4-Bromophthalimide Chemical Properties

Melting point:

235 °C

Density 

1.826±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in N,N-DMF almost transparency.

pka

9.19±0.20(Predicted)

form 

Solid

color 

Off-white

InChI

InChI=1S/C8H4BrNO2/c9-4-1-2-5-6(3-4)8(12)10-7(5)11/h1-3H,(H,10,11,12)

InChIKey

GNYICZVGHULCHE-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C=C(Br)C=C2)C(=O)N1

CAS DataBase Reference

6941-75-9(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2933998090

4-Bromophthalimide Usage And Synthesis

Chemical Properties

yellow to slight yellow powder

Uses

4-Bromophthalimide is used as a intermediate for pharmaceutical and organic synthesis.

Synthesis

General procedure for the synthesis of 5-bromoisobenzofuran-1,3-dione from 5-bromoisobenzofuran-1,3-dione: 5-bromoisobenzofuran-1,3-dione (6.6 g, 30 mmol, 1.0 eq.) was mixed with formamide (10 mL, 240 mmol, 8.0 eq.), and the reaction was stirred for 2 hr at 200 °C. Upon completion of the reaction, the mixture was quenched by pouring it into an ice-water mixture. The precipitated solid product was collected by filtration and dried under vacuum to afford 5-bromoisoindole-1,3-dione (7.0 g, 99% yield). Mass spectrum (ESI): m/z 227 ([M+H]+).

References

[1] Patent: US2010/204214, 2010, A1. Location in patent: Page/Page column 109
[2] Patent: JP5906522, 2016, B2. Location in patent: Paragraph 0058; 0059
[3] Chemistry of Materials, 2010, vol. 22, # 18, p. 5258 - 5270
[4] Molecules, 2010, vol. 15, # 8, p. 5561 - 5580
[5] Patent: WO2014/89324, 2014, A1. Location in patent: Paragraph 0234

4-Bromophthalimide(6941-75-9)Related Product Information

• 4-Aminophthalimide
• cis-Octahydro-isoindole
• 1-Bromo-2-methylpropane
• O-Phthalimide
• 1-Bromo-3-methylbutane
• Phthalhydrazide
• Chlorobromoisocyanurate
• N-Hydroxyphthalimide
• Potassium phthalimide
• 4-Nitrophthalimide
• 5-Bromoindole
• Isophorondiamine
• N-Methylphthalimide
• 4'-Bromoacetophenone
• 2-Bromoacetophenone
• 1-(2,6-Dichlorophenyl)-2-hydroindole
• 1,2-Bis(tetrabromophthalimido) ethane
• DIALIFOS