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4-Bromopyridine hydrochloride
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  • Name 4-Bromopyridine hydrochloride
  • EINECS243-128-4
  • CAS No. 19524-06-2
  • Density1.598 g/cm3
  • PSA12.89000
  • LogP2.64610
  • SolubilitySoluble in DMSO, Methanol and Water.
  • Melting Point270 °C (dec.)(lit.)
  • FormulaC5H4BrN.HCl
  • Boiling Point185.2 °C at 760 mmHg
  • Molecular Weight194.458
  • Flash Point65.8 °C
  • Transport Information2811
  • AppearanceWhite crystalline powder
  • Safety26-36/37/39-22
  • Risk Codes36/37/38-20/21/22
  • Molecular Structure
    Molecular Structure of 19524-06-2 (4-Bromopyridine hydrochloride)
  • Hazard SymbolsIrritantXi,HarmfulXn
  • SynonymsIrritantXi,HarmfulXn

4-Bromopyridine hydrochloride Synthetic route

87199-17-5

4-formylphenylboronic acid,

19524-06-2

4-bromopyridine hydrochloride

99163-12-9

4-(pyridin-4-yl)benzaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 4h; Suzuki Coupling; Reflux; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;94%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;84%
19524-06-2

4-bromopyridine hydrochloride

1120-87-2

4-bromopyridin

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 6h; Inert atmosphere; Schlenk technique;100%
With sodium hydroxide In water at 20℃; for 0.166667h;100%
With sodium hydrogencarbonate In water84%
91983-26-5

4-(cyanomethyl)phenylboronic acid

19524-06-2

4-bromopyridine hydrochloride

112170-33-9

2-(4-(pyridin-4-yl)phenyl)acetonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; isopropyl alcohol; toluene for 7h; Inert atmosphere; Reflux;61%
Stage #1: 4-(cyanomethyl)phenylboronic acid; 4-bromopyridine hydrochloride With potassium carbonate In isopropyl alcohol; toluene at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) for 7h; Inert atmosphere; Reflux;
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

19524-06-2

4-bromopyridine hydrochloride

1587730-27-5

[RuCl2(p-cymene)(4-BrNC5H4)]

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In dichloromethane at 20℃;97%
19524-06-2

4-bromopyridine hydrochloride

147081-44-5

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

1010446-43-1

(S)-3-(pyridin-4-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 70℃; for 4h;99%
19524-06-2

4-bromopyridine hydrochloride

927-74-2

1-butyn-4-ol

192643-83-7

4-(pyridin-4-yl)butyl-3-yn-1-ol

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine; lithium chloride In water for 2h; Sonogashira coupling; Reflux; Inert atmosphere;99%
1032189-97-1

3,5-dimethoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl diethylcarbamate

19524-06-2

4-bromopyridine hydrochloride

1032189-92-6

3,5-dimethoxy-2-(pyridin-4-yl)phenyl diethylcarbamate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 20h; Suzuki-Miyaura coupling;99%
5720-05-8

4-methylphenylboronic acid

19524-06-2

4-bromopyridine hydrochloride

4423-10-3

4-(p-tolyl)pyridine

Conditions
ConditionsYield
With Pd(PPh2)(m-C6H4SO3Na)*(H2O)4; sodium carbonate In methanol; water; benzene at 80℃; for 6.5h;98%
With palladium diacetate; sodium hydrogencarbonate; triphenylphosphine In water; N,N-dimethyl-formamide for 18h; Suzuki reaction; Heating; Inert atmosphere;80%
6267-34-1

2-bromo-5-methoxy-1,3-dimethyl-benzene

19524-06-2

4-bromopyridine hydrochloride

338989-70-1

4-manisylpyridine

Conditions
ConditionsYield
Stage #1: 2-bromo-5-methoxy-1,3-dimethyl-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #3: 4-bromopyridine hydrochloride With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane for 12h; Negishi coupling; Heating;		98%
1429747-36-3

5-methoxy-2-[1-(4-methoxybenzyl)-1H-indazol-3-yl]pyrimidin-4-amine

19524-06-2

4-bromopyridine hydrochloride

1429745-32-3

5-methoxy-2-[1-(4-methoxybenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)-pyrimidin-4-amine

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 105℃; Inert atmosphere;98%
With tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere;81%

4-Bromopyridine hydrochloride Chemical Properties

IUPAC Name: 4-bromopyridine hydrochloride
Synonyms of 4-Bromopyridine hydrochloride (CAS NO.19524-06-2): Pyridine, 4-bromo-, hydrochloride ; 4-Bromopyridinium chloride
CAS NO: 19524-06-2
Molecular Formula: C5H4BrN.HCl
Molecular Weight: 194.46
Molecular Structure:
EINECS: 243-128-4
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 12.89 Å2
Flash Point: 65.8 °C
Enthalpy of Vaporization: 40.41 kJ/mol
Boiling Point: 185.2 °C at 760 mmHg
Vapour Pressure: 0.968 mmHg at 25°C 
Melting Point: 270 °C (dec.)(lit.)
Sensitive: Hygroscopic
Appearance: White crystalline powder
Product Categories: Pyridine;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;Pyridines derivates;Heterocyclic Compounds;Bromopyridines;Halopyridines;Pyridinium Compounds;Bases & Related Reagents;Nucleotides;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks

4-Bromopyridine hydrochloride Uses

 4-Bromopyridine hydrochloride (CAS NO.19524-06-2) is a useful synthetic intermediate.

4-Bromopyridine hydrochloride Safety Profile

Safety Information about 4-Bromopyridine hydrochloride (CAS NO.19524-06-2):
Hazard Codes: HarmfulXn,Xi
Risk Statements: 36/37/38-20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-22
S22: Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 2811
WGK Germany: 3
F: 3-10
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III
HS Code: 29333999

4-Bromopyridine hydrochloride Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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