2,3-BIS(BROMOMETHYL)QUINOXALINE Chemical Properties

Melting point:

152-156 °C(lit.)

Boiling point:

345.7±37.0 °C(Predicted)

Density 

1.7904 (rough estimate)

refractive index 

1.7040 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder

pka

-1.31±0.48(Predicted)

Appearance

Off-white to gray Solid

EPA Substance Registry System

Quinoxaline, 2,3-bis(bromomethyl)- (3138-86-1)

Safety Information

Hazard Codes 

C

Risk Statements 

34-36/37

Safety Statements 

26-27-28-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

RTECS 

VD1420000

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

Toxicity

LD50 ivn-mus: 18 mg/kg CSLNX* NX#02400

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2,3-BIS(BROMOMETHYL)QUINOXALINE Usage And Synthesis

Chemical Properties

grey to beige-brown crystalline powder

Safety Profile

Poison by intravenous route. Seealso BROMIDES. When heated to decomposition it emitsvery toxic fumes of Br- and NOx.

Synthesis

The general procedure for the synthesis of 2,3-bis(bromomethyl)quinoxaline from o-phenylenediamine and 1,4-dibromo-2,3-butanedione was as follows: 6.52 g (27 mmol) of 1,4-dibromo-2,3-butanedione and 300 mL of ethanol were added to a 1,000 mL three-neck flask. Subsequently, a solution made from 2.94 g (27 mmol) of o-phenylenediamine dissolved in 150 mL of ethanol was added to the mixture with continuous stirring for 30 minutes at room temperature. White solid precipitation was observed during the reaction. To the reaction mixture, 200 mL of water was added and the white solid was collected by filtration and dried under reduced pressure to give 6.74 g (yield: 81%) of the target product 2,3-bis(bromomethyl)quinoxaline. The 1H nuclear magnetic resonance (1H-NMR) spectral data of the compound were as follows: 1H-NMR (CDCl3): δ 4.93 (s, 4H), 7.81 (q, 2H), 8.08 (q, 2H).

References

[1] Tetrahedron, 2013, vol. 69, # 4, p. 1403 - 1416
[2] Journal of Organic Chemistry, 2005, vol. 70, # 13, p. 5055 - 5061
[3] Organometallics, 2013, vol. 32, # 12, p. 3493 - 3501
[4] Synthetic Communications, 2011, vol. 41, # 3, p. 417 - 425
[5] Journal of Chemical Crystallography, 2006, vol. 36, # 3, p. 211 - 215

2,3-BIS(BROMOMETHYL)QUINOXALINE(3138-86-1)Related Product Information

• Pyrazine, (bromomethyl)- (9CI)
• 2-Methylquinoxaline
• Quinoxaline
• SALOR-INT L131784-1EA
• 2-(BROMOMETHYL)-3-METHYLQUINOXALINE
• 2,3-DIMETHYLQUINOXALINE
• 2,3-BIS(BROMOMETHYL)QUINOXALINE 1,4-DIOXIDE
• 2,3-Dimethylpyrazine
• 2,3-BIS(BROMOMETHYL)QUINOXALINE
• SALOR-INT L166154-1EA