
2,4-dibromopyridine

: 895154-77-5
tris(3,4-dimethoxyphenyl)bismuthane

: 2,4-bis(3,4-dimethoxyphenyl)pyridine

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 110℃; for 2h; Schlenk technique; Inert atmosphere;	87%

: 58530-53-3
2,4-dibromopyridine

: 106-48-9
4-chloro-phenol

: 1415666-37-3
C11H7BrClNO

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; regioselective reaction;	86%

: 58530-53-3
2,4-dibromopyridine

: 253342-48-2
4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane

: 1142194-16-8
4-bromo-2-(3-methylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	86%

: 58530-53-3
2,4-dibromopyridine

: 98-80-6
phenylboronic acid

A: 54151-74-5
2-bromo-4-phenylpyridine

B: 26274-35-1
2,4-diphenylpyridine

C: 98420-98-5
4-bromo-2-phenyl pyridine

Conditions

Conditions	Yield
With potassium phosphate; johnphos; tris(dibenzylideneacetone)dipalladium (0) In toluene at 40℃; for 24h; Suzuki cross-coupling;	A n/a B 85% C n/a
With TlOH; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 25℃; for 24h; Suzuki cross-coupling;	A 4% B 4% C 67%
With tetra(n-butyl)ammonium hydroxide; palladium diacetate; triphenylphosphine In tetrahydrofuran; water at 40℃; for 1h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;	A 61% B n/a C n/a

...Expand

: bromo(cyclopropyl)zinc

: 58530-53-3
2,4-dibromopyridine

: 1086381-28-3
4-bromo-2-(cyclopropyl)pyridine

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at -20 - 20℃; for 2.16667h; Inert atmosphere;	85%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 2.16667h;	85%
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 0 - 20℃; for 16.1667h; Negishi Coupling;	24%

: 58530-53-3
2,4-dibromopyridine

: 100-52-7
benzaldehyde

: (4-bromopyridin-2-yl)(phenyl)methanol

Conditions

Conditions	Yield
Stage #1: 2,4-dibromopyridine With n-butyllithium In hexane; toluene at -78℃; for 2h; Stage #2: benzaldehyde In hexane; toluene at -78 - 0℃; for 5h;	85%

: 58530-53-3
2,4-dibromopyridine

: 994-28-5
triethylchlorogermane

: C11H18BrGeN

Conditions

Conditions	Yield
Stage #1: 2,4-dibromopyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 2h; Stage #2: triethylchlorogermane In diethyl ether; hexane at -78 - 20℃; for 17h;	85%

: 58530-53-3
2,4-dibromopyridine

: 1075719-87-7
2-(4-ethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1514914-34-1
4-bromo-2-(4-ethylphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 70℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	84%

: 58530-53-3
2,4-dibromopyridine

: 603-33-8
triphenylbismuthane

: 26274-35-1
2,4-diphenylpyridine

Conditions

Conditions	Yield
With potassium acetate; palladium diacetate; triphenylphosphine In 1-methyl-pyrrolidin-2-one at 110℃; for 2h; Schlenk technique; Inert atmosphere;	84%

: 58530-53-3
2,4-dibromopyridine

: 536-74-3
phenylacetylene

: 1629220-94-5
4-bromo-2-(phenylethynyl)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; palladium(II) trifluoroacetate; diisopropylamine; triphenylphosphine In acetonitrile for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Reflux; Inert atmosphere; regioselective reaction;	84%

: 58530-53-3
2,4-dibromopyridine

: 90-15-3
α-naphthol

: 1415666-39-5
C15H10BrNO

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; regioselective reaction;	83%

2,4-Dibromopyridine Specification

The 2,4-Dibromopyridine, with the CAS registry number 58530-53-3, is also known as Pyridine, 2,4-dibromo-. It belongs to the product categories of Blocks; Bromides; Pyridines; Pyridine; Heterocyclic Series; Pharmacetical; Organohalides; Halides. This chemical's molecular formula is C₅H₃Br₂N and molecular weight is 236.89. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2,4-Dibromopyridine are: (1)ACD/LogP: 2.298; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.30; (4)ACD/LogD (pH 7.4): 2.30; (5)ACD/BCF (pH 5.5): 32.87; (6)ACD/BCF (pH 7.4): 32.87; (7)ACD/KOC (pH 5.5): 423.93; (8)ACD/KOC (pH 7.4): 423.93; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 12.89 Å²; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 39.724 cm³; (15)Molar Volume: 115.027 cm³; (16) Polarizability: 15.748×10^-24cm³; (17)Surface Tension: 47.776 dyne/cm; (18)Density: 2.059 g/cm³; (19)Flash Point: 106.005 °C; (20)Enthalpy of Vaporization: 46.921 kJ/mol; (21)Boiling Point: 251.668 °C at 760 mmHg; (22)Vapour Pressure: 0.032 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cnc(cc1Br)Br
(2) InChI: InChI=1S/C5H3Br2N/c6-4-1-2-8-5(7)3-4/h1-3H
(3) InChIKey: PCMMSLVJMKQWMQ-UHFFFAOYSA-N

Product Name

2,4-Dibromopyridine

Synthetic route

2,4-Dibromopyridine Specification

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