Identification | More | [Name]
6-Methylquinoxaline | [CAS]
6344-72-5 | [Synonyms]
6-METHYLQUINOXALINE Quinoxaline, 6-methyl- 6-METHYLQUINOXALINE 99% | [Molecular Formula]
C9H8N2 | [MDL Number]
MFCD00041001 | [Molecular Weight]
144.17 | [MOL File]
6344-72-5.mol |
Chemical Properties | Back Directory | [Melting point ]
218.5°C | [Boiling point ]
244-245°C | [density ]
1.1164 | [refractive index ]
1.6190 | [Fp ]
244-245°C | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
1.40±0.30(Predicted) | [Appearance]
Light yellow to brown Liquid | [BRN ]
113371 | [InChI]
InChI=1S/C9H8N2/c1-7-2-3-8-9(6-7)11-5-4-10-8/h2-6H,1H3 | [InChIKey]
OSRARURJYPOUOV-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC(C)=CC=2)N=CC=1 | [LogP]
1.872 (est) | [CAS DataBase Reference]
6344-72-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Quinoxaline, 6-methyl-(6344-72-5) |
Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi,C,F | [Risk Statements ]
R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin . R34:Causes burns. R11:Highly Flammable. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S16:Keep away from sources of ignition-No smoking . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 |
Hazard Information | Back Directory | [Uses]
6-Methylquinoxaline (CAS# 6344-72-5) can be used as a conductive roller for electrophotographic apparatus. It has also be known for its sequential synthesis, olfactory properties, and biological activity. | [Definition]
ChEBI: 6-Methylquinoxaline is a quinoxaline derivative. | [Synthesis]
Synthesis of 6-methylquinoxaline: 3,4-diaminotoluene (Aldrich, 100 g, 0.82 mol) was dissolved in 600 mL of hot water (70-75°C) and quickly added to a slurry of glyoxal-sodium bisulfite adduct (Aldrich, 239.5 g, 0.9 mol, 1.1 equiv) in 400 mL of water at 60°C. The reaction mixture was heated at 60 °C for 1 h and then 5 g (0.02 mol) of the glyoxal adduct was added retrospectively. After cooling to room temperature, it was filtered through a paper filter. The filtrate was neutralized to pH 7.5-7.8 with 5 M NaOH aqueous solution and subsequently extracted with ether (4 x 400 mL). The combined organic phases were dried over anhydrous Na2SO4 and concentrated by rotary evaporation to give 92 g of brown oil. This crude product was purified by vacuum distillation (boiling point 100-102 °C, 10 mmHg; literature value: 86 °C, 1 mmHg) to give 89 g (75% yield) of light yellow oily target product. | [References]
[1] Patent: US2005/282820, 2005, A1. Location in patent: Page/Page column 17-18 [2] Journal of the Chemical Society - Perkin Transactions 1, 1999, # 7, p. 803 - 810 [3] Journal of the American Chemical Society, 1947, vol. 69, p. 795,796 |
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