4-Bromoisoquinoline Chemical Properties

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

InChIKey

SCRBSGZBTHKAHU-UHFFFAOYSA-N

SMILES

C1C2=C(C=CC=C2)C(Br)=CN=1

CAS DataBase Reference

1532-97-4(CAS DataBase Reference)

NIST Chemistry Reference

Isoquinoline, 4-bromo-(1532-97-4)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-21/22-20/21/22

Safety Statements 

26-37/39-36/37/39-22-36

WGK Germany 

3

HS Code 

29339900

MSDS

• Language:English Provider:4-Bromoisoquinoline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Bromoisoquinoline Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Uses

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).

4-Bromoisoquinoline(1532-97-4)Related Product Information

• Isoquinoline
• 1-Chloro-4-bromoisoquinoline
• 7-BROMOISOQUINOLINE
• 6-BROMOISOQUINOLINE
• 5-Bromoisoquinoline,98%,5-BROMOISOQUINOLINE
• 8-BROMOISOQUINOLINE,8-Bromoisoquinoline 95%
• 4-BROMO-1(2H)-ISOQUINOLONE
• 5,8-Dibromoisoquinoline
• 6-bromoisoquinolin-3-amine
• 1,3-DIBROMOISOQUINOLINE
• 4-Amino-3-bromoisoquinoline
• 3-AMINO-4-BENZYL-1-BROMOISOQUINOLINE
• 7-Bromoisoquinoline-N-oxide
• 8-Amino-5-bromoisoquinoline
• 3-BROMOISOQUINOLINE,3-BROMOISOQUINOLINE 97%
• 8-BROMO-5-NITRO-ISOQUINOLINE
• 1-BROMOISOQUINOLINE,1-BROMOISOQUINOLINE, 95+%
• 3,4-DIBROMOISOQUINOLINE