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Name	2,5-Dibromo-3-picoline	EINECS	-0
CAS No.	3430-18-0	Density	1.911 g/cm³
PSA	12.89000	LogP	2.91500
Solubility	N/A	Melting Point	43-47 °C(lit.)
Formula	C₆H₅Br₂N	Boiling Point	260 °C at 760 mmHg
Molecular Weight	250.92	Flash Point	111.1 °C
Transport Information	UN 2811 6.1/PG 3	Appearance	Off-white to beige crystalline powder
Safety	26-36/37/39-36	Risk Codes	22-36/38-36/37/38-20/21/22
Molecular Structure		Hazard Symbols	Xn， Xi
Synonyms	pyridine, 2,5-dibromo-3-methyl-;2,5-Dibromo-3-methylpyridine;	Article Data	13

2,5-Dibromo-3-picoline Synthetic route

: 3430-21-5
5-bromo-3-methyl-pyridin-2-ylamine

: 3430-18-0
2,5-dibromo-3-methylpyridine

Conditions

Conditions	Yield
With hydrogen bromide; bromine; sodium nitrite In water at -15℃; for 3h;	94%
With hydrogen bromide; bromine; sodium nitrite In water at -15 - 23℃; for 3h;	94%
Stage #1: 5-bromo-3-methyl-pyridin-2-ylamine With hydrogen bromide; bromine at -15 - -10℃; Stage #2: With sodium nitrite at 15 - 20℃; Temperature;	91.8%

: 1603-40-3
3-methylpyridin-2-ylamine

: 3430-18-0
2,5-dibromo-3-methylpyridine

Conditions

Conditions	Yield
With hydrogen bromide; bromine; sodium nitrite 1.) bromination; 2.) water, -10 deg C, 1.5 h, 0 deg C, 0.5 h; Multistep reaction;
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.42 h / 20 °C / Cooling with ice 2: hydrogen bromide; bromine; sodium nitrite / water / 3 h / -15 °C View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.42 h / 0 - 23 °C 2: hydrogen bromide; bromine; sodium nitrite / water / 3 h / -15 - 23 °C View Scheme

: 3430-18-0
2,5-dibromo-3-methylpyridine

: (R)-(+)-3-(dimethylamino)pyrrolidine

: [(R)-1-(5-bromo-3-methyl-pyridin-2-yl)-pyrrolidin-3-yl]-dimethyl-amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100℃;	99%

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 124-40-3
dimethyl amine

: N-(5-bromo-3-methyl-2-pyridyl)-N,N-dimethylamine

Conditions

Conditions	Yield
In water at 150℃; for 1h; Microwave irradiation;	98%
In water at 150℃; for 1h; Microwave irradiation;	98%

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 376587-52-9
5-bromo-2-iodo-3-methylpyridine

Conditions

Conditions	Yield
With sodium iodide In acetyl chloride; acetonitrile for 24h; Reflux;	97%
With acetyl chloride; sodium iodide In acetonitrile for 24h; Reflux;	97%
With acetyl chloride; sodium iodide In acetonitrile for 16h; Reflux;	94.78%

: 110-91-8
morpholine

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 566158-47-2
4-(5-bromo-3-methylpyridin-2-yl)morpholine

Conditions

Conditions	Yield
at 210℃; for 0.166667h; Sealed tube; Microwave irradiation;	97%
at 140℃; for 6h;

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 75-05-8
acetonitrile

: 5-bromo-3-methyl-2-pyridineacetonitrile

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran at -78℃; for 0.916667h; Stage #2: 2,5-dibromo-3-methylpyridine In tetrahydrofuran at -78 - 20℃; for 2h;	97%
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: 2,5-dibromo-3-methylpyridine In tetrahydrofuran at 33℃; for 3h; Temperature;	86%

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 100-51-6
benzyl alcohol

: 2-benzyloxy-5-bromo-3-methylpyridine

Conditions

Conditions	Yield
Stage #1: benzyl alcohol With sodium hydride In tetrahydrofuran for 1.5h; Reflux; Stage #2: 2,5-dibromo-3-methylpyridine In tetrahydrofuran at 20℃; for 12h; Reflux;	95%

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 124-41-4
sodium methylate

: 2,5-dibromo-3-(methoxymethyl)pyridine

Conditions

Conditions	Yield
In methanol at 20℃; for 18h;	93%

: 3430-18-0
2,5-dibromo-3-methylpyridine

: 109-86-4
2-methoxy-ethanol

: 1288996-83-7
5-bromo-2-(2-methoxy-ethoxy)-3-methyl-pyridine

Conditions

Conditions	Yield
Stage #1: 2-methoxy-ethanol With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.5h; Stage #2: 2,5-dibromo-3-methylpyridine In dimethyl sulfoxide; mineral oil at 60℃; for 1h;	91%
Stage #1: 2-methoxy-ethanol With sodium hydride In dimethyl sulfoxide; mineral oils at 20℃; for 0.5h; Stage #2: 2,5-dibromo-3-methylpyridine In dimethyl sulfoxide; mineral oils at 60℃; for 1h;	91%

2,5-Dibromo-3-picoline Chemical Properties

Molecular Structure of 2,5-Dibromo-3-picoline (CAS NO.3430-18-0):

IUPAC Name: 2,5-dibromo-3-methylpyridine
Empirical Formula: C₆H₅Br₂N
Molecular Weight: 250.9186
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 12.89 Å²
Index of Refraction: 1.593
Molar Refractivity: 44.54 cm³
Molar Volume: 131.3 cm³
Surface Tension: 44.9 dyne/cm
Density: 1.911 g/cm³
Flash Point: 111.1 °C
Enthalpy of Vaporization: 47.76 kJ/mol
Boiling Point: 260 °C at 760 mmHg
Vapour Pressure: 0.0203 mmHg at 25°C
Melting point: 42-47 ^oC
SMILES: Cc1cc(cnc1Br)Br
InChI: InChI=1/C6H5Br2N/c1-4-2-5(7)3-9-6(4)8/h2-3H,1H3
Product Categories: Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Halides; Pyridines; Bromopyridines; Halopyridines; Boronic Acid; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks

2,5-Dibromo-3-picoline Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 22-36/38-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-36
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.
S36:Wear suitable protective clothing.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
HazardClass: 6.1
PackingGroup: III

2,5-Dibromo-3-picoline Specification

2,5-Dibromo-3-picoline , with CAS number of 3430-18-0, can be called 2,5-Dibromo-3-methylpyridine ; 2,5-Dibromo-3-methylpyridine ; pyridine, 2,5-dibromo-3-methyl- . It is an off-white to beige crystalline powder.

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