2-Bromobenzene-1,3-dialdehyde Chemical Properties

Melting point:

139-144℃

Boiling point:

298.0±25.0 °C(Predicted)

Density 

1.652±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly, Heated), Methanol (Slightly, Heated)

form 

Solid

color 

Beige

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C8H5BrO2/c9-8-6(4-10)2-1-3-7(8)5-11/h1-5H

InChIKey

RZUSSKMZLHKMHU-UHFFFAOYSA-N

SMILES

C1(C=O)=CC=CC(C=O)=C1Br

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2913000090

Storage Class

13 - Non Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

2-Bromobenzene-1,3-dialdehyde Usage And Synthesis

Uses

Used in the preparation of paclitaxel-mimicking alkaloids with anticancer activity.

Synthesis

GENERAL METHOD: Compound 2d (302 mg, 0.516 mmol) was dissolved in ethanol (10 mL), followed by the addition of a solution of silver nitrate (AgNO3, 369 mg, 2.17 mmol) in water (4 mL). The reaction mixture was heated to reflux for 40 min under argon protection. Upon completion of the reaction, it was cooled to room temperature, the resulting silver bromide (AgBr) was removed by filtration, and the filter cake was washed with ethanol (2 x 5 mL). The solvent was removed by evaporation under reduced pressure and the residue was purified by recrystallization from hexane to give the target product 3d (146 mg, 94% yield) as a white solid.

References

[1] Journal of Organic Chemistry, 2004, vol. 69, # 6, p. 2024 - 2032
[2] Synthesis (Germany), 2016, vol. 48, # 20, p. 3509 - 3514
[3] Tetrahedron, 2013, vol. 69, # 7, p. 1904 - 1911
[4] Journal of Chemical Research, Synopses, 1995, # 10, p. 410 - 411
[5] Journal of Organometallic Chemistry, 2014, vol. 761, p. 28 - 31

2-Bromobenzene-1,3-dialdehyde(79839-49-9)Related Product Information

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