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ChemicalBook--->CAS DataBase List--->6344-72-5

6344-72-5

6344-72-5 Structure

6344-72-5 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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]

GLYOXAL SODIUM BISULFITE

517-21-5

3,4-Diaminotoluene

496-72-0

6-Methylquinoxaline

6344-72-5

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
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Methylquinoxaline, 97+%(6344-72-5)
[Alfa Aesar]

6-Methylquinoxaline, 96%(6344-72-5)
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