3-Bromocumene Chemical Properties

Melting point:

-10°C (estimate)

Boiling point:

52-53°C 0,8mm

Density 

1,285 g/cm³

refractive index 

1.5302

Flash point:

52-53°C/0.8mm

storage temp. 

Inert atmosphere,Room Temperature

form 

clear liquid

color 

Colorless to Light orange to Yellow

Water Solubility 

Difficult to mix in water.

BRN 

1858092

InChI

InChI=1S/C9H11Br/c1-7(2)8-4-3-5-9(10)6-8/h3-7H,1-2H3

InChIKey

GBSGGFCCQZUXNB-UHFFFAOYSA-N

SMILES

C1(Br)=CC=CC(C(C)C)=C1

CAS DataBase Reference

5433-01-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,N,Xn

Risk Statements 

22-50/53-51/53-36/38

Safety Statements 

24/25-61-60-36-26

RIDADR 

3082

HS Code 

29039990

MSDS

• Language:English Provider:ALFA

3-Bromocumene Usage And Synthesis

Chemical Properties

Clear colorless to yellow liquid

Uses

3-Bromocumene is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 1691, 1960 DOI: 10.1021/jo01080a001

Synthesis

2-Bromo-4-isopropylaniline (2.65 g, 12.4 mmol, 1.0 eq.) was added to a mixed solution consisting of 96% ethanol (23 mL) and concentrated sulfuric acid (2.5 mL) over 15 min. The reaction system was cooled to -5 °C under vigorous stirring and an aqueous solution of sodium nitrite (1.42 g, 20.7 mmol, 1.67 eq.) was added dropwise over 1 h (3 mL). After the dropwise addition, stirring was continued at -5 °C for 30 min. Subsequently, copper powder (12.0 g) was added and the reaction mixture was refluxed for 4 hours. After the reaction was completed, the reaction mixture was filtered through a glass sand core funnel. The filtrate was poured into cold water (60 mL) and the organic product was extracted with dichloromethane (4 x 50 mL). The organic extracts were combined, dried with anhydrous potassium carbonate and concentrated under reduced pressure. The residue was purified by fractional distillation under reduced pressure (11 mmHg, 89-90 °C) to give 3-isopropylbromobenzene (1.91 g, 77% yield) as a yellow oil.

References

[1] Synthesis (Germany), 2016, vol. 48, # 19, p. 3301 - 3308
[2] Journal of the Chemical Society, 1939, p. 1299,1301
[3] Journal of Organic Chemistry, 1939, vol. 4, p. 20,26
[4] Angewandte Chemie - International Edition, 2012, vol. 51, # 3, p. 794 - 797

3-Bromocumene(5433-01-2)Related Product Information

• Cumene
• Benzbromarone
• DIISOPROPYLBENZENE
• 3-Bromophenol
• Allyl bromide
• 2-Bromopropane
• 3-Bromotoluene
• Decabromodiphenyl Ethane
• Benzyldodecyldimethylammonium bromide
• Allylbenzene
• 3,5-Diisopropylbenzene hydroperoxide
• Bromophenol Blue
• Tetrabromobisphenol A bis(dibromopropyl ether)
• Bromocresol Purple
• 4',5'-DIBROMOFLUORESCEIN
• Bromine
• Dicumyl peroxide
• 3,4,5,6-Tetrabromophenolsulfonephthalein