3-Bromopyridazine
3-bromopyridazine · 3-bromo- (9CI) · Pyridazine, 3-broMo- · 3-Bromopyridazine ,97% · Pyridazine, 3-bromo- (9CI) · 3-broMopyridazine hydrobroMide · Pyridazine, 3-bromo- (9CI) ISO 9001：2015 REACH
Identifiers & Physical Properties
| CAS No. | 88491-61-6 |
|---|---|
| Molecular formula | C4H3BrN2 |
| Average molar mass | 158.98 g/mol |
| Monoisotopic mass | 157.94796 g/mol |
| SMILES | Brc1cccnn1 |
| InChIKey | ILYSUJOMLYXAOC-UHFFFAOYSA-N |
| PubChem CID | 13126699 |
| EC No. | 811-583-3 |
| DTXSID | DTXSID10520082 |
Chemical & Physical Properties
| XLogP | 0.2 |
|---|---|
| Topological polar surface area | 25.8 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 7 |
| Formal charge | 0 |
| Complexity | 57 |
| Melting point | 73-74 °C |
| Boiling point | 270.0±13.0 °C(Predicted) |
| Density | 1.726±0.06 g/cm3(Predicted) |
| Storage conditions | Inert atmosphere,Store in freezer, under -20°C |
| Physical state | solid |
| pKa (acidity coefficient) | 0.99±0.10(Predicted) |
| Color | Yellow to reddish brown |
| InChI | 1S/C4H3BrN2/c5-4-2-1-3-6-7-4/h1-3H |
| InChIKey | ILYSUJOMLYXAOC-UHFFFAOYSA-N |
| SMILES | BrC1=CC=CN=N1 |
| CAS DataBase Reference | 88491-61-6 |
| UNSPSC Code | 12352200 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H319-H335-H302+H332-H315 |
| GHS precautionary statements | P280-P301+P312-P362+P364 |
| Customs code | 2933998090 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Acute Tox. 4 Oral |
Safety & Regulations
| GHS classification | DangerH301+H311+H331 (16.7%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (33.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 6 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (83.3%)Skin Irrit. 2 (66.7%)Eye Dam. 1 (33.3%)Eye Irrit. 2A (33.3%)Acute Tox. 4 (50%)STOT SE 3 (66.7%) |
| Customs code | 2933998090 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H319-H335-H302+H332-H315 |
| Hazard class | Acute Tox. 4 Oral |
| GHS precautionary statements | P280-P301+P312-P362+P364 |
Applications & Uses
Description
3-Bromopyridine can undergo 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-bromopyridines1-4. 3-Bromopyridine is also used as an intermediate in the synthesis of Active Pharmaceutical Ingredients especially Abiraterone acetate (an antiandrogen medication which is used in the treatment of prostate cancer) and Zimelidine (selective serotonin reuptake inhibitor (SSRI) antidepressants)5.