3-Pyridyl bromide Chemical Properties

Melting point:

-27°C

Boiling point:

173 °C (lit.)

Density 

1.64 g/mL at 25 °C (lit.)

vapor pressure 

1.64hPa at 25℃

refractive index 

n20/D 1.571(lit.)

Flash point:

125 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

31g/l

form 

Liquid

pka

2.84(at 25℃)

Specific Gravity

1.617

color 

Clear colorless to yellow or slightly brown

Water Solubility 

Soluble in water (31 g/L at 20°C).

BRN 

105880

Dielectric constant

9.8499999999999996

InChI

1S/C5H4BrN/c6-5-2-1-3-7-4-5/h1-4H

InChIKey

NYPYPOZNGOXYSU-UHFFFAOYSA-N

SMILES

Brc1cccnc1

LogP

1.694

CAS DataBase Reference

626-55-1(CAS DataBase Reference)

NIST Chemistry Reference

Pyridine, 3-bromo-(626-55-1)

EPA Substance Registry System

3-Bromopyridine (626-55-1)

Safety Information

Hazard Codes 

Xn,T,F,Xi

Risk Statements 

10-22-36/37/38-23/24/25-20/21/22

Safety Statements 

26-45-38-36/37/39-28A-16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

8

Hazard Note 

Toxic/Flammable/Irritant

TSCA 

TSCA listed

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333999

Storage Class

3 - Flammable liquids

Hazard Classifications

Acute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:3-Pyridyl bromide
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3-Pyridyl bromide Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO YELLOW LIQUID

Uses

3-Bromopyridine undergoes lithiation with LDA at low temperatures in the 4-position: Heterocycles, involved in formation of the Grignard by Mg exchange with i-PrMgCl and in transmetallation of the lithiated derivative with zinc chloride followed by treatment with an electrophile as a route to 4-substituted 3-bromopyridines.

Uses

Pyridine as novel substrate for regioselective oxygenation with aromatic peroxygenase from Agrocybe aegerita.

Definition

ChEBI: A monobromopyridine in which the bromo substituent is located at position 3.

Synthesis Reference(s)

Synthesis, p. 293, 1974 DOI: 10.1055/s-1974-23300

Synthesis

A method for synthesizing 3-bromopyridine, comprising the steps of:

Add 60 g of pyridine and 100 mL of water to a 500 mL three-necked flask, add 40% HBr (160 g, temperature control of 20-30 ?? during the process of addition) dropwise with stirring, stirring after the dropwise addition until dissolved clear, to obtain the brominated reaction solution;

Heat the bromination reaction solution to 70 ?? and slowly add 30% H2O280mL, drop process control temperature 70-80 ?? (drop process slowly exothermic), drop after the completion of the temperature control 80 ?? stirring reaction for 24 hours, to get the crude products;

The crude product was cooled down to below 10??, the pH was adjusted to pH=8 with 3N NaOH aqueous solution, ethyl acetate (350mL×3) was added to extract, and the organic phase was backwashed with aqueous sodium sulfite to obtain the extract (organic phase);

The extract (organic phase) was concentrated and then distilled under reduced pressure, that is, 31 g of 3-bromopyridine was obtained, and the GC purity was 85.1%.

3-Pyridyl bromide(626-55-1)Related Product Information

• 2-(5-BROMO-2-PYRIDYLAZO)-5-DIMETHYLAMINOPHENOL
• Ethyl 5-bromonicotinate
• 2-Amino-5-bromopyridine
• 3-Pyridyl bromide
• 2-(5-BROMO-2-PYRIDYLAZO)-5-(DIETHYLAMINO)PHENOL
• 5-Bromonicotinic acid
• 2,5-DIMETHOXYPROPIOPHENONE
• 3,5-DIBROMO-2-HYDROXYPYRIDINE
• 2-Amino-5-bromo-6-methylpyridine
• 4-Bromoisoquinoline
• 3,5-Dibromopyridine
• 5-Bromo-3-nitro-2-pyridinol
• 3,5-Dibromo-2-pyridylamine
• 3-Bromoisonicotinic acid
• 3-Bromoquinoline
• 2-Amino-5-bromo-3-nitropyridine
• 2-AMINO-3,5-DIBROMO-6-METHYLPYRIDINE
• 3-Amino-4-bromopyridine