2,3-Bis(bromomethyl)quinoxaline

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2,3-Bis(bromomethyl)quinoxaline manufacturers

2,3-Bis(bromomethyl)quinoxaline Basic information
Product Name:2,3-Bis(bromomethyl)quinoxaline
Synonyms:2,3-BIS-(BROMETHYL)-QUINOXALINE98%;2,3-bis(bromomethyl)-quinoxalin;2,3-Bis-(bromomethyl)quinoxaline, HPLC 98%;2,3-Bis(bromomethyl)quinoxaline,98%;2,3-Bis(bromomethyl)-1,4-benzodiazine;NSC 38602;2,3-BIS-(BROMETHYL)QUINOXALINE;Quinoxaline, 2,3-bis(bromomethyl)-
CAS:3138-86-1
MF:C10H8Br2N2
MW:315.99
EINECS:221-538-4
Product Categories:Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinoxalines;QuinoxalinesHeterocyclic Building Blocks
Mol File:3138-86-1.mol
2,3-Bis(bromomethyl)quinoxaline Structure
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)
AppearanceOff-white to gray Solid
InChI1S/C10H8Br2N2/c11-5-9-10(6-12)14-8-4-2-1-3-7(8)13-9/h1-4H,5-6H2
InChIKeyLHKFFORGJVELPC-UHFFFAOYSA-N
SMILESBrCc1nc2ccccc2nc1CBr
EPA Substance Registry SystemQuinoxaline, 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 TSCA listed
HazardClass 8
PackingGroup III
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsEye Dam. 1
Skin Corr. 1B
STOT SE 3
ToxicityLD50 ivn-mus: 18 mg/kg CSLNX* NX#02400
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
2,3-Bis(bromomethyl)quinoxaline Usage And Synthesis
Chemical Propertiesgrey to beige-brown crystalline powder
Safety ProfilePoison by intravenous route. Seealso BROMIDES. When heated to decomposition it emitsvery toxic fumes of Br- and NOx.
Synthesis
o-Phenylenediamine

95-54-5

1,4-DIBROMO-2,3-BUTANEDIONE

6305-43-7

2,3-BIS(BROMOMETHYL)QUINOXALINE

3138-86-1

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 Preparation Products And Raw materials
Raw materials2,3-Dimethylquinoxaline-->o-Phenylenediamine-->1,4-Dibromo-2,3-butanedione
Preparation Products2,3-Dimethylquinoxaline
Tag:2,3-Bis(bromomethyl)quinoxaline(3138-86-1) Related Product Information
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