HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 2050129Generated: October 23, 2026
3-Bromopyridine-2-carboxylic Acid
3-BROMOPICOLINIC ACID · IFLAB-BB F1926-0036 · 3-Bromopicolinicaci · 3-BROMOPYRIDINE-2-CA · 3-Bromo-2-picolinic acid · 3-Bromopyridine-2-carboxyL · 3-bromopyridine-2-carboxyli · 3-Bromopyridine-2-carboxylic
https://huagongshe.com/en/chemical/2050129
Identifiers & Physical Properties
| CAS No. | 30683-23-9 |
|---|
| Molecular formula | C6H4BrNO2 |
|---|
| Average molar mass | 202.01 g/mol |
|---|
| Monoisotopic mass | 200.94254047 g/mol |
|---|
| SMILES | O=C(O)c1ncccc1Br |
|---|
| InChIKey | KBDIRPOTVAODSA-UHFFFAOYSA-N |
|---|
| PubChem CID | 2050129 |
|---|
| EC No. | 639-403-7 |
|---|
| DTXSID | DTXSID10365990 |
|---|
Chemical & Physical Properties
| XLogP | 1.4 |
|---|
| Topological polar surface area | 50.2 |
|---|
| Hydrogen bond donors | 1 |
|---|
| Hydrogen bond acceptors | 3 |
|---|
| Rotatable bonds | 1 |
|---|
| Heavy atoms | 10 |
|---|
| Formal charge | 0 |
|---|
| Complexity | 140 |
|---|
| Melting point | 141-1440C |
|---|
| Boiling point | 315.7±27.0 °C(Predicted) |
|---|
| Density | 1.813 |
|---|
| Storage conditions | Inert atmosphere,2-8°C |
|---|
| Physical state | Solid |
|---|
| pKa (acidity coefficient) | 2.29±0.10(Predicted) |
|---|
| Color | Off-White |
|---|
| InChI | InChI=1S/C6H4BrNO2/c7-4-2-1-3-8-5(4)6(9)10/h1-3H,(H,9,10) |
|---|
| InChIKey | KBDIRPOTVAODSA-UHFFFAOYSA-N |
|---|
| SMILES | C1(C(O)=O)=NC=CC=C1Br |
|---|
| CAS DataBase Reference | 30683-23-9(CAS DataBase Reference) |
|---|
| GHS pictogram | GHS07 |
|---|
| Signal word | Warning |
|---|
| GHS hazard statements | H315-H319-H335 |
|---|
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
|---|
| Hazard symbols | Xi,Xn |
|---|
| Risk statements (R) | 22 |
|---|
| Hazard class | IRRITANT |
|---|
| Customs code | 2933399990 |
|---|
Safety & Regulations
| GHS classification | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
|---|
| Customs code | 2933399990 |
|---|
| Risk statements (R) | 22 |
|---|
| Signal word | Warning |
|---|
| GHS pictogram | GHS07 |
|---|
| Hazard symbols | Xi,Xn |
|---|
| Hazard class | IRRITANT |
|---|
| GHS hazard statements | H315-H319-H335 |
|---|
| GHS precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
|---|
Preparation & Synthesis
Preparation
Mercuric pyridine-2,3-dicarboxylate was decarboxylated in hot Me₂SO₄ or HMPA to give a mixture of I (major product) and II ( ). I and II (RR1= bond) react with Cl⁻ or I⁻ to give a mixture. (R = Cl, iodo; R1 = h). Tribromide ions I and II (RR1= bond) give I, II (R = Br, R1 = H), and then iodide ions in hot HOAc, I and II (RR1= bond) give bis(carboxypyridyl)mercuric III (X = H + HgI₃⁻). The solution of III (X = electron pair) is deposited in Me₂SO₄. The pyridine-2,3-dicarboxylate ions react with Hg(OAc)₂ in boiling aq. HOAc solution at pH 5.0–5.8 to give MeCO₂HgCH₂CO₂H as the sole organometallic product, which is purified by silica gel column chromatography to give 3-BROMOPYRIDINE-2-CARBOXYLIC ACID.
