HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromopyridine
3-BROMOPYRIDINE · 3-Pvridyl bromide · Pyridine, 3-bromo- · NSC 3974 · AURORA KA-875 · 3-bromo-pyridin · M-BroMopyridine · 5-BROMO PYRIDINE
Identifiers & Physical Properties
| CAS No. | 626-55-1 |
|---|---|
| Molecular formula | C5H4BrN |
| Average molar mass | 158 g/mol |
| Monoisotopic mass | 156.95271123 g/mol |
| SMILES | Brc1cccnc1 |
| InChIKey | NYPYPOZNGOXYSU-UHFFFAOYSA-N |
| PubChem CID | 12286 |
| ChEMBL | CHEMBL5396433 |
| ChEBI | CHEBI:51575 |
| EC No. | 210-952-0 |
| DTXSID | DTXSID9060819 |
Chemical & Physical Properties
| XLogP | 1.6 |
|---|---|
| Topological polar surface area | 12.9 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 7 |
| Formal charge | 0 |
| Complexity | 56 |
| Chemical classes | Nitrogen Compounds -> Pyridines |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP (partition coefficient) | 1.5 |
| Flash point | 51 °C125 °F |
| Vapor pressure | 1.75 [mmHg]1.64hPa at 25℃ |
| Physical Description | Needles[Hawley] Colorless liquid[MSDSonline] |
| Melting point | -27°C |
| Boiling point | 173 °C (lit.) |
| Density | 1.64 g/mL at 25 °C (lit.) |
| Refractive index | n20/D 1.571(lit.) |
| Storage conditions | Keep in dark place,Inert atmosphere,2-8°C |
| Solubility | 31g/lSoluble in water (31 g/L at 20°C). |
| Physical state | Liquid |
| pKa (acidity coefficient) | 2.84(at 25℃) |
| Specific gravity | 1.617 |
| Color | Clear colorless to yellow or slightly brown |
| BRN | 105880 |
| Henry's law constant | 8.3×10-1 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| Dielectric constant | 9.8499999999999996 |
| InChI | 1S/C5H4BrN/c6-5-2-1-3-7-4-5/h1-4H |
| InChIKey | NYPYPOZNGOXYSU-UHFFFAOYSA-N |
| SMILES | Brc1cccnc1 |
| LogP (partition coefficient) | 1.694 |
| CAS DataBase Reference | 626-55-1(CAS DataBase Reference) |
| FDA UNII | XMN8H2XE9H |
| NIST Chemistry Reference | Pyridine, 3-bromo-(626-55-1) |
| EPA Substance Registry System | 3-Bromopyridine (626-55-1) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Warning |
| GHS hazard statements | H226-H302-H315-H319-H335 |
| GHS precautionary statements | P210-P301+P312+P330-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn,T,F,Xi |
| Risk statements (R) | 10-22-36/37/38-23/24/25-20/21/22 |
| Safety statements (S) | 26-45-38-36/37/39-28A-16 |
| UN transport number | UN 1993 3/PG 3 |
| Water hazard class (WGK) | 3 |
| F | 8 |
| Hazard Note | Toxic/Flammable/Irritant |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3 |
| Packing group | III |
| Customs code | 29333999 |
| Storage class | 3 - Flammable liquids |
| REACH registrations | Active |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | DangerH226 (93.3%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 60 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Pyridine, 3-bromo-Status: Active Update: 03-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/198673-Bromopyridine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | A skin, eye, and respiratory tract irritant[MSDSonline] Pyridine compounds are potential CNS depressants[Ullmann] See Pyridine. |
| Hazard Classes and Categories | Flam. Liq. 3 (93.3%) |
| Adverse effects | Neurotoxin - Other CNS neurotoxin |
| F | 8 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 1993 3/PG 3 |
| Customs code | 29333999 |
| Risk statements (R) | 10-22-36/37/38-23/24/25-20/21/22 |
| Signal word | Warning |
| GHS pictogram | GHS02,GHS07 |
| Hazard symbols | Xn,T,F,Xi |
| hazard_note | Toxic/Flammable/Irritant |
| Safety statements (S) | 26-45-38-36/37/39-28A-16 |
| Hazard class | 6.1Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3 |
| Storage class | 3 - Flammable liquids |
| Packing group | III |
| Target organs | Respiratory system |
| GHS hazard statements | H226-H302-H315-H319-H335 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| REACH registrations | Active |
| GHS precautionary statements | P210-P301+P312+P330-P302+P352-P305+P351+P338 |
Applications & Uses
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.