ChemicalBook--->CAS DataBase List--->601-88-7

601-88-7

601-88-7 Structure

601-88-7 Structure
IdentificationMore
[Name]

2,6-Dichloronitrobenzene
[CAS]

601-88-7
[Synonyms]

Benzene, 1,3-dichloro-2-nitro-
2,6-Dichloronitrobenezene
1,3-DICHLORO-3-NITROBENZENE
1,3-Dichloro-2-nitrobenzene
2,6-Dichloronitrobenzene
1-Nitro-2,6-dichlorobenzene
[EINECS(EC#)]

210-009-3
[Molecular Formula]

C6H3Cl2NO2
[MDL Number]

MFCD00456795
[Molecular Weight]

192
[MOL File]

601-88-7.mol
Chemical PropertiesBack Directory
[Melting point ]

71 °C
[Boiling point ]

130 °C / 8mmHg
[density ]

1.6030
[refractive index ]

1.5929 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

Pale Yellow to Pale Green
[CAS DataBase Reference]

601-88-7(CAS DataBase Reference)
[NIST Chemistry Reference]

1,3-dichloro-2-nitrobenzene(601-88-7)
Safety DataBack Directory
[Hazard Codes ]

T
[RIDADR ]

1578
[REACH Registrations]

Inactive
[HS Code ]

2904990090
Hazard InformationBack Directory
[Uses]

1,3-Dichloro-2-nitrobenzene is an olfactory mucosa (OM) toxicants.Also, it is a starting material for 9-Chloro Quetiapine (C366040), which is an impurity of Quetiapine hemifumarate (Q510000), a dibenzothiazepine antipsychotic medication used in the treatment of schizophrenia.
[Synthesis]

2,6-Dichloroaniline

608-31-1

2,6-Dichloronitrobenzene

601-88-7

2.1.5. Synthesis of 1,3-dichloro-2-nitrobenzene[4]. 2,6-Dichloroaniline (8.10 g, 50.0 mmol) was dissolved in dichloromethane (200 mL) and the solution was cooled to 0 °C. A solution of 3-chloroperbenzoic acid (24.6 g, 100 mmol) in dichloromethane (250 mL) was slowly added dropwise at 0 °C for a controlled time of 1.5 hours. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 2 hours. Subsequently, the reaction mixture was diluted with dichloromethane (250 mL). The reaction mixture was washed sequentially with 2 wt% aqueous sodium thiosulfate (2 x 100 mL), aqueous sodium bicarbonate (4 x 50 mL) and deionized water (200 mL). The organic layer was dried with magnesium sulfate and concentrated under reduced pressure to remove the solvent. The residue was suspended in n-hexane (40 mL), sonicated for 5 min and filtered, and the filter cake was washed with n-hexane (2 x 20 mL) to afford 1,3-dichloro-2-nitrobenzene (6.63 g, 37.7 mmol, 75% yield) as a beige solid.

[References]

[1] Patent: US2014/163256, 2014, A1. Location in patent: Paragraph 0161-0162
[2] Tetrahedron Letters, 1983, vol. 24, # 14, p. 1505 - 1508
[3] Tetrahedron, 1987, vol. 43, # 8, p. 1753 - 1758
[4] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 768 - 778
[5] Journal of Medicinal Chemistry, 1968, vol. 11, # 4, p. 814 - 819
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Dichloronitrobenzene(601-88-7)MS
2,6-Dichloronitrobenzene(601-88-7)1HNMR
2,6-Dichloronitrobenzene(601-88-7)IR1
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

1,3-Dichloro-2-nitrobenzene,>98.0%(GC)(601-88-7)
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