4-Bromoisoquinoline
- CAS NO.：1532-97-4
- Empirical Formula: C9H6BrN
- Molecular Weight: 208.05
- MDL number: MFCD00006904
- EINECS: 216-244-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-14 11:55:41
What is 4-Bromoisoquinoline?
Chemical properties
Pale Yellow Solid
The Uses of 4-Bromoisoquinoline
Shows selective inhibition of cAMP-dependent protein kinase
Preparation
2-Alkynyl benzyl azides could smoothly undergo an electrocyclic reaction catalyzed by palladium to afford either 4-bromoisoquinoline or 4-bromoisquinolones selectively under different conditions. 4-Bromoisoquinoline was synthesised in the presence of PdBr2/CuBr2/LiBr in MeCN, and 4-bromoisoquinolone was selectively produced with PdBr2/CuBr2/HOAc in CH2ClCH2Cl[1].
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 10, p. 409, 1973 DOI: 10.1002/jhet.5570100326
References
[1] Hong-ping Zhang, Hongzhan Xiao, Hong‐Yan Li. “A Selective Synthesis of 4-Bromoisoquinoline and 4-Bromoisquinolone.” Journal of Chemical Research-s (2013).
Properties of 4-Bromoisoquinoline
| Melting point: | 40-43 °C (lit.) |
| Boiling point: | 280-285 °C (lit.) |
| Density | 1.5617 (rough estimate) |
| refractive index | 1.6641 (estimate) |
| Flash point: | >230 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform, Methanol |
| pka | 3.30±0.10(Predicted) |
| form | Crystalline Solid |
| color | White to light beige |
| BRN | 114431 |
| InChI | InChI=1S/C9H6BrN/c10-9-6-11-5-7-3-1-2-4-8(7)9/h1-6H |
| CAS DataBase Reference | 1532-97-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Isoquinoline, 4-bromo-(1532-97-4) |
Safety information for 4-Bromoisoquinoline
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Bromoisoquinoline
| InChIKey | SCRBSGZBTHKAHU-UHFFFAOYSA-N |
| SMILES | C1C2=C(C=CC=C2)C(Br)=CN=1 |
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