- 2-Bromopyridine
- 2-Bromopyridine N-oxide hydrobromide
- 2-Bromopyridine N-oxide hydrochloride
- 2-Bromopyridine-3-boronic acid
- 2-Bromopyridine-3-boronic acid pinacol ester
- 2-Bromopyridine-3-carbaldehyde
- 2-Bromopyridine-4-boronic acid
- 2-Bromopyridine-4-boronic acid pinacol ester
- 2-Bromopyridine-4-methanamine
- 2-Bromopyridine-4-methanol
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Cas Database |
| Name |
2-Bromopyridine |
EINECS | 203-641-6 |
| CAS No. | 109-04-6 | Density | 1.598 g/cm3 |
| PSA | 12.89000 | LogP | 1.84410 |
| Solubility | Slightly miscible with water. | Melting Point |
193 °C |
| Formula | C5H4BrN | Boiling Point | 189.5 °C at 760 mmHg |
| Molecular Weight | 157.997 | Flash Point | 54.4 °C |
| Transport Information | UN 2929 6.1/PG 2 | Appearance | clear slight brown liquid |
| Safety | 16-36/37-45-38-36/37/39-28A-26 | Risk Codes | 10-24/25-36/37/38-23/24/25-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 T, Xn, F
|
| Synonyms |
beta-Bromopyridine;o-Bromopyridine;PYRIDINE,2-BROMO;.beta.-Bromopyridine;Pyridine, 2-bromo-;2-Pyridyl bromide;2-Bromopuridine;2 - Bromo Pyridine;2-Bromo Pyridine;2- Bromopyridine; |
Article Data | 65 |
2-Bromopyridine Synthetic route
| Conditions | Yield |
|---|---|
| With n-butyllithium; butyl magnesium bromide In toluene at -10℃; | 100% |
| With n-butyllithium; isopropyl alcohol In hexane; dichloromethane 1.) -78 deg C, 1 h, 2.) -78 deg C, 30, min; warm to room temperature; | 90% |
| With n-butyllithium; formaldehyd In tetrahydrofuran at -70 - -40℃; | 90% |
- 80866-91-7
2-bromopyridine 1-oxide hydrochloride
- 109-04-6
2-bromo-pyridine
| Conditions | Yield |
|---|---|
| With titanium In tetrahydrofuran for 0.25h; Ambient temperature; | 97% |
- 14305-17-0
2-bromopyridine-N-oxide
- 109-04-6
2-bromo-pyridine
| Conditions | Yield |
|---|---|
| With Dimethylphenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 96% |
| With triphenylphosphine; [MoO2Cl2(dmf)2] In tetrahydrofuran for 5h; Heating; | 87% |
| With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 12h; Glovebox; chemoselective reaction; | 87% |
| Conditions | Yield |
|---|---|
| With 2-methylphenyl bromide; copper(I) bromide In cyclohexane at 5 - 45℃; for 3.41667h; Concentration; Temperature; | 91% |
| 78% | |
| With hydrogen bromide; bromine; sodium nitrite In water at -2℃; for 0.333333h; | 65% |
| Conditions | Yield |
|---|---|
| With bromine In cyclohexane at 0 - 5℃; for 1h; | A 86% B 10% |
| With bromine In cyclohexane at 75℃; for 1h; | A 32% B 66% |
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; phosphorus pentoxide In 1,2-dichloro-benzene at 180℃; for 10h; | 75% |
| With N-Bromosuccinimide; triphenylphosphine In 1,4-dioxane for 4h; Bromination; substitution; Heating; | 54% |
| With carbon tetrabromide; triphenylphosphine In toluene for 8h; Reflux; | 100 %Chromat. |
| Conditions | Yield |
|---|---|
| With n-butyllithium; 2-(N,N-dimethylamino)ethanol; carbon tetrabromide 1.) hexane, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h; | 72% |
- 624-28-2
2,5-dibromopyridine
- 96-22-0
pentan-3-one
A
- 109-04-6
2-bromo-pyridine
B
- 874915-22-7
2-(3-hydroxy-pentane-3-yl)-5-bromo-pyridine
C
- 874915-24-9
2-bromo-5-(3-hydroxy-pentane-3-yl)pyridine
D
- 19780-41-7
3-ethylheptan-3-ol
| Conditions | Yield |
|---|---|
| With n-butyllithium In tetrahydrofuran at 5℃; for 0.0833333h; | A 8.7% B 11% C 68.8% D 3.9% |
- 624-28-2
2,5-dibromopyridine
- 96-22-0
pentan-3-one
A
- 109-04-6
2-bromo-pyridine
B
- 874915-22-7
2-(3-hydroxy-pentane-3-yl)-5-bromo-pyridine
C
- 874915-24-9
2-bromo-5-(3-hydroxy-pentane-3-yl)pyridine
D
- 874915-27-2
2,5-di(3-hydroxy-pentane-3-yl)pyridine
E
- 19780-41-7
3-ethylheptan-3-ol
| Conditions | Yield |
|---|---|
| With n-butyllithium In tetrahydrofuran at 5℃; for 0.1h; | A 2.8% B 1.9% C 60.7% D 2.4% E 4.8% |
| Conditions | Yield |
|---|---|
| With 1,2-dibromomethane Ambient temperature; | A 60% B 20% |
2-Bromopyridine Chemical Properties
Molecular structure of 2-Bromopyridine (CAS NO.109-04-6) is:
Product Name: 2-Bromopyridine
CAS Registry Number: 109-04-6
IUPAC Name: 2-bromopyridine
Molecular Weight: 157.99596 [g/mol]
Molecular Formula: C5H4BrN
XLogP3: 1.4
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 203-641-6
Melting Point:193 °C
Surface Tension: 42.1 dyne/cm
Density: 1.598 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 40.83 kJ/mol
Boiling Point: 189.5 °C at 760 mmHg
Vapour Pressure: 0.784 mmHg at 25°C
Refractive index: n20/D 1.572(lit.)
Storage temp.: Refrigerator
Stability: Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides.
Product Categories: Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;Pyridines derivates;Bromopyridines;Halopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
2-Bromopyridine Uses
2-Bromopyridine (CAS NO.109-04-6) is used as organic synthesis, pharmaceutical intermediates. In the pharmaceutical industry, it is used for the synthesis of heart drugs called dual-isopropyl amine topiramate and so on.
2-Bromopyridine Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LDLo | intraperitoneal | 31300ug/kg (31.3mg/kg) | "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 322, 1952. |
2-Bromopyridine Safety Profile
Hazard Codes: 
T, 
Xn, 
F
Risk Statements: 10-24/25-36/37/38-23/24/25-20/21/22
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
R23/25:Toxic by inhalation and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 16-36/37-45-38-36/37/39-28A-26
S16:Keep away from sources of ignition.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S38:In case of insufficient ventilation, wear suitable respiratory equipment.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2929 6.1/PG 2
WGK Germany: 3
RTECS: US3850000
F: 8
Hazard Note: Toxic
HazardClass: 6.1
PackingGroup: II
HS Code: 29333999
2-Bromopyridine Specification
2-Bromopyridine , its cas register number is 109-04-6. It also can be called 2-Pyridyl bromide ; beta-Bromopyridine ; o-Bromopyridine ; Pyridine, 2-bromo- .It is a dark red liquid.
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